PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
34546964-2	2021	Instead of just being a better androgen, DHT was found to be a precursor of the ERbeta agonist 5alpha-androstane-3beta, 17beta-diol (3betaAdiol), the second estrogen in the body which did not require aromatase for its synthesis.	17beta-diol	120-131	Era like 12S mitochondrial rRNA chaperone 1	Homo sapiens	80-86
21584605-1	1992	Dehydroepiandrosterone and 5-en-Androstene-3beta, 17beta-diol affect MCF-7 human breast cancer cell growth through estrogen receptor, as shown by Tamoxifen counteraction.	17beta-diol	50-61	estrogen receptor 1	Homo sapiens	115-132
819263-12	1976	It is suggested that one form of cytochrome P-450 catalyzes the hydroxylation of 5alpha-androstane-3alpha,17beta-diol in the 2beta- and 18-positions, another form the 12beta-, 15alpha- and 16alpha-hydroxylations of the same substrate and a third form the 15beta-hydroxylation of 5alpha-androstane-3alpha,17beta-diol3,17-disulphate.	17beta-diol	106-117	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	33-49
35504204-0	2022	The protective and therapeutic effects of 5-androstene3beta, 17beta-diol (ADIOL) in abdominal post-operative adhesions in rat: Suppressing TLR4/NFkappaB/HMGB1/TGF1 beta/alpha SMA pathway.	17beta-diol	61-72	toll-like receptor 4	Rattus norvegicus	139-143
35504204-0	2022	The protective and therapeutic effects of 5-androstene3beta, 17beta-diol (ADIOL) in abdominal post-operative adhesions in rat: Suppressing TLR4/NFkappaB/HMGB1/TGF1 beta/alpha SMA pathway.	17beta-diol	61-72	high mobility group box 1	Rattus norvegicus	153-158
149401-6	1978	Although 5-androstene-3beta,17beta-diol competed with estradiol-17beta for the estrogen receptor, this property was considerably reduced as a consequence of the introduction of a 7alpha-hydroxyl or 16alpha-hydroxyl group.	17beta-diol	28-39	estrogen receptor 1	Homo sapiens	79-96
858280-3	1977	The affinities of steroids for the progesterone receptor were as follows: norethindrone (Ki of 2.3 X 10(-9)M) greater than 5alpha-dihydronorethindrone greater than norethindrone acetate greater than lynestrenol greater than 17alpha-ethynyl-estra-4-ene-3beta, 17beta-diol greater than ethynodiol diacetate (Ki of 1.3 X 10(-7) M).	17beta-diol	259-270	progesterone receptor	Oryctolagus cuniculus	35-56
1248804-10	1976	The Tfm mutation therefore effects the formation of all ring A hydrogenation products of type C19O2 (with the single exception of 5bets-androstane-3alpha,17beta-diol).	17beta-diol	154-165	androgen receptor	Mus musculus	4-7
819263-12	1976	It is suggested that one form of cytochrome P-450 catalyzes the hydroxylation of 5alpha-androstane-3alpha,17beta-diol in the 2beta- and 18-positions, another form the 12beta-, 15alpha- and 16alpha-hydroxylations of the same substrate and a third form the 15beta-hydroxylation of 5alpha-androstane-3alpha,17beta-diol3,17-disulphate.	17beta-diol	106-117	cytochrome P450, family 2, subfamily c, polypeptide 12	Rattus norvegicus	255-261
30103023-0	2019	17alpha-Ethinyl-androst-5-ene-3beta, 17beta-diol, a Novel Potent Oral Radioprotective Agent, Confers Radioprotection of Hematopoietic Stem and Progenitor Cells in a Granulocyte Colony-Stimulating Factor-Independent Manner.	17beta-diol	37-48	colony stimulating factor 3 (granulocyte)	Mus musculus	165-202
163841-2	1975	The inhibition of binding for E-2 and DHT by E-2, testosterone (T), DHT, dehydroepiandosterone (DHEA), dehydroepiandrosterone-sulfate (DHEA-S), androstendione (A) and 5-androstene-3beta, 17beta-diol (Adiol) was tested with the use of dextran-coated charcoal separation of bound and free E-2, respectively, and DHT.	17beta-diol	187-198	cystatin 12, pseudogene	Homo sapiens	30-33
1009130-4	1976	Conversion of progesterone to 5alpha-reduced 17-hydroxy-C21 and C19-steroids such as 3alpha,17alpha-dihydroxy-5alpha-pregnan-20-one, androsterone, 5alpha-androstane-3alpha,17beta-diol and 5alpha-androstane-3beta,17beta-diol was high in testes of 28- and 35-day-old mice of both groups.	17beta-diol	172-183	transducin (beta)-like 1X-linked receptor 1	Mus musculus	56-59
1009130-4	1976	Conversion of progesterone to 5alpha-reduced 17-hydroxy-C21 and C19-steroids such as 3alpha,17alpha-dihydroxy-5alpha-pregnan-20-one, androsterone, 5alpha-androstane-3alpha,17beta-diol and 5alpha-androstane-3beta,17beta-diol was high in testes of 28- and 35-day-old mice of both groups.	17beta-diol	212-223	transducin (beta)-like 1X-linked receptor 1	Mus musculus	56-59
33924352-2	2021	In addition to being involved in the production of estradiol (E2), the most potent estrogen in women, 17beta-HSD1 is also responsible for the production of 5-androsten-3beta,17beta-diol (5-diol), a weaker estrogen than E2, but whose importance increases after menopause.	17beta-diol	174-185	hydroxysteroid 17-beta dehydrogenase 1	Homo sapiens	102-113
29266208-2	2018	Androst-5-ene-3beta, 17beta-diol (ADIOL), an estrogen receptor (ER) beta agonist, was found to mediate a transrepressive mechanism that selectively modulates the extent of neuroinflammation and, in turn, neurodegeneration.	17beta-diol	21-32	estrogen receptor 1	Rattus norvegicus	45-62
29535159-0	2018	Correction to "High N-Acetyltransferase 1 5alpha-androstane-3beta, Expression is Associated with Estrogen Receptor Expression in Breast Tumors, but is not Under Direct Regulation by Estradiol, 17beta-Diol, or Dihydrotestosterone in Breast Cancer Cells".	17beta-diol	193-204	estrogen receptor 1	Homo sapiens	97-114
29266208-2	2018	Androst-5-ene-3beta, 17beta-diol (ADIOL), an estrogen receptor (ER) beta agonist, was found to mediate a transrepressive mechanism that selectively modulates the extent of neuroinflammation and, in turn, neurodegeneration.	17beta-diol	21-32	estrogen receptor 2	Rattus norvegicus	64-72
29155210-7	2018	Among several possible substrates, AKR1C3 reduces 5alpha-dihydrotesterone (DHT) to form 5alpha-androstane-3alpha, 17beta-diol (3alpha-diol).	17beta-diol	114-125	aldo-keto reductase family 1 member C3	Homo sapiens	35-41
23515287-0	2013	The androgen metabolite, 5alpha-androstane-3beta,17beta-diol (3beta-diol), activates the oxytocin promoter through an estrogen receptor-beta pathway.	17beta-diol	49-60	oxytocin/neurophysin I prepropeptide	Homo sapiens	89-97
28701684-1	2017	The potent androgen 5alpha-dihydrotestosterone is metabolized to the weak androgen 5alpha-androstane-3alpha, 17beta-diol (3alpha-diol) by the enzyme aldo-keto reductase family 1, member C14 (Akr1c14) in rodents.	17beta-diol	109-120	aldo-keto reductase family 1, member C14	Rattus norvegicus	149-189
28701684-1	2017	The potent androgen 5alpha-dihydrotestosterone is metabolized to the weak androgen 5alpha-androstane-3alpha, 17beta-diol (3alpha-diol) by the enzyme aldo-keto reductase family 1, member C14 (Akr1c14) in rodents.	17beta-diol	109-120	aldo-keto reductase family 1, member C14	Rattus norvegicus	191-198
28442641-1	2017	Uridine diphosphate-glucuronosyltransferase 2B15 (UGT2B15) conjugates 5alpha-androstane-3alpha, 17beta-diol (3alpha-diol) to 3alpha-diol glucuronide (3alpha-diol G) in steroid target tissues.	17beta-diol	96-107	UDP glucuronosyltransferase 2 family, polypeptide B35	Rattus norvegicus	0-48
28442641-1	2017	Uridine diphosphate-glucuronosyltransferase 2B15 (UGT2B15) conjugates 5alpha-androstane-3alpha, 17beta-diol (3alpha-diol) to 3alpha-diol glucuronide (3alpha-diol G) in steroid target tissues.	17beta-diol	96-107	UDP glucuronosyltransferase 2 family, polypeptide B35	Rattus norvegicus	50-57
25960318-3	2015	Celecoxib inhibited SULT2A1-catalyzed sulfonation of dehydroepiandrosterone (DHEA), androst-5-ene-3beta, 17beta-diol (AD), testosterone (T) and epitestosterone (Epi-T) in a concentration-dependent manner.	17beta-diol	105-116	sulfotransferase family 2A member 1	Homo sapiens	20-27
25849728-2	2015	These estrogenic functions of DHT are mediated by its metabolite 5alpha-androstane-3beta, 17beta-diol (3beta-diol) binding to estrogen receptor beta (ERbeta).	17beta-diol	90-101	estrogen receptor 2 (beta)	Mus musculus	126-148
25849728-2	2015	These estrogenic functions of DHT are mediated by its metabolite 5alpha-androstane-3beta, 17beta-diol (3beta-diol) binding to estrogen receptor beta (ERbeta).	17beta-diol	90-101	estrogen receptor 2 (beta)	Mus musculus	150-156
24787657-11	2014	These isoforms control the balance between activation of androstenedione (A) to testosterone (T) by the 17beta-hydroxysteroid dehydrogenase activity (17beta-HSD) of AKR1C3, or inactivation of 5alpha-dihydrotestosterone (DHT) to 5alpha-androstane-3alpha,17beta-diol by the 3alpha-hydroxysteroid dehydrogenase (3alpha-HSD) activity of AKR1C2.	17beta-diol	253-264	hydroxysteroid 17-beta dehydrogenase 13	Homo sapiens	104-139
24787657-11	2014	These isoforms control the balance between activation of androstenedione (A) to testosterone (T) by the 17beta-hydroxysteroid dehydrogenase activity (17beta-HSD) of AKR1C3, or inactivation of 5alpha-dihydrotestosterone (DHT) to 5alpha-androstane-3alpha,17beta-diol by the 3alpha-hydroxysteroid dehydrogenase (3alpha-HSD) activity of AKR1C2.	17beta-diol	253-264	hydroxysteroid 17-beta dehydrogenase 1	Homo sapiens	150-160
24787657-11	2014	These isoforms control the balance between activation of androstenedione (A) to testosterone (T) by the 17beta-hydroxysteroid dehydrogenase activity (17beta-HSD) of AKR1C3, or inactivation of 5alpha-dihydrotestosterone (DHT) to 5alpha-androstane-3alpha,17beta-diol by the 3alpha-hydroxysteroid dehydrogenase (3alpha-HSD) activity of AKR1C2.	17beta-diol	253-264	aldo-keto reductase family 1 member C3	Homo sapiens	272-307
24787657-11	2014	These isoforms control the balance between activation of androstenedione (A) to testosterone (T) by the 17beta-hydroxysteroid dehydrogenase activity (17beta-HSD) of AKR1C3, or inactivation of 5alpha-dihydrotestosterone (DHT) to 5alpha-androstane-3alpha,17beta-diol by the 3alpha-hydroxysteroid dehydrogenase (3alpha-HSD) activity of AKR1C2.	17beta-diol	253-264	aldo-keto reductase family 1 member C3	Homo sapiens	309-319
24787657-11	2014	These isoforms control the balance between activation of androstenedione (A) to testosterone (T) by the 17beta-hydroxysteroid dehydrogenase activity (17beta-HSD) of AKR1C3, or inactivation of 5alpha-dihydrotestosterone (DHT) to 5alpha-androstane-3alpha,17beta-diol by the 3alpha-hydroxysteroid dehydrogenase (3alpha-HSD) activity of AKR1C2.	17beta-diol	253-264	aldo-keto reductase family 1 member C2	Homo sapiens	333-339
24838369-7	2014	RESULTS: Initially, carriers of the AD-protective AKR1C3 2 G allele had higher levels of 5alpha-androstane-3alpha,17beta-diol relative to the precursor 3alpha,5alpha-androsterone than C allele homozygotes.	17beta-diol	114-125	aldo-keto reductase family 1 member C3	Homo sapiens	50-56
24845419-6	2014	Activation of ERbeta and AR by DHEA metabolites androst-5-ene-3,17-dione (ADIONE), androst-5-ene-3beta,17beta-diol (ADIOL), dihydrotestosterone (DHT), and 5alpha-androstane-3beta,17beta-diol (3beta-Adiol) increased miR-21 transcription.	17beta-diol	103-114	estrogen receptor 2	Homo sapiens	14-20
24845419-6	2014	Activation of ERbeta and AR by DHEA metabolites androst-5-ene-3,17-dione (ADIONE), androst-5-ene-3beta,17beta-diol (ADIOL), dihydrotestosterone (DHT), and 5alpha-androstane-3beta,17beta-diol (3beta-Adiol) increased miR-21 transcription.	17beta-diol	179-190	estrogen receptor 2	Homo sapiens	14-20
23780684-3	2013	5alpha-Androstane-3beta,17beta-diol (3beta-diol) generated from DHT by 3beta-hydroxysteroid dehydrogenase type 1 (HSD3B1) shows androgenic and substantial estrogenic activities, representing a potential mechanism of AI resistance.	17beta-diol	24-35	hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 1	Mus musculus	71-112
23780684-3	2013	5alpha-Androstane-3beta,17beta-diol (3beta-diol) generated from DHT by 3beta-hydroxysteroid dehydrogenase type 1 (HSD3B1) shows androgenic and substantial estrogenic activities, representing a potential mechanism of AI resistance.	17beta-diol	24-35	hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 1	Mus musculus	114-120
27165125-2	2016	Several endogenous ligands for ERbeta have been proposed, including 5alpha-androstane-3beta, 17beta-diol (3betaAdiol), Androstenediol (Delta5-diol), and 7alpha-hydroxydehydroepiandrosterone (7alpha-OH-DHEA).	17beta-diol	93-104	estrogen receptor 2	Homo sapiens	31-37
24292869-2	2014	Previous reports have shown that androgen metabolites generated by the aromatase-independent enzymes, 5alpha-androstane-3beta, 17beta-diol (3beta-diol), androst-5-ene-3beta, and 17beta-diol (A-diol), also activate estrogen receptor (ER) alpha.	17beta-diol	127-138	estrogen receptor 1	Homo sapiens	214-231
24292869-2	2014	Previous reports have shown that androgen metabolites generated by the aromatase-independent enzymes, 5alpha-androstane-3beta, 17beta-diol (3beta-diol), androst-5-ene-3beta, and 17beta-diol (A-diol), also activate estrogen receptor (ER) alpha.	17beta-diol	127-138	estrogen receptor 1	Homo sapiens	233-235
23994167-7	2013	In 3HBD-overexpressed cells, 3-oxohexobarbital and 5beta-androstan-3alpha-ol-17-one were metabolized into 3-hydroxyhexobarbital and 5beta-androstane-3alpha,17beta-diol, respectively, but the reverse reactions did not proceed.	17beta-diol	156-167	prostaglandin-E(2) 9-reductase-like	Oryctolagus cuniculus	3-7
23515287-5	2013	The dihydrotestosterone metabolite, 5alpha-androstane-3beta,17beta-diol (3beta-diol), binds and activates estrogen receptor-beta (ER-beta), the predominant ER in the PVN.	17beta-diol	60-71	estrogen receptor 2	Homo sapiens	106-128
23515287-5	2013	The dihydrotestosterone metabolite, 5alpha-androstane-3beta,17beta-diol (3beta-diol), binds and activates estrogen receptor-beta (ER-beta), the predominant ER in the PVN.	17beta-diol	60-71	estrogen receptor 2	Homo sapiens	130-137
23515287-0	2013	The androgen metabolite, 5alpha-androstane-3beta,17beta-diol (3beta-diol), activates the oxytocin promoter through an estrogen receptor-beta pathway.	17beta-diol	49-60	estrogen receptor 2	Homo sapiens	118-140
22921477-0	2012	3D models of human ERalpha and ERbeta complexed with 5-androsten-3beta,17beta-diol.	17beta-diol	71-82	estrogen receptor 1	Homo sapiens	19-26
22672754-0	2012	5-Androstene-3beta,17beta-diol promotes recovery of immature hematopoietic cells following myelosuppressive radiation and synergizes with thrombopoietin.	17beta-diol	19-30	thrombopoietin	Mus musculus	138-152
23117931-0	2012	The androgen metabolite, 5alpha-androstane-3beta,17beta-diol, decreases cytokine-induced cyclooxygenase-2, vascular cell adhesion molecule-1 expression, and P-glycoprotein expression in male human brain microvascular endothelial cells.	17beta-diol	49-60	prostaglandin-endoperoxide synthase 2	Homo sapiens	89-105
23117931-0	2012	The androgen metabolite, 5alpha-androstane-3beta,17beta-diol, decreases cytokine-induced cyclooxygenase-2, vascular cell adhesion molecule-1 expression, and P-glycoprotein expression in male human brain microvascular endothelial cells.	17beta-diol	49-60	vascular cell adhesion molecule 1	Homo sapiens	107-140
23117931-0	2012	The androgen metabolite, 5alpha-androstane-3beta,17beta-diol, decreases cytokine-induced cyclooxygenase-2, vascular cell adhesion molecule-1 expression, and P-glycoprotein expression in male human brain microvascular endothelial cells.	17beta-diol	49-60	ATP binding cassette subfamily B member 1	Homo sapiens	157-171
23117931-3	2012	The principal metabolite of DHT, 5alpha-androstane-3beta,17beta-diol (3beta-diol), activates estrogen receptor (ER)beta and similarly decreases inflammatory markers in vascular cells.	17beta-diol	57-68	estrogen receptor 1	Homo sapiens	93-110
23117931-3	2012	The principal metabolite of DHT, 5alpha-androstane-3beta,17beta-diol (3beta-diol), activates estrogen receptor (ER)beta and similarly decreases inflammatory markers in vascular cells.	17beta-diol	57-68	estrogen receptor 2	Homo sapiens	112-119
22921477-0	2012	3D models of human ERalpha and ERbeta complexed with 5-androsten-3beta,17beta-diol.	17beta-diol	71-82	estrogen receptor 2	Homo sapiens	31-37
22921477-1	2012	Recently, binding of 5-androsten-3beta,17beta-diol (Delta(5)-androstenediol) to human estrogen receptor-beta (ERbeta) was found to repress microglia-mediated inflammation, which is associated with various neurodegenerative diseases, such as multiple sclerosis.	17beta-diol	39-50	estrogen receptor 2	Homo sapiens	86-108
22921477-1	2012	Recently, binding of 5-androsten-3beta,17beta-diol (Delta(5)-androstenediol) to human estrogen receptor-beta (ERbeta) was found to repress microglia-mediated inflammation, which is associated with various neurodegenerative diseases, such as multiple sclerosis.	17beta-diol	39-50	estrogen receptor 2	Homo sapiens	110-116
22542504-3	2012	Classically DHT is regarded as a pure AR agonist; however, it can be endogenously metabolized to 5alpha-androstane-3beta, 17beta-diol (3beta-diol), which has recently been shown to be a selective estrogen receptor (ERbeta) agonist.	17beta-diol	122-133	androgen receptor	Homo sapiens	38-40
22580327-6	2012	In Leydig cells from photoperiodically regressed adult hamsters, CRH inhibited the production of androstane-3alpha,17beta-diol (3alpha-diol), the main androgen produced, through the same signaling pathway.	17beta-diol	115-126	corticoliberin	Mesocricetus auratus	65-68
22542504-3	2012	Classically DHT is regarded as a pure AR agonist; however, it can be endogenously metabolized to 5alpha-androstane-3beta, 17beta-diol (3beta-diol), which has recently been shown to be a selective estrogen receptor (ERbeta) agonist.	17beta-diol	122-133	estrogen receptor 2	Homo sapiens	215-221
22114194-1	2011	Estrogen receptor beta (ERbeta) is activated in the prostate by 5alpha-androstane-3beta,17beta-diol (3beta-Adiol) where it exerts antiproliferative activity.	17beta-diol	88-99	estrogen receptor 2	Homo sapiens	0-22
22434086-0	2012	The ERbeta ligand 5alpha-androstane, 3beta,17beta-diol (3beta-diol) regulates hypothalamic oxytocin (Oxt) gene expression.	17beta-diol	43-54	estrogen receptor 2 (beta)	Mus musculus	4-10
22434086-0	2012	The ERbeta ligand 5alpha-androstane, 3beta,17beta-diol (3beta-diol) regulates hypothalamic oxytocin (Oxt) gene expression.	17beta-diol	43-54	oxytocin	Mus musculus	91-99
22434086-0	2012	The ERbeta ligand 5alpha-androstane, 3beta,17beta-diol (3beta-diol) regulates hypothalamic oxytocin (Oxt) gene expression.	17beta-diol	43-54	oxytocin	Mus musculus	101-104
22434086-4	2012	Within the paraventricular nucleus of the hypothalamus, oxytocinergic neurons involved in regulating the stress response do not express androgen receptors but do express estrogen receptor-beta (ERbeta), which binds the dihydrotestosterone metabolite 3beta,17beta-diol (3beta-diol).	17beta-diol	256-267	estrogen receptor 2 (beta)	Mus musculus	170-192
22434086-4	2012	Within the paraventricular nucleus of the hypothalamus, oxytocinergic neurons involved in regulating the stress response do not express androgen receptors but do express estrogen receptor-beta (ERbeta), which binds the dihydrotestosterone metabolite 3beta,17beta-diol (3beta-diol).	17beta-diol	256-267	estrogen receptor 2 (beta)	Mus musculus	194-200
22670171-1	2012	Human aldo-keto reductase family 1 member C3 (AKR1C3) was initially identified as a critical enzyme in reducing 5alpha-dihydrotestosterone (5alpha-DHT) to 5alpha-androstane-3alpha,17beta-diol (3alpha-diol) and oxidizing 3alpha-diol to androsterone.	17beta-diol	180-191	aldo-keto reductase family 1 member C3	Homo sapiens	6-44
22670171-1	2012	Human aldo-keto reductase family 1 member C3 (AKR1C3) was initially identified as a critical enzyme in reducing 5alpha-dihydrotestosterone (5alpha-DHT) to 5alpha-androstane-3alpha,17beta-diol (3alpha-diol) and oxidizing 3alpha-diol to androsterone.	17beta-diol	180-191	aldo-keto reductase family 1 member C3	Homo sapiens	46-52
22114194-1	2011	Estrogen receptor beta (ERbeta) is activated in the prostate by 5alpha-androstane-3beta,17beta-diol (3beta-Adiol) where it exerts antiproliferative activity.	17beta-diol	88-99	estrogen receptor 2	Homo sapiens	24-30
22052999-7	2011	Treatment with ERbeta antagonist or its natural ligand 5alpha-androstane-3beta,17beta-diol, eNOS inhibitors or ERbeta small interference RNA abrogated the binding and reversed GSTP1 silencing, demonstrating the direct involvement of the complex.	17beta-diol	79-90	estrogen receptor 2	Homo sapiens	15-21
22052999-7	2011	Treatment with ERbeta antagonist or its natural ligand 5alpha-androstane-3beta,17beta-diol, eNOS inhibitors or ERbeta small interference RNA abrogated the binding and reversed GSTP1 silencing, demonstrating the direct involvement of the complex.	17beta-diol	79-90	glutathione S-transferase pi 1	Homo sapiens	176-181
21420388-3	2011	Here, using an analysis of crystal structures of human ERalpha with E2 and other chemicals and 3D models of human ERalpha with 27-hydroxycholesterol and 5-androsten-3beta,17beta-diol, I propose that one or more Delta5 steroids were the ancestral ligands for the ER, with E2 evolving later as the canonical estrogen.	17beta-diol	171-182	estrogen receptor 1	Homo sapiens	114-121
21705451-4	2011	Recent studies indicate that the metabolism of 5alpha-androstane-3alpha, 17beta-diol by 17beta-hydroxysteroid dehydrogenase 6 in benign prostate and prostate cancer cells is a major biosynthetic pathway for intratumoral synthesis of DHT, which binds AR and initiates transactivation to promote prostate cancer growth during androgen deprivation therapy.	17beta-diol	73-84	androgen receptor	Homo sapiens	250-252
25961225-8	2010	Other DHEA and testosterone-derived metabolites, namely epiandrosterone and 5alpha-androstane-3beta,17beta-diol, are also substrates for the CYP7B1 and their 7alpha-hydroxylated products were also converted into the 7beta epimer by the 11beta-HSD1.	17beta-diol	100-111	cytochrome P450 family 7 subfamily B member 1	Homo sapiens	141-147
21549806-1	2011	Type 11 hydroxysteroid (17-beta) dehydrogenase (HSD17B11) catalyzes the conversion of 5alpha-androstan-3alpha,17beta-diol into androsterone suggesting that it may play an important role in androgen metabolism.	17beta-diol	110-121	hydroxysteroid 17-beta dehydrogenase 11	Homo sapiens	48-56
21303972-3	2011	In this report, we demonstrate the extent of AR transactivation in the presence of 5alpha-androstane-3alpha,17beta-diol (androstanediol) in prostate-derived cell lines parallels the bioconversion of androstanediol to DHT.	17beta-diol	108-119	androgen receptor	Homo sapiens	45-47
25961225-8	2010	Other DHEA and testosterone-derived metabolites, namely epiandrosterone and 5alpha-androstane-3beta,17beta-diol, are also substrates for the CYP7B1 and their 7alpha-hydroxylated products were also converted into the 7beta epimer by the 11beta-HSD1.	17beta-diol	100-111	hydroxysteroid 11-beta dehydrogenase 1	Homo sapiens	236-247
20628005-1	2010	UDP glucuronosyltransferase 2B17 is present in the prostate, where it catalyzes the addition of glucuronic acid to testosterone and dihydrotestosterone and their metabolites androsterone and androstane-3alpha,17beta-diol.	17beta-diol	209-220	UDP glucuronosyltransferase family 2 member B17	Homo sapiens	0-32
20557886-3	2010	More recently, it has been shown that the transformation of the dihydrotestosterone to 5alpha-androstane-3alpha,17beta-diol (3alpha-diol) and 5alpha-androstane-3beta,17beta-diol (3beta-Adiol), generates two molecules unable to bind the androgen receptor, but with a high affinity for the estrogen receptors (ERs) in particular the beta isoform.	17beta-diol	112-123	androgen receptor	Mus musculus	236-253
20646931-1	2010	The discovery of a second estrogen receptor, ERbeta, and the finding that 5alpha-androstane-3beta,17beta-diol (3betaAdiol) strongly binds to ERbeta, have opened up a new aspect of estrogen signaling.	17beta-diol	98-109	estrogen receptor 2	Homo sapiens	141-147
20562232-3	2010	We previously reported that 5alpha-androstane-3beta,17beta-diol (3beta-Adiol) inhibits the migration of PC cell lines via the estrogen receptor beta (ERbeta) activation.	17beta-diol	52-63	estrogen receptor 2	Homo sapiens	126-148
20562232-3	2010	We previously reported that 5alpha-androstane-3beta,17beta-diol (3beta-Adiol) inhibits the migration of PC cell lines via the estrogen receptor beta (ERbeta) activation.	17beta-diol	52-63	estrogen receptor 2	Homo sapiens	150-156
18521740-6	2009	Lastly, we found that the downstream metabolite of 5alpha-dihydrotestosterone, 5alpha-androstane-3beta,17beta-diol (3betaAdiol), is estrogenic in breast cancer cells, and induces growth and ER-signaling via activation of ERalpha.	17beta-diol	103-114	estrogen receptor 1	Homo sapiens	221-228
20385358-2	2010	We report that a key function of ERbeta and its specific ligand 5alpha-androstane-3beta,17beta-diol (3beta-adiol) is to maintain an epithelial phenotype and repress mesenchymal characteristics in prostate carcinoma.	17beta-diol	88-99	estrogen receptor 2	Homo sapiens	33-39
19772289-1	2009	17beta-Hydroxysteroid dehydrogenase type 7 (17beta-HSD7) catalyzes the reduction of estrone (E(1)) into estradiol (E(2)) and of dihydrotestosterone (DHT) into 5alpha-androstane-3beta,17beta-diol (3beta-diol), therefore modulating the level of mitogenic estrogens and androgens in humans.	17beta-diol	183-194	RNA, U1 small nuclear 4	Homo sapiens	0-55
19732851-0	2009	CYP7B1-mediated metabolism of 5alpha-androstane-3alpha,17beta-diol (3alpha-Adiol): a novel pathway for potential regulation of the cellular levels of androgens and neurosteroids.	17beta-diol	55-66	cytochrome P450 family 7 subfamily B member 1	Homo sapiens	0-6
19732851-1	2009	The current study presents data indicating that 5alpha-androstane-3alpha,17beta-diol (3alpha-Adiol) undergoes a previously unknown metabolism into hydroxymetabolites, catalyzed by CYP7B1.	17beta-diol	73-84	cytochrome P450 family 7 subfamily B member 1	Homo sapiens	180-186
19469652-5	2009	17beta-hydroxysteroid dehydrogenase type 11 (Pan1b) was demonstrated to display greatest activity with 5alpha-androstan-3alpha, 17beta-diol (3alpha-diol) as substrate in several human androgen metabolizing tissues, suggesting that this enzyme may play important role in androgen metabolism.	17beta-diol	128-139	hydroxysteroid 17-beta dehydrogenase 11	Homo sapiens	45-50
19038308-4	2009	17beta-HSD Type 1 (17beta-HSD1) is of great importance since it efficiently synthesizes the most potent estrogen estradiol, as well as other estrogens as 5-androstene-3beta,17beta-diol and 5alpha-androstane-3beta,17beta-diol, and inactivates the most active androgen dihydrotestosterone (DHT), all contributing to the stimulation and development of breast cancers.	17beta-diol	173-184	hydroxysteroid 17-beta dehydrogenase 1	Homo sapiens	0-17
19038308-4	2009	17beta-HSD Type 1 (17beta-HSD1) is of great importance since it efficiently synthesizes the most potent estrogen estradiol, as well as other estrogens as 5-androstene-3beta,17beta-diol and 5alpha-androstane-3beta,17beta-diol, and inactivates the most active androgen dihydrotestosterone (DHT), all contributing to the stimulation and development of breast cancers.	17beta-diol	173-184	hydroxysteroid 17-beta dehydrogenase 1	Homo sapiens	19-30
19038308-4	2009	17beta-HSD Type 1 (17beta-HSD1) is of great importance since it efficiently synthesizes the most potent estrogen estradiol, as well as other estrogens as 5-androstene-3beta,17beta-diol and 5alpha-androstane-3beta,17beta-diol, and inactivates the most active androgen dihydrotestosterone (DHT), all contributing to the stimulation and development of breast cancers.	17beta-diol	213-224	hydroxysteroid 17-beta dehydrogenase 1	Homo sapiens	0-17
19038308-4	2009	17beta-HSD Type 1 (17beta-HSD1) is of great importance since it efficiently synthesizes the most potent estrogen estradiol, as well as other estrogens as 5-androstene-3beta,17beta-diol and 5alpha-androstane-3beta,17beta-diol, and inactivates the most active androgen dihydrotestosterone (DHT), all contributing to the stimulation and development of breast cancers.	17beta-diol	213-224	hydroxysteroid 17-beta dehydrogenase 1	Homo sapiens	19-30
19207807-10	2009	Hence, in this review, we address the possibility that testosterone inhibits HPA reactivity by metabolising to 5alpha-androstane-3beta,17beta-diol, a compound that binds ERbeta and regulates oxytocin containing neurones of the PVN.	17beta-diol	135-146	estrogen receptor 2	Rattus norvegicus	170-176
18320593-0	2008	5alpha-androstane-3alpha,17beta-diol supports human prostate cancer cell survival and proliferation through androgen receptor-independent signaling pathways: implication of androgen-independent prostate cancer progression.	17beta-diol	25-36	androgen receptor	Homo sapiens	108-125
19025659-5	2008	Gene expression in the dorsolateral prostate was determined for the androgen receptor, for androgen-regulated genes, and for Akr1c9, whose product catalyzes the reduction of dihydrotestosterone to 5alpha-androstane-3alpha, 17beta-diol.	17beta-diol	223-234	aldo-keto reductase family 1, member C14	Rattus norvegicus	125-131
18481228-4	2008	Control pregnant rats and animals treated with 1 IU hCG shared similar serum profiles for progesterone (P4), androstenedione (A4), 5alpha-androstane-3alpha,17beta-diol (3alpha-diol), androsterone (A5), and estrone (E1) between days 15 and 22 of pregnancy.	17beta-diol	156-167	chorionic gonadotropin subunit beta 5	Homo sapiens	52-55
18292193-0	2008	Estrogen receptor beta selective ligand 5alpha-Androstane-3beta, 17beta-diol stimulates spermatogonial deoxyribonucleic acid synthesis in rat seminiferous epithelium in vitro.	17beta-diol	65-76	estrogen receptor 1 (alpha)	Mus musculus	0-17
18292193-4	2008	5alpha-Androstane-3beta, 17beta-diol (3betaAdiol), a metabolite of testosterone produced via the intermediate potent androgen 5alpha-dihydrotestosterone (DHT), has been reported to selectively bind ERbeta rather than EpsilonRalpha, but not androgen receptor.	17beta-diol	25-36	estrogen receptor 2	Rattus norvegicus	198-204
18292193-4	2008	5alpha-Androstane-3beta, 17beta-diol (3betaAdiol), a metabolite of testosterone produced via the intermediate potent androgen 5alpha-dihydrotestosterone (DHT), has been reported to selectively bind ERbeta rather than EpsilonRalpha, but not androgen receptor.	17beta-diol	25-36	androgen receptor	Rattus norvegicus	240-257
18067894-0	2008	An alternate pathway for androgen regulation of brain function: activation of estrogen receptor beta by the metabolite of dihydrotestosterone, 5alpha-androstane-3beta,17beta-diol.	17beta-diol	167-178	estrogen receptor 2	Homo sapiens	78-100
18471780-2	2008	It is generally thought that DHT is produced from the 5alpha-reduction of circulating T before being inactivated by 3alpha-hydroxysteroid dehydrogenase (3alpha-HSD) that converts DHT into 5alpha-androstane-3alpha,17beta-diol (3alpha-diol).	17beta-diol	213-224	aldo-keto reductase family 1 member C3	Homo sapiens	116-151
18471780-2	2008	It is generally thought that DHT is produced from the 5alpha-reduction of circulating T before being inactivated by 3alpha-hydroxysteroid dehydrogenase (3alpha-HSD) that converts DHT into 5alpha-androstane-3alpha,17beta-diol (3alpha-diol).	17beta-diol	213-224	aldo-keto reductase family 1 member C3	Homo sapiens	153-163
18331353-0	2008	CYP7B1-mediated metabolism of dehydroepiandrosterone and 5alpha-androstane-3beta,17beta-diol--potential role(s) for estrogen signaling.	17beta-diol	81-92	cytochrome P450 family 7 subfamily B member 1	Homo sapiens	0-6
18331353-1	2008	CYP7B1, a cytochrome P450 enzyme, metabolizes several steroids involved in hormonal signaling including 5alpha-androstane-3beta,17beta-diol (3beta-Adiol), an estrogen receptor agonist, and dehydroepiandrosterone, a precursor for sex hormones.	17beta-diol	128-139	cytochrome P450 family 7 subfamily B member 1	Homo sapiens	0-6
18252781-1	2008	CONTEXT: Dihydrotestosterone (DHT), the primary active androgen in peripheral target tissues, is metabolized by 3alpha-hydroxysteroid dehydrogenase type III (3alpha-HSD), encoded by the AKR1C2 gene, forming 5alpha-androstane-3alpha,17beta-diol (3alpha-diol).	17beta-diol	232-243	aldo-keto reductase family 1 member C4	Homo sapiens	158-168
18252781-1	2008	CONTEXT: Dihydrotestosterone (DHT), the primary active androgen in peripheral target tissues, is metabolized by 3alpha-hydroxysteroid dehydrogenase type III (3alpha-HSD), encoded by the AKR1C2 gene, forming 5alpha-androstane-3alpha,17beta-diol (3alpha-diol).	17beta-diol	232-243	aldo-keto reductase family 1 member C2	Homo sapiens	186-192
17848572-1	2007	Uridine diphosphate-glucuronosyltransferase 2 (UGT2)B15 and B17 enzymes conjugate dihydrotestosterone (DHT) and its metabolites androstane-3alpha, 17beta-diol (3alpha-DIOL) and androsterone (ADT).	17beta-diol	147-158	UDP-glucose glycoprotein glucosyltransferase 2	Homo sapiens	0-55
17848572-1	2007	Uridine diphosphate-glucuronosyltransferase 2 (UGT2)B15 and B17 enzymes conjugate dihydrotestosterone (DHT) and its metabolites androstane-3alpha, 17beta-diol (3alpha-DIOL) and androsterone (ADT).	17beta-diol	147-158	NADH:ubiquinone oxidoreductase subunit B6	Homo sapiens	60-63
17412808-8	2007	Our results demonstrate that DHT and its metabolite 5alpha-androstane-3beta,17beta-diol stimulate AVP promoter activity through ERbeta in a neuronal cell line.	17beta-diol	76-87	arginine vasopressin	Homo sapiens	98-101
17854852-0	2007	5alpha-Androstane-3beta,17beta-diol (3beta-diol), an estrogenic metabolite of 5alpha-dihydrotestosterone, is a potent modulator of estrogen receptor ERbeta expression in the ventral prostrate of adult rats.	17beta-diol	24-35	estrogen receptor 2	Rattus norvegicus	149-155
17854852-3	2007	It is known that DHT can be metabolized to 5alpha-androstane-3beta,17beta-diol (3beta-diol), a hormone that binds to ERbeta but not to AR.	17beta-diol	67-78	estrogen receptor 2	Rattus norvegicus	117-123
17825335-4	2007	Among testosterone metabolites, 5alpha-androstane-3beta,17beta-diol (Adiol) is a substrate for the cytochrome P450 7B1 which produces 5alpha-androstane-3beta,7alpha,17beta-triol (7alpha-Adiol).	17beta-diol	56-67	cytochrome P450 family 7 subfamily B member 1	Homo sapiens	99-118
17602313-6	2007	In this study we evaluated the effect of the testosterone metabolite dihydrotestosterone (DHT) and 5alpha-androstan-3alpha,17beta-diol (3alpha-diol) on the expression of the ABC half-transporters encoded by the ABCD2 and ABCD3 genes, in fibroblasts drawn from controls and from two affected brothers.	17beta-diol	123-134	ATP binding cassette subfamily D member 2	Homo sapiens	211-216
17602313-6	2007	In this study we evaluated the effect of the testosterone metabolite dihydrotestosterone (DHT) and 5alpha-androstan-3alpha,17beta-diol (3alpha-diol) on the expression of the ABC half-transporters encoded by the ABCD2 and ABCD3 genes, in fibroblasts drawn from controls and from two affected brothers.	17beta-diol	123-134	ATP binding cassette subfamily D member 3	Homo sapiens	221-226
17639508-2	2007	Cytochrome P450 (CYP) 7B1 is expressed within the prostate and may determine the levels of the natural estrogen receptor beta (ERbeta) ligand 5alpha-androstane-3beta,17beta-diol (3betaAdiol) available and hence affect the regulation of prostate proliferation.	17beta-diol	166-177	cytochrome P450 family 7 subfamily B member 1	Homo sapiens	0-25
17639508-2	2007	Cytochrome P450 (CYP) 7B1 is expressed within the prostate and may determine the levels of the natural estrogen receptor beta (ERbeta) ligand 5alpha-androstane-3beta,17beta-diol (3betaAdiol) available and hence affect the regulation of prostate proliferation.	17beta-diol	166-177	estrogen receptor 2	Homo sapiens	127-133
17412808-8	2007	Our results demonstrate that DHT and its metabolite 5alpha-androstane-3beta,17beta-diol stimulate AVP promoter activity through ERbeta in a neuronal cell line.	17beta-diol	76-87	estrogen receptor 2	Homo sapiens	128-134
18923939-0	2007	5alpha-androstane-3alpha,17beta-diol selectively activates the canonical PI3K/AKT pathway: a bioinformatics-based evidence for androgen-activated cytoplasmic signaling.	17beta-diol	25-36	AKT serine/threonine kinase 1	Homo sapiens	78-81
17067289-4	2007	In vitro, DHRS10 converts NAD+ into NADH in the presence of oestradiol, testosterone and 5-androstene-3beta,17beta-diol.	17beta-diol	108-119	hydroxysteroid 17-beta dehydrogenase 14	Homo sapiens	10-16
16601286-3	2006	In androgen target tissues such as the prostate, AKR1C3 catalyzes the conversion of Delta(4)-androstene-3,17-dione to testosterone, 5alpha-dihydrotestosterone to 5alpha-androstane-3alpha,17beta-diol (3alpha-diol), and 3alpha-diol to androsterone.	17beta-diol	187-198	aldo-keto reductase family 1 member C3	Homo sapiens	49-55
17158928-2	2007	We report that selective activation of kinase-mediated actions of the ER with 4-estren-3alpha,17beta-diol (estren) or an estradiol-dendrimer conjugate, each a synthetic compound that stimulates kinase-mediated ER actions 1,000 to 10,000 times more potently than direct DNA interactions, induced osteoblastic differentiation in established cell lines of uncommitted osteoblast precursors and primary cultures of osteoblast progenitors by stimulating Wnt and BMP-2 signaling in a kinase-dependent manner.	17beta-diol	94-105	estrogen receptor 1 (alpha)	Mus musculus	70-72
17158928-2	2007	We report that selective activation of kinase-mediated actions of the ER with 4-estren-3alpha,17beta-diol (estren) or an estradiol-dendrimer conjugate, each a synthetic compound that stimulates kinase-mediated ER actions 1,000 to 10,000 times more potently than direct DNA interactions, induced osteoblastic differentiation in established cell lines of uncommitted osteoblast precursors and primary cultures of osteoblast progenitors by stimulating Wnt and BMP-2 signaling in a kinase-dependent manner.	17beta-diol	94-105	estrogen receptor 1 (alpha)	Mus musculus	210-212
17158928-2	2007	We report that selective activation of kinase-mediated actions of the ER with 4-estren-3alpha,17beta-diol (estren) or an estradiol-dendrimer conjugate, each a synthetic compound that stimulates kinase-mediated ER actions 1,000 to 10,000 times more potently than direct DNA interactions, induced osteoblastic differentiation in established cell lines of uncommitted osteoblast precursors and primary cultures of osteoblast progenitors by stimulating Wnt and BMP-2 signaling in a kinase-dependent manner.	17beta-diol	94-105	bone morphogenetic protein 2	Mus musculus	457-462
17170221-2	2006	AKR1C2 is mainly involved in the conversion of the potent androgen 5alpha-DHT to its inactive forms 5alpha-androstane-3alpha/beta,17beta-diol (3alpha/beta-diol).	17beta-diol	130-141	aldo-keto reductase family 1 member C2	Homo sapiens	0-6
16638015-0	2006	A neuroactive steroid 5alpha-androstane-3alpha,17beta-diol regulates androgen receptor level in astrocytes.	17beta-diol	47-58	androgen receptor	Homo sapiens	69-86
16630558-8	2006	CYP7B1 was stimulated by synthetic ER agonists but suppressed by 17beta-estradiol and 5alpha-androstane-3beta,17beta-diol in LNCaP cells.	17beta-diol	110-121	cytochrome P450 family 7 subfamily B member 1	Homo sapiens	0-6
16357042-2	2006	The physiologic function of AKR1C9 is to catalyze the reduction of 5alpha-androstane-17beta-ol-3-one (dihydrotestosterone) to 5alpha-androstane-3alpha,17beta-diol (androstanediol) rather than the reverse reaction, and all of the known AKR1C enzymes with 3alphaHSD activity also preferentially catalyze dihydrotestosterone reduction in intact cells.	17beta-diol	151-162	aldo-keto reductase family 1, member C14	Rattus norvegicus	28-34
16759873-2	2006	Our previous collaborative study demonstrated that androst-5-ene-3beta,17beta-diol (Adiol) and androst-4-ene-3,17-dione (Adione), metabolites of DHEA, can activate androgen receptor (AR) target genes.	17beta-diol	71-82	androgen receptor	Homo sapiens	164-181
16759873-2	2006	Our previous collaborative study demonstrated that androst-5-ene-3beta,17beta-diol (Adiol) and androst-4-ene-3,17-dione (Adione), metabolites of DHEA, can activate androgen receptor (AR) target genes.	17beta-diol	71-82	androgen receptor	Homo sapiens	183-185
16311626-3	2005	HSD17B1 encodes 17beta-hydroxysteroid dehydrogenase 1, an enzyme that converts dihydroepiandrosterone to the testosterone precursor Delta5-androsterone-3beta,17beta-diol and converts estrone to estradiol.	17beta-diol	158-169	hydroxysteroid 17-beta dehydrogenase 1	Homo sapiens	0-7
16452668-0	2006	The androgen 5alpha-dihydrotestosterone and its metabolite 5alpha-androstan-3beta, 17beta-diol inhibit the hypothalamo-pituitary-adrenal response to stress by acting through estrogen receptor beta-expressing neurons in the hypothalamus.	17beta-diol	83-94	estrogen receptor 2	Rattus norvegicus	174-196
16179381-0	2006	Identification of the major oxidative 3alpha-hydroxysteroid dehydrogenase in human prostate that converts 5alpha-androstane-3alpha,17beta-diol to 5alpha-dihydrotestosterone: a potential therapeutic target for androgen-dependent disease.	17beta-diol	131-142	hydroxysteroid 17-beta dehydrogenase 6	Homo sapiens	28-73
16179381-2	2006	The DHT product 5alpha-androstane-3alpha,17beta-diol (3alpha-diol), is inactive at the androgen receptor (AR), but induces prostate growth, suggesting that an oxidative 3alpha-hydroxysteroid dehydrogenase (HSD) exists.	17beta-diol	41-52	hydroxysteroid 17-beta dehydrogenase 6	Homo sapiens	159-204
16223864-8	2006	Activation of ER-selective ligands (ERalpha, propyl pyrazole triol, ERbeta, diaryl-proprionitrile, and 5alpha-androstane-3beta,17beta-diol) in organ culture experiments failed to induce apoptosis, as did the membrane impermeable conjugate E2:BSA, discounting the possibility of nongenomic effects.	17beta-diol	127-138	estrogen receptor 1 (alpha)	Mus musculus	36-43
16199482-6	2006	This reduction of late Ca2+ signals also appeared after >72 h of treatment with subnanomolar 5alpha-androstane-3beta,17beta-diol (3beta-Adiol), an endogenous dihydrotestosterone metabolite with ER-beta binding activity.	17beta-diol	120-131	estrogen receptor 2	Macaca mulatta	197-204
15494612-2	2005	AKR1C1 (20alpha-hydroxysteroid dehydrogenase; 20alpha-HSD), AKR1C2 (3alpha-HSD-3), and AKR1C3 (17beta-HSD-5) are involved mainly in conversion of progesterone to 20alpha-hydroxyprogesterone and inactivation of dihydrotestosterone to 5alpha-androstane-3alpha,17beta-diol.	17beta-diol	258-269	aldo-keto reductase family 1 member C2	Homo sapiens	68-80
15958594-0	2005	The androgen derivative 5alpha-androstane-3beta,17beta-diol inhibits prostate cancer cell migration through activation of the estrogen receptor beta subtype.	17beta-diol	48-59	estrogen receptor 2	Homo sapiens	126-148
15958594-4	2005	We have shown that the dihydrotestosterone metabolite 5alpha-androstane-3beta,17beta-diol (3beta-Adiol), a steroid which does not bind androgen receptors, but efficiently binds the estrogen receptor beta (ERbeta), exerts a potent inhibition of prostate cancer cell migration through the activation of the ERbeta signaling.	17beta-diol	78-89	estrogen receptor 2	Homo sapiens	181-203
15958594-4	2005	We have shown that the dihydrotestosterone metabolite 5alpha-androstane-3beta,17beta-diol (3beta-Adiol), a steroid which does not bind androgen receptors, but efficiently binds the estrogen receptor beta (ERbeta), exerts a potent inhibition of prostate cancer cell migration through the activation of the ERbeta signaling.	17beta-diol	78-89	estrogen receptor 2	Homo sapiens	205-211
15958594-4	2005	We have shown that the dihydrotestosterone metabolite 5alpha-androstane-3beta,17beta-diol (3beta-Adiol), a steroid which does not bind androgen receptors, but efficiently binds the estrogen receptor beta (ERbeta), exerts a potent inhibition of prostate cancer cell migration through the activation of the ERbeta signaling.	17beta-diol	78-89	estrogen receptor 2	Homo sapiens	305-311
15710898-1	2005	CYP7B1 is the enzyme responsible for hydroxylation and termination of the estrogenic actions of the androgen metabolite, 5alpha-androstane-3beta, 17beta-diol (3betaAdiol).	17beta-diol	146-157	cytochrome P450, family 7, subfamily b, polypeptide 1	Mus musculus	0-6
15862963-1	2005	Type 7 17beta-HSD catalyzes the transformation of estrone (E1) into estradiol (E2) and dihydrotestosterone (DHT) into 5alpha -androstane-3beta,17beta-diol (3beta-diol) as well as zymosterone into zymosterol.	17beta-diol	143-154	hydroxysteroid 17-beta dehydrogenase 1	Homo sapiens	7-17
15452555-0	2004	5alpha-Androstane-3alpha,17beta-diol activates pathway that resembles the epidermal growth factor responsive pathways in stimulating human prostate cancer LNCaP cell proliferation.	17beta-diol	25-36	epidermal growth factor	Homo sapiens	74-97
15494612-2	2005	AKR1C1 (20alpha-hydroxysteroid dehydrogenase; 20alpha-HSD), AKR1C2 (3alpha-HSD-3), and AKR1C3 (17beta-HSD-5) are involved mainly in conversion of progesterone to 20alpha-hydroxyprogesterone and inactivation of dihydrotestosterone to 5alpha-androstane-3alpha,17beta-diol.	17beta-diol	258-269	aldo-keto reductase family 1 member C1	Homo sapiens	0-6
15494612-2	2005	AKR1C1 (20alpha-hydroxysteroid dehydrogenase; 20alpha-HSD), AKR1C2 (3alpha-HSD-3), and AKR1C3 (17beta-HSD-5) are involved mainly in conversion of progesterone to 20alpha-hydroxyprogesterone and inactivation of dihydrotestosterone to 5alpha-androstane-3alpha,17beta-diol.	17beta-diol	258-269	aldo-keto reductase family 1 member C1	Homo sapiens	8-44
15494612-2	2005	AKR1C1 (20alpha-hydroxysteroid dehydrogenase; 20alpha-HSD), AKR1C2 (3alpha-HSD-3), and AKR1C3 (17beta-HSD-5) are involved mainly in conversion of progesterone to 20alpha-hydroxyprogesterone and inactivation of dihydrotestosterone to 5alpha-androstane-3alpha,17beta-diol.	17beta-diol	258-269	aldo-keto reductase family 1 member C1	Homo sapiens	46-57
14764654-0	2004	Estren (4-estren-3alpha,17beta-diol) is a prohormone that regulates both androgenic and estrogenic transcriptional effects through the androgen receptor.	17beta-diol	24-35	androgen receptor	Mus musculus	135-152
15249131-0	2004	Steroid 5alpha-reductase 1 promotes 5alpha-androstane-3alpha,17beta-diol synthesis in immature mouse testes by two pathways.	17beta-diol	61-72	steroid 5 alpha-reductase 1	Mus musculus	0-26
11410291-6	2001	Thus, it is possible that 5alpha-androstane-3alpha,17beta-diol (an inactive androgen) can be converted into dihydrotestosterone, the most potent androgen, by the action of 11-cis-retinol dehydrogenase.	17beta-diol	51-62	retinol dehydrogenase 5	Homo sapiens	172-200
12782668-1	2003	It has been found that 4-estren-3alpha,17beta-diol, a synthetic ligand for the estrogen receptor (ER) or androgen receptor (AR), which does not affect classical transcription, reverses bone loss in ovariectomized females or orchidectomized males without affecting the uterus or seminal vesicles, demonstrating that the classical genotropic actions of sex steroid receptors are dispensable for their bone-protective effects, but indispensable for their effects on reproductive organs.	17beta-diol	39-50	estrogen receptor 1	Homo sapiens	79-96
12782668-1	2003	It has been found that 4-estren-3alpha,17beta-diol, a synthetic ligand for the estrogen receptor (ER) or androgen receptor (AR), which does not affect classical transcription, reverses bone loss in ovariectomized females or orchidectomized males without affecting the uterus or seminal vesicles, demonstrating that the classical genotropic actions of sex steroid receptors are dispensable for their bone-protective effects, but indispensable for their effects on reproductive organs.	17beta-diol	39-50	estrogen receptor 1	Homo sapiens	98-100
12782668-1	2003	It has been found that 4-estren-3alpha,17beta-diol, a synthetic ligand for the estrogen receptor (ER) or androgen receptor (AR), which does not affect classical transcription, reverses bone loss in ovariectomized females or orchidectomized males without affecting the uterus or seminal vesicles, demonstrating that the classical genotropic actions of sex steroid receptors are dispensable for their bone-protective effects, but indispensable for their effects on reproductive organs.	17beta-diol	39-50	androgen receptor	Homo sapiens	105-122
12782668-1	2003	It has been found that 4-estren-3alpha,17beta-diol, a synthetic ligand for the estrogen receptor (ER) or androgen receptor (AR), which does not affect classical transcription, reverses bone loss in ovariectomized females or orchidectomized males without affecting the uterus or seminal vesicles, demonstrating that the classical genotropic actions of sex steroid receptors are dispensable for their bone-protective effects, but indispensable for their effects on reproductive organs.	17beta-diol	39-50	androgen receptor	Homo sapiens	124-126
12782668-5	2003	Moreover, administration of 17beta-estradiol or 4-estren-3alpha,17beta-diol to ovariectomized mice induces phosphorylation of ERKs, Elk-1, and C/EBPbeta, downregulates c-Jun, and upregulates the expression of egr-1, an ERK/SRE target gene.	17beta-diol	64-75	mitogen-activated protein kinase 1	Homo sapiens	126-130
12782668-5	2003	Moreover, administration of 17beta-estradiol or 4-estren-3alpha,17beta-diol to ovariectomized mice induces phosphorylation of ERKs, Elk-1, and C/EBPbeta, downregulates c-Jun, and upregulates the expression of egr-1, an ERK/SRE target gene.	17beta-diol	64-75	ELK1, member of ETS oncogene family	Mus musculus	132-137
12782668-5	2003	Moreover, administration of 17beta-estradiol or 4-estren-3alpha,17beta-diol to ovariectomized mice induces phosphorylation of ERKs, Elk-1, and C/EBPbeta, downregulates c-Jun, and upregulates the expression of egr-1, an ERK/SRE target gene.	17beta-diol	64-75	CCAAT/enhancer binding protein (C/EBP), beta	Mus musculus	143-152
12782668-5	2003	Moreover, administration of 17beta-estradiol or 4-estren-3alpha,17beta-diol to ovariectomized mice induces phosphorylation of ERKs, Elk-1, and C/EBPbeta, downregulates c-Jun, and upregulates the expression of egr-1, an ERK/SRE target gene.	17beta-diol	64-75	jun proto-oncogene	Mus musculus	168-173
12782668-5	2003	Moreover, administration of 17beta-estradiol or 4-estren-3alpha,17beta-diol to ovariectomized mice induces phosphorylation of ERKs, Elk-1, and C/EBPbeta, downregulates c-Jun, and upregulates the expression of egr-1, an ERK/SRE target gene.	17beta-diol	64-75	early growth response 1	Mus musculus	209-214
12782668-5	2003	Moreover, administration of 17beta-estradiol or 4-estren-3alpha,17beta-diol to ovariectomized mice induces phosphorylation of ERKs, Elk-1, and C/EBPbeta, downregulates c-Jun, and upregulates the expression of egr-1, an ERK/SRE target gene.	17beta-diol	64-75	mitogen-activated protein kinase 1	Homo sapiens	126-129
12071853-6	2002	The UGT2B30 enzyme is active on many compounds of different classes, including testosterone, dihydrotestosterone, 5alpha-androstane-3alpha,17beta-diol, androsterone, oestradiol, tetrahydroaldosterone and tetrahydrocortisone, with glucuronidation efficiencies (V(max)/K(m) ratios) ranging from 0.6 to 8.8 microl x min(-1) x mg of protein(-1).	17beta-diol	139-150	uDP-glucuronosyltransferase 2B30	Macaca fascicularis	4-11
12112241-6	2002	In TRP(+) atf2 strains DHEA was then converted to androstene-3beta,17beta-diol (A/enediol) by an endogenous 17beta-hydroxysteroid dehydrogenase (17betaHSD).	17beta-diol	67-78	alcohol O-acetyltransferase	Saccharomyces cerevisiae S288C	10-14
12112241-6	2002	In TRP(+) atf2 strains DHEA was then converted to androstene-3beta,17beta-diol (A/enediol) by an endogenous 17beta-hydroxysteroid dehydrogenase (17betaHSD).	17beta-diol	67-78	hydroxysteroid 17-beta dehydrogenase 7	Homo sapiens	108-143
11159850-10	2001	UGT2B7 was demonstrated to glucuronidate estrogens, catechol estrogens, and androstane-3alpha,17beta-diol more efficiently than any other human UGTB isoform.	17beta-diol	94-105	UDP glucuronosyltransferase family 2 member B7	Homo sapiens	0-6
11377978-2	2001	Earlier, we have shown that the enzyme also exhibits an oxidative 3alpha-hydroxysteroid dehydrogenase (3alpha-HSD) activity that can convert 5alpha-androstane-3alpha,17beta-diol (3alpha-diol) into dihydrotestosterone (DHT), the most potent natural androgen.	17beta-diol	166-177	hydroxysteroid 17-beta dehydrogenase 6	Homo sapiens	56-101
12005031-3	2001	Using NAD or NADP as the cofactor, 17beta-hydroxysteroid dehydrogenase (substrate: 5-androstene-3beta,17beta-diol) peaks were observed on pnd 16 for fetal Leydig cells and on pnd 19 and 37 for adult Leydig cells.	17beta-diol	102-113	aldo-keto reductase family 1, member C12	Rattus norvegicus	35-70
11377978-2	2001	Earlier, we have shown that the enzyme also exhibits an oxidative 3alpha-hydroxysteroid dehydrogenase (3alpha-HSD) activity that can convert 5alpha-androstane-3alpha,17beta-diol (3alpha-diol) into dihydrotestosterone (DHT), the most potent natural androgen.	17beta-diol	166-177	dehydrogenase/reductase 9	Homo sapiens	103-113
11159850-11	2001	UGT2B15 and UGT2B17 showed similar glucuronidation activity for androstane-3alpha,17beta-diol (30% lower than that of UGT2B7), whereas UGT2B17 demonstrated the highest activity for androsterone, testosterone, and dihydrotestosterone.	17beta-diol	82-93	UDP glucuronosyltransferase family 2 member B15	Homo sapiens	0-7
11159850-11	2001	UGT2B15 and UGT2B17 showed similar glucuronidation activity for androstane-3alpha,17beta-diol (30% lower than that of UGT2B7), whereas UGT2B17 demonstrated the highest activity for androsterone, testosterone, and dihydrotestosterone.	17beta-diol	82-93	UDP glucuronosyltransferase family 2 member B17	Homo sapiens	12-19
11165019-2	2001	Human Pan1b displays greatest activity with 5alpha-androstan-3alpha,17beta-diol (3alpha-Diol) as substrate, suggesting that it may be important in androgen metabolism.	17beta-diol	68-79	hydroxysteroid 17-beta dehydrogenase 11	Homo sapiens	6-11
10519397-6	1999	Transactivation assays with transfected ER-alpha reporter genes reveal a direct activation of ER-alpha by dehydroepiandrosterone (DHEA), 5alpha-androstene-3beta,17beta-diol, testosterone, and the two nonaromatizable androgens, dihydrotestosterone and 5alpha-androstane-3beta,17beta-diol.	17beta-diol	161-172	estrogen receptor 1	Homo sapiens	40-48
10760475-1	2000	Human brain short chain L-3-hydroxyacyl-CoA dehydrogenase (SCHAD) has been demonstrated to be a unique 3alpha-hydroxysteroid dehydrogenase (HSD) that can convert 5alpha-androstane-3alpha, 17beta-diol (3alpha-adiol) to dihydrotestosterone (DHT), whose affinity to the androgen receptor is 10(5)-fold higher than that of 3alpha-adiol.	17beta-diol	188-199	hydroxysteroid 17-beta dehydrogenase 10	Homo sapiens	12-57
10760475-1	2000	Human brain short chain L-3-hydroxyacyl-CoA dehydrogenase (SCHAD) has been demonstrated to be a unique 3alpha-hydroxysteroid dehydrogenase (HSD) that can convert 5alpha-androstane-3alpha, 17beta-diol (3alpha-adiol) to dihydrotestosterone (DHT), whose affinity to the androgen receptor is 10(5)-fold higher than that of 3alpha-adiol.	17beta-diol	188-199	hydroxysteroid 17-beta dehydrogenase 10	Homo sapiens	59-64
10760475-1	2000	Human brain short chain L-3-hydroxyacyl-CoA dehydrogenase (SCHAD) has been demonstrated to be a unique 3alpha-hydroxysteroid dehydrogenase (HSD) that can convert 5alpha-androstane-3alpha, 17beta-diol (3alpha-adiol) to dihydrotestosterone (DHT), whose affinity to the androgen receptor is 10(5)-fold higher than that of 3alpha-adiol.	17beta-diol	188-199	dehydrogenase/reductase 9	Homo sapiens	103-138
10760475-1	2000	Human brain short chain L-3-hydroxyacyl-CoA dehydrogenase (SCHAD) has been demonstrated to be a unique 3alpha-hydroxysteroid dehydrogenase (HSD) that can convert 5alpha-androstane-3alpha, 17beta-diol (3alpha-adiol) to dihydrotestosterone (DHT), whose affinity to the androgen receptor is 10(5)-fold higher than that of 3alpha-adiol.	17beta-diol	188-199	dehydrogenase/reductase 9	Homo sapiens	140-143
10519397-6	1999	Transactivation assays with transfected ER-alpha reporter genes reveal a direct activation of ER-alpha by dehydroepiandrosterone (DHEA), 5alpha-androstene-3beta,17beta-diol, testosterone, and the two nonaromatizable androgens, dihydrotestosterone and 5alpha-androstane-3beta,17beta-diol.	17beta-diol	161-172	estrogen receptor 1	Homo sapiens	94-102
10519397-6	1999	Transactivation assays with transfected ER-alpha reporter genes reveal a direct activation of ER-alpha by dehydroepiandrosterone (DHEA), 5alpha-androstene-3beta,17beta-diol, testosterone, and the two nonaromatizable androgens, dihydrotestosterone and 5alpha-androstane-3beta,17beta-diol.	17beta-diol	275-286	estrogen receptor 1	Homo sapiens	40-48
10519397-6	1999	Transactivation assays with transfected ER-alpha reporter genes reveal a direct activation of ER-alpha by dehydroepiandrosterone (DHEA), 5alpha-androstene-3beta,17beta-diol, testosterone, and the two nonaromatizable androgens, dihydrotestosterone and 5alpha-androstane-3beta,17beta-diol.	17beta-diol	275-286	estrogen receptor 1	Homo sapiens	94-102
10487690-5	1999	3BetaHSD was present primarily in the microsomal fraction of the human liver, and the rate of DHT reduction to 5alpha-androstane-3beta,17beta-diol (3betaDIOL) by 3betaHSD was 3 times higher than the rate of 3betaHSD oxidation to DHT.	17beta-diol	135-146	hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 1	Homo sapiens	162-170
10487690-5	1999	3BetaHSD was present primarily in the microsomal fraction of the human liver, and the rate of DHT reduction to 5alpha-androstane-3beta,17beta-diol (3betaDIOL) by 3betaHSD was 3 times higher than the rate of 3betaHSD oxidation to DHT.	17beta-diol	135-146	hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 1	Homo sapiens	207-215
10376768-9	1999	UGT2B4(E458) conjugates hyodeoxycholic acid (HDCA) as well as 4-hydroxyestrone (4-OH-E1), androstane-3alpha,17beta-diol (3alpha-diol) and androsterone (ADT).	17beta-diol	108-119	UDP glucuronosyltransferase family 2 member B4	Homo sapiens	0-6
10084958-1	1999	The enzyme 3alpha-hydroxysteroid dehydrogenase (3alpha-HSD) has an important role in androgen metabolism, catalyzing the interconversion of dihydrotestosterone (DHT) and 5alpha-androstane-3alpha,17beta-diol (3alpha-DIOL).	17beta-diol	195-206	aldo-keto reductase family 1, member C14	Rattus norvegicus	11-46
10084958-1	1999	The enzyme 3alpha-hydroxysteroid dehydrogenase (3alpha-HSD) has an important role in androgen metabolism, catalyzing the interconversion of dihydrotestosterone (DHT) and 5alpha-androstane-3alpha,17beta-diol (3alpha-DIOL).	17beta-diol	195-206	aldo-keto reductase family 1, member C14	Rattus norvegicus	48-58
10404824-5	1999	We investigated the substrate specificity of LCAT, comparing the esterification of four different steroids (estradiol, estriol, testosterone, and 5-androstene-3beta, 17beta-diol) by human LCAT in blood and by acyl-coenzyme A:acyltransferase in tissue (placenta and fat).	17beta-diol	166-177	lecithin-cholesterol acyltransferase	Homo sapiens	45-49
10404824-5	1999	We investigated the substrate specificity of LCAT, comparing the esterification of four different steroids (estradiol, estriol, testosterone, and 5-androstene-3beta, 17beta-diol) by human LCAT in blood and by acyl-coenzyme A:acyltransferase in tissue (placenta and fat).	17beta-diol	166-177	lecithin-cholesterol acyltransferase	Homo sapiens	188-192
10339403-7	1999	However, mutation of the serine residue at position 121 of UGT2B17 to a tyrosine, as found in UGT2B15, abolished the ability of UGT2B17 to conjugate androsterone at the 3alpha position, but still retained activity for dihydrotestosterone and 5alpha-androstane-3alpha, 17beta-diol, which have an OH-group at the 17beta position.	17beta-diol	268-279	UDP glucuronosyltransferase family 2 member B17	Homo sapiens	59-66
10339403-7	1999	However, mutation of the serine residue at position 121 of UGT2B17 to a tyrosine, as found in UGT2B15, abolished the ability of UGT2B17 to conjugate androsterone at the 3alpha position, but still retained activity for dihydrotestosterone and 5alpha-androstane-3alpha, 17beta-diol, which have an OH-group at the 17beta position.	17beta-diol	268-279	UDP glucuronosyltransferase family 2 member B15	Homo sapiens	94-101
10339403-7	1999	However, mutation of the serine residue at position 121 of UGT2B17 to a tyrosine, as found in UGT2B15, abolished the ability of UGT2B17 to conjugate androsterone at the 3alpha position, but still retained activity for dihydrotestosterone and 5alpha-androstane-3alpha, 17beta-diol, which have an OH-group at the 17beta position.	17beta-diol	268-279	UDP glucuronosyltransferase family 2 member B17	Homo sapiens	128-135
9895303-2	1999	To establish an animal model to investigate the conjugation of steroids by UGT enzymes, previous results revealed that simian and human are unique in having high levels of circulating androsterone glucuronide and androstane-3alpha, 17beta-diol (3d-Diol) glucuronide.	17beta-diol	232-243	UDP glucuronosyltransferase family 1 member A complex locus	Homo sapiens	75-78
9931293-2	1999	The data show that Rdh5 catalyses 9-cis-retinol metabolism equally efficiently as 11-cis-retinol metabolism and recognizes 5alpha-androstan-3alpha,17beta-diol and androsterone as substrates (3alpha-hydroxysteroid dehydrogenase activity), but not testosterone, dihydrotestosterone, oestradiol and corticosterone (lack of 17beta-hydroxysteroid and 11beta-hydroxysteroid dehydrogenase activities).	17beta-diol	147-158	retinol dehydrogenase 5	Homo sapiens	19-23
9892013-11	1999	Such an induction of the 3beta-HSD activity may modulate androgenic and estrogenic biological responses as demonstrated using ZR-75-1 cells transfected with androgen- or estrogen-sensitive reporter constructs and treated with the adrenal steroid 5-androstene-3beta,17beta-diol.	17beta-diol	265-276	hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 1	Homo sapiens	25-34
9879779-4	1998	In postmenopausal women, elevated adrenal androgen levels stimulate cell growth by the action of the unique adrenal androgen 5-androstene-3beta,17beta-diol, also termed hermaphrodiol, via its combination with the estrogen receptor in a hormone milieu lacking, or having low concentrations of, the classical estrogen 17beta-estradiol.	17beta-diol	144-155	estrogen receptor 1	Homo sapiens	213-230
9920887-5	1999	Estrogen receptor antagonists 4-hydroxytamoxifen and 7alpha-[9-(4,4, 5,5,5-pentafluoro-pentylsulfinyl)nonyl]estra-1,3,5(10)-tr iene3, 17beta-diol restored TCDD-induced CYP1A1 transcription, steady-state mRNA levels, and enzymatic activity in ECC-1 cells.	17beta-diol	134-145	estrogen receptor 1	Homo sapiens	0-17
9407098-7	1997	CRAD may catalyze the first step in an enzymatic pathway from 9-cis-retinol to generate the retinoid X receptor ligand 9-cis-retinoic acid and/or may regenerate dihydrotestosterone from its catabolite 5alpha-androstan-3alpha,17beta-diol.	17beta-diol	225-236	retinol dehydrogenase 16	Mus musculus	0-4
9364925-1	1997	UGT2B17 is a UDP-glucuronosyltransferase enzyme expressed in several extrahepatic steroid target tissues, including the human prostate, where it glucuronidates C19 steroids such as dihydrotestosterone (DHT), androsterone (ADT), and androstane-3alpha, 17beta-diol (3alpha-diol).	17beta-diol	251-262	UDP glucuronosyltransferase family 2 member B17	Homo sapiens	0-7