PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
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).	5alpha-androstane-3beta	68-91	estrogen receptor 2	Homo sapiens	31-37
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.	5alpha-androstane-3beta	155-178	estrogen receptor 2	Homo sapiens	14-20
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).	5alpha-androstane-3beta	65-88	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).	5alpha-androstane-3beta	65-88	estrogen receptor 2 (beta)	Mus musculus	150-156
23515287-0	2013	The androgen metabolite, 5alpha-androstane-3beta,17beta-diol (3beta-diol), activates the oxytocin promoter through an estrogen receptor-beta pathway.	5alpha-androstane-3beta	25-48	oxytocin/neurophysin I prepropeptide	Homo sapiens	89-97
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.	5alpha-androstane-3beta	102-125	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.	5alpha-androstane-3beta	102-125	estrogen receptor 1	Homo sapiens	233-235
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.	5alpha-androstane-3beta	0-23	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.	5alpha-androstane-3beta	0-23	hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 1	Mus musculus	114-120
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.	5alpha-androstane-3beta	36-59	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.	5alpha-androstane-3beta	25-48	estrogen receptor 2	Homo sapiens	118-140
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.	5alpha-androstane-3beta	36-59	estrogen receptor 2	Homo sapiens	106-128
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.	5alpha-androstane-3beta	142-165	androgen receptor	Mus musculus	236-253
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.	5alpha-androstane-3beta	97-120	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.	5alpha-androstane-3beta	64-87	estrogen receptor 2	Homo sapiens	0-22
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.	5alpha-androstane-3beta	64-87	estrogen receptor 2	Homo sapiens	24-30
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.	5alpha-androstane-3beta	25-48	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.	5alpha-androstane-3beta	25-48	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.	5alpha-androstane-3beta	25-48	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.	5alpha-androstane-3beta	33-56	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.	5alpha-androstane-3beta	33-56	estrogen receptor 2	Homo sapiens	112-119
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.	5alpha-androstane-3beta	55-78	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.	5alpha-androstane-3beta	55-78	glutathione S-transferase pi 1	Homo sapiens	176-181
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.	5alpha-androstane-3beta	76-99	cytochrome P450 family 7 subfamily B member 1	Homo sapiens	141-147
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.	5alpha-androstane-3beta	76-99	hydroxysteroid 11-beta dehydrogenase 1	Homo sapiens	236-247
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.	5alpha-androstane-3beta	74-97	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.	5alpha-androstane-3beta	28-51	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.	5alpha-androstane-3beta	28-51	estrogen receptor 2	Homo sapiens	150-156
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.	5alpha-androstane-3beta	189-212	hydroxysteroid 17-beta dehydrogenase 1	Homo sapiens	0-17
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.	5alpha-androstane-3beta	159-182	RNA, U1 small nuclear 4	Homo sapiens	0-55
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.	5alpha-androstane-3beta	64-87	estrogen receptor 2	Homo sapiens	33-39
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.	5alpha-androstane-3beta	79-102	estrogen receptor 1	Homo sapiens	221-228
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.	5alpha-androstane-3beta	189-212	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.	5alpha-androstane-3beta	111-134	estrogen receptor 2	Rattus norvegicus	170-176
18292193-0	2008	Estrogen receptor beta selective ligand 5alpha-Androstane-3beta, 17beta-diol stimulates spermatogonial deoxyribonucleic acid synthesis in rat seminiferous epithelium in vitro.	5alpha-androstane-3beta	40-63	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.	5alpha-androstane-3beta	0-23	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.	5alpha-androstane-3beta	0-23	androgen receptor	Rattus norvegicus	240-257
17825335-0	2007	5Alpha-androstane-3beta,7alpha,17beta-triol and 5alpha-androstane-3beta,7beta,17beta-triol as substrates for the human 11beta-hydroxysteroid dehydrogenase type 1.	5alpha-androstane-3beta	0-23	hydroxysteroid 11-beta dehydrogenase 1	Homo sapiens	119-161
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.	5alpha-androstane-3beta	143-166	estrogen receptor 2	Homo sapiens	78-100
18331353-0	2008	CYP7B1-mediated metabolism of dehydroepiandrosterone and 5alpha-androstane-3beta,17beta-diol--potential role(s) for estrogen signaling.	5alpha-androstane-3beta	57-80	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.	5alpha-androstane-3beta	104-127	cytochrome P450 family 7 subfamily B member 1	Homo sapiens	0-6
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.	5alpha-androstane-3beta	0-23	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.	5alpha-androstane-3beta	43-66	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).	5alpha-androstane-3beta	32-55	cytochrome P450 family 7 subfamily B member 1	Homo sapiens	99-118
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).	5alpha-androstane-3beta	134-157	cytochrome P450 family 7 subfamily B member 1	Homo sapiens	99-118
17825335-0	2007	5Alpha-androstane-3beta,7alpha,17beta-triol and 5alpha-androstane-3beta,7beta,17beta-triol as substrates for the human 11beta-hydroxysteroid dehydrogenase type 1.	5alpha-androstane-3beta	48-71	hydroxysteroid 11-beta dehydrogenase 1	Homo sapiens	119-161
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.	5alpha-androstane-3beta	52-75	arginine vasopressin	Homo sapiens	98-101
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.	5alpha-androstane-3beta	142-165	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.	5alpha-androstane-3beta	142-165	estrogen receptor 2	Homo sapiens	103-125
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.	5alpha-androstane-3beta	142-165	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.	5alpha-androstane-3beta	52-75	estrogen receptor 2	Homo sapiens	128-134
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.	5alpha-androstane-3beta	111-134	hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 1	Homo sapiens	162-170
16630558-8	2006	CYP7B1 was stimulated by synthetic ER agonists but suppressed by 17beta-estradiol and 5alpha-androstane-3beta,17beta-diol in LNCaP cells.	5alpha-androstane-3beta	86-109	cytochrome P450 family 7 subfamily B member 1	Homo sapiens	0-6
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.	5alpha-androstane-3beta	96-119	estrogen receptor 2	Macaca mulatta	197-204
15958594-0	2005	The androgen derivative 5alpha-androstane-3beta,17beta-diol inhibits prostate cancer cell migration through activation of the estrogen receptor beta subtype.	5alpha-androstane-3beta	24-47	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.	5alpha-androstane-3beta	54-77	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.	5alpha-androstane-3beta	54-77	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.	5alpha-androstane-3beta	54-77	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).	5alpha-androstane-3beta	121-144	cytochrome P450, family 7, subfamily b, polypeptide 1	Mus musculus	0-6
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.	5alpha-androstane-3beta	251-274	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.	5alpha-androstane-3beta	251-274	estrogen receptor 1	Homo sapiens	94-102
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.	5alpha-androstane-3beta	95-118	Era like 12S mitochondrial rRNA chaperone 1	Homo sapiens	80-86
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.	5alpha-androstane-3beta	188-211	transducin (beta)-like 1X-linked receptor 1	Mus musculus	56-59