PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
29629630-3	2018	We isolated and identified heptelidic acid (HA), an inhibitor of glyceraldehyde-3-phosphate dehydrogenase (GAPDH), produced by A. oryzae RIB40 as the growth inhibitor of the salt-tolerant lactic acid bacteria.	heptelidic acid	27-42	hypothetical protein	Aspergillus oryzae RIB40	65-105
29629630-3	2018	We isolated and identified heptelidic acid (HA), an inhibitor of glyceraldehyde-3-phosphate dehydrogenase (GAPDH), produced by A. oryzae RIB40 as the growth inhibitor of the salt-tolerant lactic acid bacteria.	heptelidic acid	44-46	hypothetical protein	Aspergillus oryzae RIB40	107-112
29629630-3	2018	We isolated and identified heptelidic acid (HA), an inhibitor of glyceraldehyde-3-phosphate dehydrogenase (GAPDH), produced by A. oryzae RIB40 as the growth inhibitor of the salt-tolerant lactic acid bacteria.	heptelidic acid	27-42	hypothetical protein	Aspergillus oryzae RIB40	107-112
29629630-3	2018	We isolated and identified heptelidic acid (HA), an inhibitor of glyceraldehyde-3-phosphate dehydrogenase (GAPDH), produced by A. oryzae RIB40 as the growth inhibitor of the salt-tolerant lactic acid bacteria.	heptelidic acid	44-46	hypothetical protein	Aspergillus oryzae RIB40	65-105
28918937-3	2017	We establish a natural product, koningic acid (KA), to be a selective inhibitor of GAPDH, an enzyme we characterize to have differential control properties over metabolism during the WE.	heptelidic acid	32-45	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	83-88
29721328-5	2018	Exposure of planarians to koningic acid, a specific inhibitor of glyceraldehyde-3-phosphate dehydrogenase, completely abolished extracellular acidification with little effect on oxygen consumption, which suggests that the majority of glucose catabolized in planarians is fated for aerobic glycolysis.	heptelidic acid	26-39	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	65-105
12753082-7	2003	Koningic acid, an alkylator of GAPDH on catalytic cysteine residue, also increased interaction between the two proteins in vitro and enhanced PLD2 activity in PC12 cells.	heptelidic acid	0-13	glyceraldehyde-3-phosphate dehydrogenase	Rattus norvegicus	31-36
20518697-8	2011	The selective GAPDH inhibitor koningic acid (which functions by forming a covalent adduct at Cys-149) fully prevented basal SOH labeling, as well as subsequent peroxide-induced hyperoxidation.	heptelidic acid	30-43	glyceraldehyde-3-phosphate dehydrogenase	Rattus norvegicus	14-19
20518697-9	2011	However, koningic acid-mediated inhibition of GAPDH alone did not induce the formation of intracellular H(2)O(2) or secondary protein sulfenates and also failed to potentiate their peroxide-induced formation.	heptelidic acid	9-22	glyceraldehyde-3-phosphate dehydrogenase	Rattus norvegicus	46-51
17997978-2	2008	We found that koningic acid (KA), an inhibitor of glyceraldehyde-3-phosphate dehydrogenase (GAPDH), selectively kills high-glycolytic cells through glucose-dependent active ATP deprivation.	heptelidic acid	14-27	glyceraldehyde-3-phosphate dehydrogenase	Mus musculus	50-90
17997978-2	2008	We found that koningic acid (KA), an inhibitor of glyceraldehyde-3-phosphate dehydrogenase (GAPDH), selectively kills high-glycolytic cells through glucose-dependent active ATP deprivation.	heptelidic acid	14-27	glyceraldehyde-3-phosphate dehydrogenase	Mus musculus	92-97
15788719-7	2005	Koningic acid (KA), a specific and irreversible inhibitor of GAPDH, inhibited both the classical enzymatic and the AsV-reducing activities of the enzyme in a concentration-dependent fashion.	heptelidic acid	0-13	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	61-66
27802315-7	2016	The effect on ENaC activity in Xenopus 2F3 cells was blunted after application of exosomes transfected with the GAPDH inhibitor heptelidic acid.	heptelidic acid	128-143	glyceraldehyde-3-phosphate dehydrogenase S homeolog	Xenopus laevis	112-117
19734716-5	2009	Furthermore, it was found that DNA fragmentation and caspase-3 activation, the biological hallmarks of apoptosis, were inhibited by the compound in a dose-dependent manner, suggesting that heptelidic acid inhibits etoposide-induced apoptosis via downregulation of caspases.	heptelidic acid	189-204	caspase 3	Homo sapiens	53-62
12753082-7	2003	Koningic acid, an alkylator of GAPDH on catalytic cysteine residue, also increased interaction between the two proteins in vitro and enhanced PLD2 activity in PC12 cells.	heptelidic acid	0-13	phospholipase D2	Rattus norvegicus	142-146
7902582-2	1993	In search of a reagent that could discriminate between these two effects, we used the sesquiterpene antibiotic koningic acid, which binds to GAPDH at the Cys-149 of the active site.	heptelidic acid	111-124	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	141-146
12527413-4	2003	With the inhibitor koningic acid (KA), we showed a linear, concentration-dependent GAPDH inhibition, with 5 microM KA leading to a 79% reduction of GAPDH activity and a sixfold increase in MG. Changes in redox state produced by elevated pH also resulted in a 2.4-fold increase in MG production at pH 7.5 and a 13.4-fold increase at pH 7.8.	heptelidic acid	19-32	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	83-88
12527413-4	2003	With the inhibitor koningic acid (KA), we showed a linear, concentration-dependent GAPDH inhibition, with 5 microM KA leading to a 79% reduction of GAPDH activity and a sixfold increase in MG. Changes in redox state produced by elevated pH also resulted in a 2.4-fold increase in MG production at pH 7.5 and a 13.4-fold increase at pH 7.8.	heptelidic acid	19-32	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	148-153
10022234-6	1998	Koningic acid (KO), a chemical modifier and enzyme inhibitor of glyceraldehyde-3 phosphate dehydrogenase (GAPDH), induced the apoptosis too.	heptelidic acid	0-13	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	64-104
10022234-6	1998	Koningic acid (KO), a chemical modifier and enzyme inhibitor of glyceraldehyde-3 phosphate dehydrogenase (GAPDH), induced the apoptosis too.	heptelidic acid	0-13	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	106-111
10022234-6	1998	Koningic acid (KO), a chemical modifier and enzyme inhibitor of glyceraldehyde-3 phosphate dehydrogenase (GAPDH), induced the apoptosis too.	heptelidic acid	15-17	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	64-104
10022234-6	1998	Koningic acid (KO), a chemical modifier and enzyme inhibitor of glyceraldehyde-3 phosphate dehydrogenase (GAPDH), induced the apoptosis too.	heptelidic acid	15-17	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	106-111
9166744-0	1997	Koningic acid (a potent glyceraldehyde-3-phosphate dehydrogenase inhibitor)-induced fragmentation and condensation of DNA in NG108-15 cells.	heptelidic acid	0-13	glyceraldehyde-3-phosphate dehydrogenase	Mus musculus	24-64
8204587-9	1994	Molecular modeling was used to compare both pentalenolactone (3) and heptelidic acid (4), a mechanistically related inactivator of GAPDH, with the normal substrate, glyceraldehyde 3-phosphate (1).	heptelidic acid	69-84	glyceraldehyde-3-phosphate dehydrogenase	Oryctolagus cuniculus	131-136
8286343-1	1994	Pentalenolactone and koningic acid are antibiotics known for their potent inhibition of the glycolytic enzyme glyceraldehyde-3-phosphate dehydrogenase.	heptelidic acid	21-34	glyceraldehyde-3-phosphate dehydrogenase	Oryctolagus cuniculus	110-150
7902582-3	1993	Koningic acid inhibited basal and sodium nitroprusside-stimulated NAD-dependent covalent modification of purified rabbit muscle GAPDH in a dose-dependent manner.	heptelidic acid	0-13	glyceraldehyde-3-phosphate dehydrogenase	Oryctolagus cuniculus	128-133
7902582-5	1993	Approximately 90% of GAPDH is present in the cytosol of human platelets, and the exposure of platelet cytosol to koningic acid inhibited GAPDH activity, while the soluble guanylyl cyclase (basal and sodium nitroprusside-stimulated) activity remained unaltered.	heptelidic acid	113-126	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	21-26
7902582-5	1993	Approximately 90% of GAPDH is present in the cytosol of human platelets, and the exposure of platelet cytosol to koningic acid inhibited GAPDH activity, while the soluble guanylyl cyclase (basal and sodium nitroprusside-stimulated) activity remained unaltered.	heptelidic acid	113-126	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	137-142
7902582-6	1993	Pretreatment of intact platelets with koningic acid slowed the rate of aggregation induced by a submaximal concentration of thrombin.	heptelidic acid	38-51	coagulation factor II, thrombin	Homo sapiens	124-132
7902582-8	1993	Under the same conditions, koningic acid also inhibited basal and SNP- SNAP-, and SIN-1-stimulated NAD-dependent modification of GAPDH and its enzymatic activity.	heptelidic acid	27-40	MAPK associated protein 1	Homo sapiens	82-87
7902582-8	1993	Under the same conditions, koningic acid also inhibited basal and SNP- SNAP-, and SIN-1-stimulated NAD-dependent modification of GAPDH and its enzymatic activity.	heptelidic acid	27-40	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	129-134
1554737-1	1992	Koningic acid is a potent inhibitor of glyceraldehyde-3-phosphate dehydrogenase (GAPDH), which binds to the cysteine residue at the active site.	heptelidic acid	0-13	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	39-79
1554737-1	1992	Koningic acid is a potent inhibitor of glyceraldehyde-3-phosphate dehydrogenase (GAPDH), which binds to the cysteine residue at the active site.	heptelidic acid	0-13	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	81-86
1554737-3	1992	It was found that koningic acid sensitivity of GAPDHs is highly dependent on the sequences of the S-loop domain of the enzyme.	heptelidic acid	18-31	glyceraldehyde-3-phosphate dehydrogenase, spermatogenic	Homo sapiens	47-53
3337830-1	1988	Koningic acid, a sesquiterpene antibiotic, is a specific inhibitor of the enzyme glyceraldehyde-3-phosphate dehydrogenase (D-glyceraldehyde-3-phosphate:NAD+ oxidoreductase (phosphorylating), EC 1.2.1.12).	heptelidic acid	0-13	glyceraldehyde-3-phosphate dehydrogenase	Oryctolagus cuniculus	81-121
35459092-0	2022	Probiotic-derived heptelidic acid exerts antitumor effects on extraintestinal melanoma through glyceraldehyde-3-phosphate dehydrogenase activity control.	heptelidic acid	18-33	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	95-135
2015292-0	1991	Identification of koningic acid (heptelidic acid)-modified site in rabbit muscle glyceraldehyde-3-phosphate dehydrogenase.	heptelidic acid	18-31	glyceraldehyde-3-phosphate dehydrogenase	Oryctolagus cuniculus	81-121
2015292-0	1991	Identification of koningic acid (heptelidic acid)-modified site in rabbit muscle glyceraldehyde-3-phosphate dehydrogenase.	heptelidic acid	33-48	glyceraldehyde-3-phosphate dehydrogenase	Oryctolagus cuniculus	81-121
2015292-1	1991	The sesquiterpene antibiotic koningic acid (heptelidic acid) has been previously demonstrated to modify glyceraldehyde-3-phosphate dehydrogenase in specific manner, probably by binding to the sulfhydryl residue at the active site of the enzyme (Sakai, K., Hasumi, K. and Endo, A.	heptelidic acid	29-42	glyceraldehyde-3-phosphate dehydrogenase	Oryctolagus cuniculus	104-144
2015292-1	1991	The sesquiterpene antibiotic koningic acid (heptelidic acid) has been previously demonstrated to modify glyceraldehyde-3-phosphate dehydrogenase in specific manner, probably by binding to the sulfhydryl residue at the active site of the enzyme (Sakai, K., Hasumi, K. and Endo, A.	heptelidic acid	44-59	glyceraldehyde-3-phosphate dehydrogenase	Oryctolagus cuniculus	104-144
2015292-5	1991	Rabbit muscle glyceraldehyde-3-phosphate dehydrogenase labeled with [3H]koningic acid was digested with trypsin.	heptelidic acid	72-85	glyceraldehyde-3-phosphate dehydrogenase	Oryctolagus cuniculus	14-54
3337830-0	1988	Inactivation of rabbit muscle glyceraldehyde-3-phosphate dehydrogenase by koningic acid.	heptelidic acid	74-87	glyceraldehyde-3-phosphate dehydrogenase	Oryctolagus cuniculus	30-70
31748414-3	2020	To investigate this question, here we evolved resistance to koningic acid (KA), a natural product that specifically inhibits glyceraldehyde-3-phosphate dehydrogenase (GAPDH), a rate-controlling glycolytic enzyme during the WE.	heptelidic acid	60-73	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	125-165
4030504-0	1985	Specific inhibition of glyceraldehyde-3-phosphate dehydrogenase by koningic acid (heptelidic acid).	heptelidic acid	67-80	glyceraldehyde-3-phosphate dehydrogenase	Mus musculus	23-63
4030504-0	1985	Specific inhibition of glyceraldehyde-3-phosphate dehydrogenase by koningic acid (heptelidic acid).	heptelidic acid	82-97	glyceraldehyde-3-phosphate dehydrogenase	Mus musculus	23-63
32312046-1	2020	The natural product koningic acid (KA) is a selective covalent inhibitor of glyceraldehyde-3-phosphate dehydrogenase (GAPDH), a critical node in the glycolysis pathway.	heptelidic acid	20-33	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	76-116
32312046-1	2020	The natural product koningic acid (KA) is a selective covalent inhibitor of glyceraldehyde-3-phosphate dehydrogenase (GAPDH), a critical node in the glycolysis pathway.	heptelidic acid	20-33	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	118-123
33609554-6	2021	Accordingly, 2-deoxy-glucose as inhibitor of the glycolytic enzymes hexokinase and phosphoglucose isomerase and heptelidic acid, an inhibitor of glyceraldehyde-3-phosphate dehydrogenase, blunted this neutrophil response.	heptelidic acid	112-127	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	145-185
31748414-3	2020	To investigate this question, here we evolved resistance to koningic acid (KA), a natural product that specifically inhibits glyceraldehyde-3-phosphate dehydrogenase (GAPDH), a rate-controlling glycolytic enzyme during the WE.	heptelidic acid	60-73	glyceraldehyde-3-phosphate dehydrogenase	Homo sapiens	167-172