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CHEBI:77742 - bongkrekic acid

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ChEBI Name bongkrekic acid
ChEBI ID CHEBI:77742
Definition A tricarboxylic acid that is docosa-2,4,8,10,14,18,20-heptaenedioic acid substituted at positions 2 ,5 and 17 by methyl groups, at positions 6 by a methoxy group and at position 20 by a carboxymethyl group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C28H38O7
Net Charge 0
Average Mass 486.59710
Monoisotopic Mass 486.262
InChI InChI=1S/C28H38O7/c1-21(15-18-24(19-26(29)30)20-27(31)32)13-11-9-7-5-6-8-10-12-14-25(35-4)22(2)16-17-23(3)28(33)34/h6,8-12,15-19,21,25H,5,7,13-14,20H2,1-4H3,(H,29,30)(H,31,32)(H,33,34)/b8-6+,11-9+,12-10-,18-15+,22-16-,23-17+,24-19+/t21-,25+/m0/s1
InChIKey SHCXABJSXUACKU-WUTQZGRKSA-N
SMILES CO[C@H](C\C=C/C=C/CC\C=C\C[C@H](C)\C=C\C(\CC(O)=O)=C/C(O)=O)C(\C)=C/C=C(\C)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): apoptosis inhibitor
Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
EC 2.5.1.18 (glutathione transferase) inhibitor
An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of a glutathione transferase (EC 2.5.1.18).
toxin
Poisonous substance produced by a biological organism such as a microbe, animal or plant.
ATP/ADP translocase inhibitor
Any inhibitor of the trasporter protein ATP/ADP translocase.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing bongkrekic acid (CHEBI:77742) has role apoptosis inhibitor (CHEBI:68494)
bongkrekic acid (CHEBI:77742) has role ATP/ADP translocase inhibitor (CHEBI:77750)
bongkrekic acid (CHEBI:77742) has role EC 2.5.1.18 (glutathione transferase) inhibitor (CHEBI:76797)
bongkrekic acid (CHEBI:77742) has role toxin (CHEBI:27026)
bongkrekic acid (CHEBI:77742) is a ether (CHEBI:25698)
bongkrekic acid (CHEBI:77742) is a tricarboxylic acid (CHEBI:27093)
IUPAC Name
(2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-20-(carboxymethyl)-6-methoxy-2,5,17-trimethyldocosa-2,4,8,10,14,18,20-heptaenedioic acid
Database Link Database
Bongkrek_acid Wikipedia
View more database links
Registry Numbers Types Sources
11076-19-0 CAS Registry Number ChemIDplus
1717902 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12034471 PubMed citation Europe PMC
15919152 PubMed citation Europe PMC
17123460 PubMed citation Europe PMC
20237660 PubMed citation Europe PMC
2037079 PubMed citation Europe PMC
22050912 PubMed citation Europe PMC
22999884 PubMed citation Europe PMC
23315986 PubMed citation Europe PMC
24522192 PubMed citation Europe PMC
7164105 PubMed citation Europe PMC
Last Modified
17 April 2014