U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C28H38O7
Molecular Weight 486.5971
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 7
Charge 0

SHOW SMILES / InChI
Structure of BONGKREKIC ACID

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

InChI

InChIKey=SHCXABJSXUACKU-WUTQZGRKSA-N
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

HIDE SMILES / InChI

Molecular Formula C28H38O7
Molecular Weight 486.5971
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 7
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Melanoma differentiation associated gene-7, mda-7/interleukin-24, induces apoptosis in prostate cancer cells by promoting mitochondrial dysfunction and inducing reactive oxygen species.
2003 Dec 1
Mitochondrial cytochrome c release mediates ceramide-induced activator protein 2 activation and gene expression in keratinocytes.
2003 Nov 28
Simvastatin inducing PC3 prostate cancer cell necrosis mediated by calcineurin and mitochondrial dysfunction.
2008 Aug
The mitochondrial phosphate carrier interacts with cyclophilin D and may play a key role in the permeability transition.
2008 Sep 26
ERK signaling leads to mitochondrial dysfunction in extracellular zinc-induced neurotoxicity.
2010 Jul
Bongkrekic acid as a selective activator of the peroxisome proliferator-activated receptor γ (PPARγ) isoform.
2015 Apr
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:39:21 GMT 2023
Edited
by admin
on Sat Dec 16 08:39:21 GMT 2023
Record UNII
L7V4I673D2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BONGKREKIC ACID
MI  
Common Name English
BONGKREKIC ACID [MI]
Common Name English
(-)-BONGKREKIC ACID
Common Name English
2,4,8,10,14,18,20-DOCOSAHEPTAENEDIOIC ACID, 20-(CARBOXYMETHYL)-6-METHOXY-2,5,17-TRIMETHYL-, (2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-
Systematic Name English
Code System Code Type Description
MERCK INDEX
m2604
Created by admin on Sat Dec 16 08:39:21 GMT 2023 , Edited by admin on Sat Dec 16 08:39:21 GMT 2023
PRIMARY Merck Index
FDA UNII
L7V4I673D2
Created by admin on Sat Dec 16 08:39:21 GMT 2023 , Edited by admin on Sat Dec 16 08:39:21 GMT 2023
PRIMARY
WIKIPEDIA
Bongkrekic acid
Created by admin on Sat Dec 16 08:39:21 GMT 2023 , Edited by admin on Sat Dec 16 08:39:21 GMT 2023
PRIMARY
EPA CompTox
DTXSID00894840
Created by admin on Sat Dec 16 08:39:21 GMT 2023 , Edited by admin on Sat Dec 16 08:39:21 GMT 2023
PRIMARY
PUBCHEM
6433556
Created by admin on Sat Dec 16 08:39:21 GMT 2023 , Edited by admin on Sat Dec 16 08:39:21 GMT 2023
PRIMARY
CAS
11076-19-0
Created by admin on Sat Dec 16 08:39:21 GMT 2023 , Edited by admin on Sat Dec 16 08:39:21 GMT 2023
PRIMARY