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

Details

Stereochemistry ABSOLUTE
Molecular Formula C23H38N7O17P3S
Molecular Weight 809.571
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACETYL COENZYME A

SMILES

CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C2N=CN=C3N

InChI

InChIKey=ZSLZBFCDCINBPY-ZSJPKINUSA-N
InChI=1S/C23H38N7O17P3S/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)/t13-,16-,17-,18+,22-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
3-Hydroxy-3-methylglutaric aciduria, combined with 3-methylglutaconic aciduria.
1976 Aug 2
Acetyl group accumulation and pyruvate dehydrogenase activity in human muscle during incremental exercise.
1991 Dec
Effects of fat on insulin-stimulated carbohydrate metabolism in normal men.
1991 Sep
Viral infections: a role in the lung disease of cystic fibrosis?
1992 Feb
Caffeine ingestion and muscle metabolism during prolonged exercise in humans.
1992 Jun
Localization of carnitine acetyltransferase activity in brown adipocytes of the rat.
1994 Apr
Human cytoplasmic 3-hydroxy-3-methylglutaryl coenzyme A synthase: expression, purification, and characterization of recombinant wild-type and Cys129 mutant enzymes.
1994 Jul
The CoA-independent transacylase in PAF biosynthesis: tissue distribution and molecular species selectivity.
1995 Feb 9
Skeletal muscle pyruvate dehydrogenase activity during acetate infusion in humans.
1995 May
[Mechanisms of selective vulnerability of cholinergic neurons to neurotoxic stimuli].
1999
Effects of acetate infusion and hyperoxia on muscle substrate phosphorylation after onset of moderate exercise.
2001 Dec
Regulation of PDH activity and isoform expression: diet and exercise.
2003 Dec
Acetylation regulates the differentiation-specific functions of the retinoblastoma protein.
2004 Apr 7
Muscle pyruvate availability can limit the flux, but not activation, of the pyruvate dehydrogenase complex during submaximal exercise in humans.
2004 Dec 1
Insulin regulation of fatty acid synthase gene transcription: roles of USF and SREBP-1c.
2004 Oct
[Contribution of free fatty acids to impairment of insulin secretion and action. mechanism of beta-cell lipotoxicity].
2005 Dec
Phenotype dependent differential effects of interleukin-1beta and amyloid-beta on viability and cholinergic phenotype of T17 neuroblastoma cells.
2005 Dec
N-Acetyltransferase and sulfotransferase activity in human prostate: potential for carcinogen activation.
2006 Jun
Crystallographic and kinetic studies of human mitochondrial acetoacetyl-CoA thiolase: the importance of potassium and chloride ions for its structure and function.
2007 Apr 10
A visible wavelength spectrophotometric assay suitable for high-throughput screening of 3-hydroxy-3-methylglutaryl-CoA synthase.
2010 Jan 1
Patents
Name Type Language
ACETYL COENZYME A
Common Name English
S-ACETYL COENZYME A
Common Name English
COENZYME A, S-ACETATE
Common Name English
ACETYL COA
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C384
Created by admin on Sat Dec 16 09:58:13 GMT 2023 , Edited by admin on Sat Dec 16 09:58:13 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID30992686
Created by admin on Sat Dec 16 09:58:13 GMT 2023 , Edited by admin on Sat Dec 16 09:58:13 GMT 2023
PRIMARY
FDA UNII
76Q83YLO3O
Created by admin on Sat Dec 16 09:58:13 GMT 2023 , Edited by admin on Sat Dec 16 09:58:13 GMT 2023
PRIMARY
NCI_THESAURUS
C199
Created by admin on Sat Dec 16 09:58:13 GMT 2023 , Edited by admin on Sat Dec 16 09:58:13 GMT 2023
PRIMARY
CAS
72-89-9
Created by admin on Sat Dec 16 09:58:13 GMT 2023 , Edited by admin on Sat Dec 16 09:58:13 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-790-9
Created by admin on Sat Dec 16 09:58:13 GMT 2023 , Edited by admin on Sat Dec 16 09:58:13 GMT 2023
PRIMARY
DAILYMED
76Q83YLO3O
Created by admin on Sat Dec 16 09:58:13 GMT 2023 , Edited by admin on Sat Dec 16 09:58:13 GMT 2023
PRIMARY
RXCUI
1490796
Created by admin on Sat Dec 16 09:58:13 GMT 2023 , Edited by admin on Sat Dec 16 09:58:13 GMT 2023
PRIMARY RxNorm
WIKIPEDIA
Acetyl coenzyme A
Created by admin on Sat Dec 16 09:58:13 GMT 2023 , Edited by admin on Sat Dec 16 09:58:13 GMT 2023
PRIMARY
PUBCHEM
444493
Created by admin on Sat Dec 16 09:58:13 GMT 2023 , Edited by admin on Sat Dec 16 09:58:13 GMT 2023
PRIMARY
CHEBI
15351
Created by admin on Sat Dec 16 09:58:13 GMT 2023 , Edited by admin on Sat Dec 16 09:58:13 GMT 2023
PRIMARY