FComEx: Coenzyme A (PC000755)

Record Information

Version

1.0

Creation date

2015-10-09 22:32:32 UTC

Update date

2017-01-19 02:36:35 UTC

FoodComEx ID

PC000755

FoodDB Record

FDB022614

Chemical Information

Name

Coenzyme A

Description

Coenzyme A (CoA, CoASH, or HSCoA) is a coenzyme, notable for its role in the synthesis and oxidization of fatty acids, and the oxidation of pyruvate in the citric acid cycle. It is adapted from beta-mercaptoethylamine, panthothenate and adenosine triphosphate. Acetyl-CoA is an important molecule itself. It is the precursor to HMG CoA, which is a vital component in cholesterol and ketone synthesis. Furthermore, it contributes an acetyl group to choline to produce acetylcholine, in a reaction catalysed by choline acetyltransferase. Its main task is conveying the carbon atoms within the acetyl group to the citric acid cycle to be oxidized for energy production. -- Wikipedia [HMDB]. Coenzyme A is found in many foods, some of which are grape, cowpea, pili nut, and summer savory.

CAS Number

85-61-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
[(2R,3S,4R,5R)-5-(6-amino-9H-Purin-9-yl)-4-hydroxy-3-(onooxy)tetrahydrofuran-2-yl]methyl 3-hydroxy-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diate	HMDB
[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl 3-hydroxy-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate	hmdb
Acetoacetyl coenzyme A sodium salt	hmdb
CoA	hmdb
CoA hydrate	hmdb
CoA-SH	hmdb
CoASH	hmdb
Coenzyme A	hmdb
Coenzyme A hydrate	hmdb
Coenzyme A-SH	hmdb
Coenzyme ASH	hmdb
coenzymes A	hmdb
Depot-Zeel	hmdb
Propionyl CoA	hmdb
Propionyl Coenzyme A	hmdb
S-propanoate	hmdb
S-propanoate CoA	hmdb
S-propanoate Coenzyme A	hmdb
S-propanoic acid	hmdb
S-propionate CoA	hmdb
S-propionate Coenzyme A	hmdb
Zeel	hmdb

Chemical Formula

C21H36N7O16P3S

IUPAC name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

InChI Identifier

InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16?,20-/m1/s1

InChI Key

RGJOEKWQDUBAIZ-DRCCLKDXSA-N

Isomeric SMILES

CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCS

Average Molecular Weight

767.534

Monoisotopic Molecular Weight

767.115208365

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coenzyme a and derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Coenzyme A and derivatives

Alternative Parents