کوآنزیم آ

Also known as CoA, CoASH, HSCoA, CoA-SH, HS-CoA

coenzyme, notable for its role in the synthesis and oxidation of fatty acids, and the oxidation of pyruvate in the citric acid cycle

OverviewAI-generated

Coenzyme A is a chemical compound with the formula C₂₁H₃₆N₇O₁₆P₃S. It has a molecular mass of 767.115209 and a weight of 767.5. The substance possesses a charge of 0 and an xlogp value of -5.8. Its structure includes 10 hydrogen bond donors and 21 hydrogen bond acceptors, with a topological polar surface area of 348.

The canonical SMILES representation for coenzyme A is CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C2N=CN=C3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCS)O. An isomeric SMILES string is also available. The compound is associated with a PubMed query count of 34094 and is referenced by 640 other encyclopedia articles.

Synthesized by Vinony from 17 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula: C21H36N7O16P3S
Molecular weight: 767.5 g/mol
IUPAC name: [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-(2-sulfanylethylamino)propyl]amino]butyl] hydrogen phosphate
SMILES: CC(C)(COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCS)O
InChIKey: RGJOEKWQDUBAIZ-IBOSZNHHSA-N
XLogP: -5.8
Polar surface area: 348 Å²
H-bond donors: 10
H-bond acceptors: 21
Formal charge: 0

via PubChem

Research

34,094 papers

Coenzyme A metabolism.The American journal of physiology · 1985
Hereditary diseases of coenzyme A thioester metabolism.Biochemical Society transactions · 2019
The two faces of coenzyme A in cellular biology.Free radical biology & medicine · 2025
Quantification of Coenzyme A in Cells and Tissues.Journal of visualized experiments : JoVE · 2019
Biosensors for coenzyme A thioester derivatives: Development, optimization and applications.Biotechnology advances · 2026

via PubMed

Wikidata facts

Has part: carbon
Mass: 767.115209

Show 6 more facts

Commons category: Coenzyme A
canonical SMILES: CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C2N=CN=C3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCS)O
chemical formula: C₂₁H₃₆N₇O₁₆P₃S
found in taxon: Caenorhabditis elegans
isomeric SMILES: CC(C)(COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCS)O
subject has role: primary metabolite

Sources (4)

via Wikidata · CC0