File:Coenzym_A.svg · Wikimedia Commons · See Wikimedia Commons
coenzyme A
Sign in to saveAlso 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
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 Ų
- 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
- Mass
- 767.115209
Show 4 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
- 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
via Wikidata · CC0
~10 min read
Article
Coenzyme A (CoA, SHCoA, CoASH) is a coenzyme, notable for its role in the synthesis and oxidation of fatty acids, and the oxidation of pyruvate in the citric acid cycle. Every genome sequenced to date encodes enzymes that use coenzyme A as a substrate, and around 4% of cellular enzymes use it (or a thioester) as a substrate. In humans, CoA biosynthesis requires cysteine, pantothenate (vitamin B5), and adenosine triphosphate (ATP).
In its acetyl form, coenzyme A is a highly versatile molecule, serving metabolic functions in both the anabolic and catabolic pathways. Acetyl-CoA is utilised in the post-translational regulation and allosteric regulation of pyruvate dehydrogenase and carboxylase to maintain and support the partition of pyruvate synthesis and degradation.