Acetyl-CoA (C23H38N7O17P3S): structure, properties and hazards

Names and identifiers

IUPAC name: S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] ethanethioate
Synonyms: acetyl coenzyme A, citric acid cycle, ACETYL COENZYME A
+ 36 more
Acetyl CoA, S-Acetyl coenzyme A, Coenzyme A, S-acetate, S-acetyl-CoA, S-acetyl-coenzyme A, 76Q83YLO3O, CHEBI:15351, DTXSID30992686, S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] ethanethioate, CoA, Acetyl, 3'-phosphoadenosine 5'-(3-{(3R)-4-[(3-{[2-(acetylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl} dihydrogen diphosphate), Coenzyme A, Acetyl, 3'-phosphoadenosine 5'-(3-((3R)-4-((3-((2-(acetylsulfanyl)ethyl)amino)-3-oxopropyl)amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl) dihydrogen diphosphate), S-(2-(3-(((2R)-4-((((2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl)methoxy-hydroxyphosphoryl)oxy-hydroxyphosphoryl)oxy-2-hydroxy-3,3-dimethylbutanoyl)amino)propanoylamino)ethyl) ethanethioate, RefChem:388765, DTXCID401768019, (((2R,3S,4R,5R)-2-(((((((3R)-3-((2-((2-(acetylsulfanyl)ethyl)carbamoyl)ethyl)carbamoyl)-3-hydroxy-2,2-dimethylpropoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)methyl)-5-(6-amino-9H-purin-9-yl)-4-hydroxyoxolan-3-yl)oxy)phosphonic acid, 200-790-9, AcCoA, acetyl coenzyme *a, S-Acetylcoenzyme A, acetyl-S-CoA, ac-CoA, ac-S-CoA, acetylcoenzyme-A, ACETYL COENZYME A TRILITHIUM SALT TRIHYDRATE, CHEMBL1230809, acetyl coenzyme-A, acetylCoA, UNII-76Q83YLO3O, ac-Coenzyme A, S-acetate CoA, C23H38N7O17P3S, S-acetyl CoA, ac-S-Coenzyme A, ZSLZBFCDCINBPY-ZSJPKINUSA-N
Molecular formula: C₂₃H₃₈N₇O₁₇P₃S
Empirical formula: C₂₃H₃₈N₇O₁₇P₃S
Molecular weight: 809.6 g/mol
Exact mass: 809.12577
CAS number: 72-89-9
PubChem CID: 444493
Canonical SMILES: CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O
Isomeric SMILES: CC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(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)O
InChI: 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
InChIKey: ZSLZBFCDCINBPY-ZSJPKINUSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms: 51
Rings: 3
Aromatic rings: 2
Fraction sp³ carbons (Fsp3): 0.65
H-bond donors: 9
H-bond acceptors: 18 computed here · PubChem 22
Rotatable bonds: 19 computed here · PubChem 20
TPSA (Å²): 363.6 computed here · PubChem 389
Formal charge: 0
XLogP3: -5.6 PubChem
Complexity: 1380 PubChem
Stereocenters: 5 defined, 2 undefinedCIP: C15: R · P22: undefined · P26: undefined · C31: R · C33: R · C44: R · C46: S
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C34.12%
H4.73%
N12.11%
O33.60%
P11.48%
S3.96%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: -1.32 Crippen (Wildman and Crippen 1999)
log S (water solubility): -2.91 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 5.08 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 809.58
log P ≤ 5 (Crippen): -1.32
H-bond donors ≤ 5: 9
H-bond acceptors ≤ 10: 18

Breaks 3 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

No GHS hazard classification was found in the sources.

Safety data sheets on the supplier’s page: Smolecule, BenchChem, MedChemexpress MCE.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[2]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[3]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.

Similar structures

Tanimoto similarity on Morgan fingerprints (radius 2) with RDKit 2026.09, at least 45%.