Acetoacetyl-CoA
Athanor · official
C25H40N7O18P3S · 851.6 g/mol
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] 3-oxobutanethioate
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] 3-oxobutanethioate
- Synonyms
- Acetoacetyl coenzyme A, Acetoacetyl coa, 3-acetoacetyl-CoA
+ 35 more
S-Acetoacetyl-CoA, S-acetoacetyl-coenzyme A, CHEBI:15345, 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] 3-oxobutanethioate, 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) 3-oxobutanethioate, RefChem:552369, (((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(((hydroxy(((hydroxy(3-hydroxy-2,2-dimethyl-3-((2-((2-((3-oxobutanoyl)sulfanyl)ethyl)carbamoyl)ethyl)carbamoyl)propoxy)phosphoryl)oxy))phosphoryl)oxy)methyl)oxolan-3-yl)oxy)phosphonic acid, 215-815-9, S-Acetoacetylcoenzyme A, acetoacetyl-coenzyme a, Acetoacetylcoenzyme A, Coenzyme A, S-acetoacetate, S-(2-(3-((2R)-4-(((((((2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)-2-hydroxy-3,3-dimethylbutanamido)propanamido)ethyl) 3-oxobutanethioate, acetoacetyl-S-CoA, S-Acetoacetate Coenzyme A, Acetoacetyl coenzyme A sodium salt hydrate, bofuranosyl]-, 1dub, C25H40N7O18P3S, DTXSID30931292, 3-oxobutyryl-CoA, 3-oxobutyroyl-CoA, 3-ketobutanoyl-CoA, 3-ketobutyroyl-CoA, EINECS 215-815-9, S-Acetoacetyl-coenzym A, 3-oxobutyryl-Coenzyme A, 3-acetoacetyl-Coenzyme A, SCHEMBL60436, CoA 4:1;O, GTPL3039, orb2939677, HY-N7392, LMFA07050030, TYD-00918
- Molecular formula
- C25H40N7O18P3S
- Empirical formula
- C25H40N7O18P3S
- Molecular weight
- 851.6 g/mol
- Exact mass
- 851.13634
- CAS number
- 1420-36-6
- PubChem CID
- 92153
- Canonical SMILES
- CC(=O)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)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/C25H40N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-12,14,18-20,24,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t14-,18-,19-,20+,24-/m1/s1
- InChIKey
- OJFDKHTZOUZBOS-CITAKDKDSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 54
- Rings
- 3
- Aromatic rings
- 2
- Fraction sp³ carbons (Fsp3)
- 0.64
- H-bond donors
- 9
- H-bond acceptors
- 19 computed here · PubChem 23
- Rotatable bonds
- 21 computed here · PubChem 22
- TPSA (Ų)
- 380.7 computed here · PubChem 406
- Formal charge
- 0
- XLogP3
- -5.8 PubChem
- Complexity
- 1490 PubChem
- Stereocenters
- 5 defined, 2 undefinedCIP: C18: R · P25: undefined · P29: undefined · C34: R · C36: R · C47: R · C49: 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
- C35.26%
- H4.73%
- N11.51%
- O33.82%
- P10.91%
- S3.77%
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
- -1.36 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -3 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 5.22 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 851.62
- log P ≤ 5 (Crippen): -1.36
- H-bond donors ≤ 5: 9
- H-bond acceptors ≤ 10: 19
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: BOC Sciences, Angene Chemical, MedChemexpress MCE.
Always read the supplier’s safety data sheet before working with it.
Spectra
- MS-MSHuman Metabolome Database (HMDB) (n/a · negative) · Human Metabolome Database (HMDB) (n/a · negative) · Human Metabolome Database (HMDB) (n/a · negative) · Human Metabolome Database (HMDB) (n/a · negative) · Human Metabolome Database (HMDB) (Orbitrap · negative) · Human Metabolome Database (HMDB) (Orbitrap · negative)
- Other MSMassBank of North America (MoNA) · MassBank of North America (MoNA)
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]NIST Mass Spectrometry Data Center · 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.