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HMG-CoA

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C27H44N7O20P3S · 911.7 g/mol

IUPAC name: 5-[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]ethylsulfanyl]-3-hydroxy-3-methyl-5-oxopentanoic acid

Also called 3-hydroxy-3-methylglutaryl-CoA, statin target

MetabolitesNucleic acid parts
Open in Athanor
The structure of HMG-CoA
Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name
5-[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]ethylsulfanyl]-3-hydroxy-3-methyl-5-oxopentanoic acid
Synonyms
3-hydroxy-3-methylglutaryl-CoA, statin target, 3-Hydroxy-3-methylglutaryl-CoA
+ 20 more

(4-carboxy-3-hydroxy-3-methylbutanoyl)-CoA, CHEBI:11814, (4-carboxy-3-hydroxy-3-methylbutanoyl)-coenzyme A, 3'-phosphoadenosine 5'-{3-[(3R)-4-{[3-({2-[(4-carboxy-3-hydroxy-3-methylbutanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}, 5-[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]ethylsulfanyl]-3-hydroxy-3-methyl-5-oxopentanoic acid, 3'-phosphoadenosine 5'-(3-((3R)-4-((3-((2-((4-carboxy-3-hydroxy-3-methylbutanoyl)sulfanyl)ethyl)amino)-3-oxopropyl)amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl) dihydrogen diphosphate), 5-(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)ethylsulfanyl)-3-hydroxy-3-methyl-5-oxopentanoic acid, RefChem:1067952, S-(Hydrogen 3-hydroxy-3-methylglutaryl)coenzyme A, EINECS 216-301-7, Coenzyme A, S-(hydrogen 3-hydroxy-3-methylpentanedioate), SCHEMBL219453, SCHEMBL29353902, DTXSID00935181, CABVTRNMFUVUDM-SJBCKIPMSA-N, LMFA07050209, PD131704, Q27108899, (4-carboxy-3-hydroxy-3-methylbutanoyl)-CoA;(4-carboxy-3-hydroxy-3-methylbutanoyl)-coenzyme A;3-hydroxy-3-methylglutaryl-coenzyme A, (9R)-1-[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]-3,5,9,21-tetrahydroxy-8,8,21-trimethyl-3,5,10,14,19-pentaoxo-2,4,6-trioxa-18-thia-11,15-diaza-3lambda~5~,5lambda~5~-diphosphatricosan-23-oic acid

Molecular formula
C27H44N7O20P3S
Empirical formula
C27H44N7O20P3S
Molecular weight
911.7 g/mol
Exact mass
911.15747
CAS number
1553-55-5
PubChem CID
91506
Canonical SMILES
CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC(=O)CC(C)(CC(=O)O)O)O
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)NCCSC(=O)CC(C)(CC(=O)O)O)O
InChI
InChI=1S/C27H44N7O20P3S/c1-26(2,21(40)24(41)30-5-4-15(35)29-6-7-58-17(38)9-27(3,42)8-16(36)37)11-51-57(48,49)54-56(46,47)50-10-14-20(53-55(43,44)45)19(39)25(52-14)34-13-33-18-22(28)31-12-32-23(18)34/h12-14,19-21,25,39-40,42H,4-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)/t14-,19-,20-,21+,25-,27?/m1/s1
InChIKey
CABVTRNMFUVUDM-SJBCKIPMSA-N
Molfile

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

Calculated

Heavy atoms
58
Rings
3
Aromatic rings
2
Fraction sp³ carbons (Fsp3)
0.67
H-bond donors
11
H-bond acceptors
20 computed here · PubChem 25
Rotatable bonds
23 computed here · PubChem 24
TPSA (Ų)
421.2 computed here · PubChem 446
Formal charge
0
XLogP3
-6.6 PubChem
Complexity
1610 PubChem
Stereocenters
5 defined, 3 undefinedCIP: C2: undefined · C22: R · P29: undefined · P33: undefined · C38: R · C40: R · C51: R · C53: 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

  • C35.57%
  • H4.86%
  • N10.75%
  • O35.10%
  • P10.19%
  • S3.52%

Isotope pattern

100%911.15834%912.16014%913.1603.5%914.161915.162916.164

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
-1.72 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-3.01 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
5.45 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 911.67
  • log P ≤ 5 (Crippen): -1.72
  • H-bond donors ≤ 5: 11
  • H-bond acceptors ≤ 10: 20

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: A2B Chem, EvitaChem, Alfa Chemistry.

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

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  2. ·Literature on PubChem

Data last updated 2026-10-14.