MAH

3-HYDROXY-3-METHYL-GLUTARIC ACID

Created: 2000-01-12
Last modified:  2024-09-27

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Chemical Details

Formal Charge0
Atom Count21
Chiral Atom Count0
Bond Count20
Aromatic Bond Count0
2D diagram of MAH

Chemical Component Summary

Name3-HYDROXY-3-METHYL-GLUTARIC ACID
Systematic Name (OpenEye OEToolkits)3-hydroxy-3-methyl-pentanedioic acid
FormulaC6 H10 O5
Molecular Weight162.141
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C(O)CC(O)(C)CC(=O)O
SMILESCACTVS3.341CC(O)(CC(O)=O)CC(O)=O
SMILESOpenEye OEToolkits1.5.0CC(CC(=O)O)(CC(=O)O)O
Canonical SMILESCACTVS3.341 CC(O)(CC(O)=O)CC(O)=O
Canonical SMILESOpenEye OEToolkits1.5.0 CC(CC(=O)O)(CC(=O)O)O
InChIInChI1.03 InChI=1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10)
InChIKeyInChI1.03 NPOAOTPXWNWTSH-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank IDDB04377 
NameMeglutol
Groups experimental
DescriptionAn antilipemic agent which lowers cholesterol, triglycerides, serum beta-lipoproteins and phospholipids. It acts by interfering with the enzymatic steps involved in the conversion of acetate to hydroxymethylglutaryl coenzyme A as well as inhibiting the activity of HYDROXYMETHYLGLUTARYL COA REDUCTASES which is the rate limiting enzyme in the biosynthesis of cholesterol.
Synonyms
  • Meglutol
  • Dicrotalic acid
  • 3-hydroxy-3-methylglutaric acid
Categories
  • Acids, Acyclic
  • Anticholesteremic Agents
  • Antimetabolites
  • Dicarboxylic Acids
  • Enzyme Inhibitors
ATC-CodeC10AX05
CAS number503-49-1

Drug Targets

NameTarget SequencePharmacological ActionActions
3-hydroxy-3-methylglutaryl-coenzyme A reductaseMLSRLFRMHGLFVASHPWEVIVGTVTLTICMMSMNMFTGNNKICGWNYEC...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL50444
PubChem 1662
ChEMBL CHEMBL50444
ChEBI CHEBI:16831