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(3R)-3,5-dihydroxy-3-methylpentanoic acid

PubChem CID: 439230

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Compound Synonyms mevalonic acid, (R)-mevalonic acid, 17817-88-8, R-mevalonic acid, mevalonate, (3R)-3,5-dihydroxy-3-methylpentanoic acid, 3,5-Dihydroxy-3-methylvaleric acid, (R)-3,5-dihydroxy-3-methylpentanoic acid, (R)-3,5-dihydroxy-3-methylvaleric acid, CHEBI:17710, 3R-methyl-3,5-dihydroxy-pentanoic acid, Pentanoic acid, 3,5-dihydroxy-3-methyl-, (3R)-, DL-Mevalonate, RS-Mevalonate, 2,4-Dideoxy-3-C-methylpentonic acid, 3,5-Dihydroxy-3-methylvalerate, (3RS)-Mevalonate, 2,4-Dideoxy-3-C-methylpentonate, (R)-(-)-Mevalonic acid, SCHEMBL120275, b,d-Dihydroxy-b-methylvalerate, CHEMBL1794734, b,d-Dihydroxy-beta-methylvalerate, 3,5-dihydroxy-3-methyl-Valerate, b,d-Dihydroxy-b-methylvaleric acid, DTXSID801314151, MK 91, MVA, LMFA01050352, 3,5-dihydroxy-3-methyl-Valeric acid, b,d-Dihydroxy-beta-methylvaleric acid, AKOS006375830, DB03518, C00418
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 77.8
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Np Classifier Class Hydroxy fatty acids
Deep Smiles OCC[C@]CC=O)O)))O)C
Heavy Atom Count 10.0
Pathway Kegg Map Id map00100
Classyfire Class Fatty acyls
Description Mevalonic acid (MVA) is a key organic compound in biochemistry. The anion of mevalonic acid, the predominant form in biological media, is known as mevalonate. This compound is of major pharmaceutical importance. Drugs, such as the statins, stop the production of mevalonate by inhibiting HMG-CoA reductase. [Wikipedia]. Mevalonic acid is found in many foods, some of which are pepper (c. frutescens), cabbage, wild carrot, and white cabbage.
Classyfire Subclass Fatty acids and conjugates
Isotope Atom Count 0.0
Molecular Complexity 123.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Enzyme Uniprot Id P04035, Q03426
Uniprot Id P04035, Q03426
Iupac Name (3R)-3,5-dihydroxy-3-methylpentanoic acid
Prediction Hob 1.0
Class Fatty Acyls
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.0
Superclass Lipids and lipid-like molecules
Subclass Fatty acids and conjugates
Gsk 4 400 Rule True
Molecular Formula C6H12O4
Prediction Swissadme 0.0
Inchi Key KJTLQQUUPVSXIM-ZCFIWIBFSA-N
Silicos It Class Soluble
Fcsp3 0.8333333333333334
Rotatable Bond Count 4.0
State Solid
Synonyms (3RS)-mevalonate, (3RS)-mevalonic acid, 2,4-Dideoxy-3-C-methylpentonate, 2,4-Dideoxy-3-C-methylpentonic acid, 3,5-Dihydroxy-3-methyl-valerate, 3,5-Dihydroxy-3-methyl-valeric acid, 3,5-Dihydroxy-3-methylpentanoate, 3,5-Dihydroxy-3-methylpentanoic acid, 3,5-Dihydroxy-3-methylvalerate, 3,5-Dihydroxy-3-methylvaleric acid, b,D-Dihydroxy-b-methylvalerate, b,D-Dihydroxy-b-methylvaleric acid, b,D-Dihydroxy-beta-methylvalerate, b,D-Dihydroxy-beta-methylvaleric acid, DL-Mevalonate, DL-Mevalonic acid, Hiochic acid, Mevalonate, MK 91, MVA, MVS, RS-mevalonate, RS-mevalonic acid, (R)-3,5-Dihydroxy-3-methylvaleric acid, (R)-Mevalonate, (R)-3,5-Dihydroxy-3-methylvalerate, (R)-Mevalonic acid, Mevalonic acid, Acid, mevalonic, (3R)-3,5-Dihydroxy-3-methylpentanoic acid, (3R)-Mevalonic acid, (R)-(-)-Mevalonic acid, (R)-3,5-Dihydroxy-3-methylpentanoic acid, R-Mevalonic acid, beta,delta-Dihydroxy-beta-methylvaleric acid, β,δ-Dihydroxy-β-methylvaleric acid, mevalonic acid
Substituent Name Hydroxy fatty acid, Methyl-branched fatty acid, Short-chain hydroxy acid, Branched fatty acid, Beta-hydroxy acid, Hydroxy acid, Tertiary alcohol, Monocarboxylic acid or derivatives, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Primary alcohol, Organooxygen compound, Carbonyl group, Alcohol, Aliphatic acyclic compound
Esol Class Highly soluble
Functional Groups CC(=O)O, CO
Compound Name (3R)-3,5-dihydroxy-3-methylpentanoic acid
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 148.074
Formal Charge 0.0
Monoisotopic Mass 148.074
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 148.16
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic acyclic compounds
Lipinski Rule Of 5 True
Esol 0.1606204
Inchi InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)/t6-/m1/s1
Smiles C[C@@](CCO)(CC(=O)O)O
Np Classifier Biosynthetic Pathway Fatty acids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Hydroxy fatty acids
Np Classifier Superclass Fatty Acids and Conjugates

  • 1. Outgoing r'ship FOUND_IN to/from Allium Cepa (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Bassia Scoparia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Brassica Oleracea (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Capsicum Annuum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Capsicum Frutescens (Plant) Rel Props:Source_db:fooddb_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Citrus Sinensis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Cucumis Sativus (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Daucus Carota (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Ginkgo Biloba (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/16817021
  • 10. Outgoing r'ship FOUND_IN to/from Lycopersicon Esculentum (Plant) Rel Props:Source_db:fooddb_chem_all;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Malus Domestica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Malus Pumila (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Mentha Piperita (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/5930574
  • 14. Outgoing r'ship FOUND_IN to/from Musa Paradisiaca (Plant) Rel Props:Reference:ISBN:9780896038776
  • 15. Outgoing r'ship FOUND_IN to/from Pisum Sativum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Solanum Lycopersicum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 17. Outgoing r'ship FOUND_IN to/from Solanum Tuberosum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Zea Mays (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all