Identification
NameMevalonic acid
Accession NumberDB03518  (EXPT02156)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
Synonyms
(R)-3,5-dihydroxy-3-methylvaleric acid
(R)-mevalonate
(R)-mevalonic acid
3,5-Dihydroxy-3-methylvaleric acid
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIIS5UOB36OCZ
CAS number150-97-0
WeightAverage: 148.1571
Monoisotopic: 148.073558872
Chemical FormulaC6H12O4
InChI KeyKJTLQQUUPVSXIM-ZCFIWIBFSA-N
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
IUPAC Name
(3R)-3,5-dihydroxy-3-methylpentanoic acid
SMILES
C[C@@](O)(CCO)CC(O)=O
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
3-hydroxy-3-methylglutaryl-coenzyme A reductaseProteinunknownNot AvailablePseudomonas mevaloniiP13702 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility414.0 mg/mLALOGPS
logP-0.9ALOGPS
logP-1.1ChemAxon
logS0.45ALOGPS
pKa (Strongest Acidic)4.38ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity34.51 m3·mol-1ChemAxon
Polarizability14.57 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.6094
Blood Brain Barrier+0.9005
Caco-2 permeable-0.5577
P-glycoprotein substrateSubstrate0.5453
P-glycoprotein inhibitor INon-inhibitor0.9838
P-glycoprotein inhibitor IINon-inhibitor0.9349
Renal organic cation transporterNon-inhibitor0.9163
CYP450 2C9 substrateNon-substrate0.7833
CYP450 2D6 substrateNon-substrate0.8676
CYP450 3A4 substrateNon-substrate0.6005
CYP450 1A2 substrateNon-inhibitor0.6904
CYP450 2C9 inhibitorNon-inhibitor0.8174
CYP450 2D6 inhibitorNon-inhibitor0.9133
CYP450 2C19 inhibitorNon-inhibitor0.887
CYP450 3A4 inhibitorNon-inhibitor0.9382
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9486
Ames testNon AMES toxic0.9237
CarcinogenicityNon-carcinogens0.8237
BiodegradationReady biodegradable0.9565
Rat acute toxicity1.1053 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9789
hERG inhibition (predictor II)Non-inhibitor0.9067
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentHydroxy fatty acids
Alternative ParentsShort-chain hydroxy acids and derivatives / Methyl-branched fatty acids / Beta hydroxy acids and derivatives / Tertiary alcohols / Monocarboxylic acids and derivatives / Carboxylic acids / Primary alcohols / Hydrocarbon derivatives / Carbonyl compounds
SubstituentsHydroxy 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
Molecular FrameworkAliphatic acyclic compounds
External Descriptorsmevalonic acid (CHEBI:17710 ) / Hydroxy fatty acids (LMFA01050352 )

Targets

Kind
Protein
Organism
Pseudomonas mevalonii
Pharmacological action
unknown
General Function:
Hydroxymethylglutaryl-coa reductase activity
Specific Function:
P.mevalonii can use mevalonate as sole carbon source. With this enzyme mevalonate is deacetylated to HMG-CoA.
Gene Name:
mvaA
Uniprot ID:
P13702
Molecular Weight:
45589.915 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Drug created on June 13, 2005 07:24 / Updated on June 23, 2017 10:14