Pravastatin sodium (CHEM019572)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 06:17:37 UTC
Update Date2016-11-09 01:16:01 UTC
Accession NumberCHEM019572
Identification
Common NamePravastatin sodium
ClassSmall Molecule
DescriptionAn organic sodium salt that is the sodium salt of pravastatin. A reversible inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA), it is used for lowering cholesterol and preventing cardiovascular disease. It is one of the lower potency statins, but has the advantage of fewer side effects compared with lovastatin and simvastatin.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CS-514Kegg
PravacholKegg
apo-PravastatinMeSH
Apotex brand OF pravastatin sodiumMeSH
EptastatinMeSH
Linson pharma brand OF pravastatin sodiumMeSH
LiplatMeSH
LipostatMeSH
Nu-pharma brand OF pravastatin sodiumMeSH
PrareductMeSH
Pravastatin tert-octylamine saltMeSH
RMS 431MeSH
sankyo Brand OF pravastatin sodiumMeSH
Sodium salt, pravastatinMeSH
apo PravastatinMeSH
Aventis brand OF pravastatin sodiumMeSH
Bristol-myers squibb brand OF pravastatin sodiumMeSH
Juste brand OF pravastatin sodiumMeSH
MevalotinMeSH
PravastatinMeSH
Pravastatin monosodium salt, (6 beta)-isomerMeSH
Pravastatin sodium saltMeSH
Pravastatin, (6 beta)-isomerMeSH
RMS-431MeSH
Squibb brand OF pravastatin sodiumMeSH
VastenMeSH
ElisorMeSH
Lin pravastatinMeSH
Nu-pravastatinMeSH
PravasinMeSH
BristacolMeSH
Esteve brand OF pravastatin sodiumMeSH
Lin-pravastatinMeSH
LipemolMeSH
Nu pravastatinMeSH
PravacolMeSH
Pravastatin tert octylamine saltMeSH
SelektineMeSH
Chemical FormulaC23H35NaO7
Average Molecular Mass446.510 g/mol
Monoisotopic Mass446.228 g/mol
CAS Registry Number81131-70-6
IUPAC Namesodium (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
Traditional Namesodium pravastatin(1-)
SMILES[Na+].[H][C@@](O)(CC[C@@]1([H])[C@@]([H])(C)C=CC2=C[C@@]([H])(O)C[C@]([H])(OC(=O)[C@@]([H])(C)CC)[C@]12[H])C[C@@]([H])(O)CC([O-])=O
InChI IdentifierInChI=1S/C23H36O7.Na/c1-4-13(2)23(29)30-20-11-17(25)9-15-6-5-14(3)19(22(15)20)8-7-16(24)10-18(26)12-21(27)28;/h5-6,9,13-14,16-20,22,24-26H,4,7-8,10-12H2,1-3H3,(H,27,28);/q;+1/p-1/t13-,14-,16+,17+,18+,19-,20-,22-;/m0./s1
InChI KeyVWBQYTRBTXKKOG-IYNICTALSA-M
Chemical Taxonomy
Description belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassMedium-chain hydroxy acids and derivatives
Direct ParentMedium-chain hydroxy acids and derivatives
Alternative Parents
Substituents
  • Medium-chain hydroxy acid
  • Medium-chain fatty acid
  • Beta-hydroxy acid
  • Fatty acid ester
  • Hydroxy fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Carboxylic acid ester
  • Carboxylic acid salt
  • Secondary alcohol
  • Organic alkali metal salt
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Organic sodium salt
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Carbonyl group
  • Organic oxygen compound
  • Organic salt
  • Organic zwitterion
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.19 g/LALOGPS
logP1.87ALOGPS
logP1.65ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)4.21ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area127.12 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity124.44 m³·mol⁻¹ChemAxon
Polarizability45.58 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-1009800000-4fec1bf94423dcf693a7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-3019200000-ed7478271e8796a88760Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a73-9035000000-4647415829560fbfb5acSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0003900000-6dbd0e2697f43e31ebfeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-4209600000-07cb1c38e38e15bb1808Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0kkc-9385000000-e6c313285b0581bb5b4eSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT000146
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkParvaststin
Chemspider IDNot Available
ChEBI ID8361
PubChem Compound ID54692
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1425808
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1680649
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=1926908