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CHEBI:32020 - pitavastatin

ChEBI IDCHEBI:32020
ChEBI Namepitavastatin
Stars
DefinitionA dihydroxy monocarboxylic acid that is (6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]hept-6-enoic acid in which the two hydroxy groups are located at positions 3 and 5 (the 3R,5S-stereoisomer). Used as its calcium salt for treatment of hypercholesterolemia (elevated levels of cholesterol in the blood) on patients unable to sufficiently lower their cholesterol levels by diet and exercise.
Last Modified22 February 2017
DownloadsMolfile
FormulaC25H24FNO4
Net Charge0
Average Mass421.468
Monoisotopic Mass421.16894
SMILESO=C(O)C[C@H](O)C[C@H](O)/C=C/c1c(C2CC2)nc2ccccc2c1-c1ccc(F)cc1
InChIInChI=1S/C25H24FNO4/c26-17-9-7-15(8-10-17)24-20-3-1-2-4-22(20)27-25(16-5-6-16)21(24)12-11-18(28)13-19(29)14-23(30)31/h1-4,7-12,16,18-19,28-29H,5-6,13-14H2,(H,30,31)/b12-11+/t18-,19-/m1/s1
InChIKeyVGYFMXBACGZSIL-MCBHFWOFSA-N
Wikipedia
Roles Classification
Chemical Roles:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor  Any EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that inhibits HMG-CoA reductases. Hydroxymethylglutaryl-CoA reductase inhibitors have been shown to lower directly cholesterol synthesis. The Enzyme Commission designation is EC 1.1.1.34 for the NADPH-dependent enzyme and EC 1.1.1.88 for an NADH-dependent enzyme.
Application:
anticholesteremic drug  A substance used to lower plasma cholesterol levels.
ChEBI Ontology
Outgoing Relation(s)
pitavastatin (CHEBI:32020) has role antioxidant (CHEBI:22586)
pitavastatin (CHEBI:32020) is a cyclopropanes (CHEBI:51454)
pitavastatin (CHEBI:32020) is a dihydroxy monocarboxylic acid (CHEBI:35972)
pitavastatin (CHEBI:32020) is a monofluorobenzenes (CHEBI:83575)
pitavastatin (CHEBI:32020) is a quinolines (CHEBI:26513)
pitavastatin (CHEBI:32020) is a statin (synthetic) (CHEBI:87635)
pitavastatin (CHEBI:32020) is conjugate acid of pitavastatin(1−) (CHEBI:71260)
Incoming Relation(s)
pitavastatin(1−) (CHEBI:71260) is conjugate base of pitavastatin (CHEBI:32020)
IUPAC Name 
(3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoic acid
INNs  Source
pitavastatinumWHO MedNet
pitavastatinWHO MedNet
pitavastatineWHO MedNet
pitavastatiaWHO MedNet
Synonyms  Source
NK-104ChemIDplus
NK 104ChemIDplus
Manual XrefsDatabases
C13334KEGG COMPOUND
US2012016129Patent
US2011269962Patent
EP2141155Patent
HMDB0041991HMDB
PitavastatinWikipedia
2214DrugCentral
Registry NumbersSources
Reaxys:7257773Reaxys
CAS:147511-69-1ChemIDplus
Citations