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CHEBI:39548 - atorvastatin

ChEBI IDCHEBI:39548
ChEBI Nameatorvastatin
Stars
DefinitionA dihydroxy monocarboxylic acid that is a member of the drug class known as statins, used primarily for lowering blood cholesterol and for preventing cardiovascular diseases.
Secondary ChEBI IDsCHEBI:2910, CHEBI:39538, CHEBI:94450
Last Modified4 October 2024
DownloadsMolfile
FormulaC33H35FN2O5
Net Charge0
Average Mass558.650
Monoisotopic Mass558.25300
SMILESCC(C)c1c(C(=O)Nc2ccccc2)c(-c2ccccc2)c(-c2ccc(F)cc2)n1CC[C@@H](O)C[C@@H](O)CC(=O)O
InChIInChI=1S/C33H35FN2O5/c1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40/h3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40)/t26-,27-/m1/s1
InChIKeyXUKUURHRXDUEBC-KAYWLYCHSA-N
Wikipedia
Roles Classification
Chemical Roles:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
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)
atorvastatin (CHEBI:39548) has functional parent heptanoic acid (CHEBI:45571)
atorvastatin (CHEBI:39548) has role environmental contaminant (CHEBI:78298)
atorvastatin (CHEBI:39548) has role xenobiotic (CHEBI:35703)
atorvastatin (CHEBI:39548) is a aromatic amide (CHEBI:62733)
atorvastatin (CHEBI:39548) is a dihydroxy monocarboxylic acid (CHEBI:35972)
atorvastatin (CHEBI:39548) is a monofluorobenzenes (CHEBI:83575)
atorvastatin (CHEBI:39548) is a pyrroles (CHEBI:26455)
atorvastatin (CHEBI:39548) is a statin (synthetic) (CHEBI:87635)
atorvastatin (CHEBI:39548) is conjugate acid of atorvastatin(1−) (CHEBI:50690)
Incoming Relation(s)
atorvastatin(1−) (CHEBI:50690) is conjugate base of atorvastatin (CHEBI:39548)
IUPAC Name 
(3R,5R)-7-[3-(anilinocarbonyl)-5-(4-fluorophenyl)-4-phenyl-2-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoic acid
INNs  Source
atorvastatinChemIDplus
atorvastatinaChEBI
atorvastatineChEBI
atorvastatinumChEBI
Synonyms  Source
AtorvastatinKEGG COMPOUND
(R-(R*,R*))-2-(4-Fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-1H-pyrrole-1-heptanoic acidChemIDplus
7-[2-(4-FLUORO-PHENYL)-5-ISOPROPYL-3-PHENYL-4-PHENYLCARBAMOYL-PYRROL-1-YL]-3,5-DIHYDROXY-HEPTANOIC ACIDPDBeChem
Brand Names  Source
AtorlipChEBI
AtorpicDrugBank
LiprimarDrugBank
Manual XrefsDatabases
C06834KEGG COMPOUND
117PDBeChem
D07474KEGG DRUG
DB01076DrugBank
EP409281Patent
US5273995Patent
AtorvastatinWikipedia
HMDB0005006HMDB
LSM-5771LINCS
257DrugCentral
Registry NumbersSources
Beilstein:8373630Beilstein
Reaxys:8373630Reaxys
CAS:134523-00-5KEGG COMPOUND
CAS:134523-00-5ChemIDplus
Citations