Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR5310)
Drug Name
Pitavastatin
Synonyms
Pitavastatin; Itavastatin; Livalo; NK 104; Pitavastatin [INN]; Pitavastatin calcium; UNII-M5681Q5F9P; NK-104; C25H24FNO4; M5681Q5F9P; Zypitamag; Flovas; (3R,5S,6E)-7-(2-Cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoic acid; P 872441; P-872441; (3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoic acid; ( )-(3R,5S,6E)-7-(2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolyl)-3,5-dihydroxy-6-heptenoic acid; NK 104 (acid); Pitavastatin calcium (JAN)
Indication Hypertriglyceridaemia [ICD11: 5C80] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 421.5 Topological Polar Surface Area 90.6
Heavy Atom Count 31 Rotatable Bond Count 8
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
5282452
ChEBI ID
CHEBI:32020
CAS Number
147511-69-1
Formula
C25H24FNO4
Canonical SMILES
C1CC1C2=NC3=CC=CC=C3C(=C2C=CC(CC(CC(=O)O)O)O)C4=CC=C(C=C4)F
InChI
InChI=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
InChIKey
VGYFMXBACGZSIL-MCBHFWOFSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
M-3-ether-Glu-2 DM016870
167996282
Oxidation - Oxidation 1 [4]
Pitavastatin metabolite M-14 DM017526 N. A. Oxidation - Oxidation 1 [4]
Pitavastatin metabolite M-3 DM015956
18954763
Oxidation - Oxidation 1 [4]
Pitavastatin metabolite M-4 DM016707
144225105
Unclear - Unclear 1 [4]
Pitavastatin metabolite M-6 DM017527 N. A. Unclear - Unclear 1 [4]
Pitavastatin metabolite M-8 DM016006
22392019
Unclear - Unclear 1 [4]
Pitavastatin-ester-Glu DM017521 N. A. Unclear - Unclear 1 [4]
M-3-ether-Glu-1 DM017525 N. A. Unclear - Unclear 2 [4]
M-3-ether-Glu-2 DM016870
167996282
Unclear - Unclear 2 [4]
M-4-ester-Glu-1 DM017524 N. A. Unclear - Unclear 2 [4]
M-4-ester-Glu-2 DM017523 N. A. Unclear - Unclear 2 [4]
Pitavastatin lactone DM002881
9801294
Unclear - Unclear 2 [4]
M-4 lactone DM016705
142963703
Unclear - Unclear 3 [4]
Pitavastatin lactone-ether-Glu DM017522 N. A. Unclear - Unclear 3 [4]
⏷ Show the Full List of 14  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008857 Pitavastatin Pitavastatin-ester-Glu Unclear - Unclear Unclear [4]
MR008860 Pitavastatin Pitavastatin metabolite M-4 Unclear - Unclear Unclear [4]
MR008864 Pitavastatin Pitavastatin metabolite M-3 Oxidation - Oxidation CYP3A4 [4]
MR008867 Pitavastatin Pitavastatin metabolite M-14 Oxidation - Oxidation CYP2D6 [4]
MR008868 Pitavastatin Pitavastatin metabolite M-13 Oxidation - Oxidation CYP2C8 ... [4]
MR008869 Pitavastatin Pitavastatin metabolite M-6 Unclear - Unclear Unclear [4]
MR008870 Pitavastatin Pitavastatin metabolite M-8 Unclear - Unclear Unclear [4]
MR008865 Pitavastatin metabolite M-3 M-3-ether-Glu-1 Unclear - Unclear Unclear [4]
MR008866 Pitavastatin metabolite M-3 M-3-ether-Glu-2 Unclear - Unclear Unclear [4]
MR008861 Pitavastatin metabolite M-4 M-4-ester-Glu-2 Unclear - Unclear Unclear [4]
MR008863 Pitavastatin metabolite M-4 M-4-ester-Glu-1 Unclear - Unclear Unclear [4]
MR008858 Pitavastatin-ester-Glu Pitavastatin lactone Unclear - Unclear Unclear [4]
MR008862 M-4-ester-Glu-2 M-4 lactone Unclear - Unclear Unclear [4]
MR008859 Pitavastatin lactone Pitavastatin lactone-ether-Glu Unclear - Unclear Unclear [4]
⏷ Show the Full List of 14 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[2]
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[3] , [4]
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[2]
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[3] , [4]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
UDP-glucuronosyltransferase 1A3 (UGT1A3) DME0041 Homo sapiens
UD13_HUMAN
2.4.1.17
[5]
UDP-glucuronosyltransferase 2B7 (UGT2B7) DME0040 Homo sapiens
UD2B7_HUMAN
2.4.1.17
[5]
⏷ Show the Full List of 8  DME(s)
References
1 Pitavastatin was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 CYP2C76-mediated species difference in drug metabolism: a comparison of pitavastatin metabolism between monkeys and humans
3 Metabolic fate of pitavastatin (NK-104), a new inhibitor of 3-hydroxy-3-methyl-glutaryl coenzyme A reductase. Effects on drug-metabolizing systems in rats and humans
4 Metabolic fate of pitavastatin, a new inhibitor of HMG-CoA reductase: similarities and difference in the metabolism of pitavastatin in monkeys and humans
5 DrugBank(Pharmacology-Metabolism):Pitavastatin

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