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

General Information of Drug (ID: DR5959)
Drug Name
Clomiphene citrate
Synonyms Clomid; Milophene; Serophene
Indication Female infertility [ICD11: GA31] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 598.1 Topological Polar Surface Area 145
Heavy Atom Count 42 Rotatable Bond Count 14
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 9
Cross-matching ID
PubChem CID
3033832
CAS Number
7619-53-6
TTD Drug ID
D0I5WB
Formula
C32H36ClNO8
Canonical SMILES
CCN(CC)CCOC1=CC=C(C=C1)/C(=C(/C2=CC=CC=C2)\\Cl)/C3=CC=CC=C3.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
InChI
InChI=1S/C26H28ClNO.C6H8O7/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-18H,3-4,19-20H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25-;
InChIKey
PYTMYKVIJXPNBD-OQKDUQJOSA-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
(E)-4-OH-CLOM DM015395
3036167
Unclear - Unclear 1 [2]
(E)-CLOM-NO DM015587
9979613
Unclear - Unclear 1 [2]
(E)-DDE-CLOM DM015460
5466857
Unclear - Unclear 1 [2]
(E)-DE-CLOM DM015685
10452231
Unclear - Unclear 1 [2]
(Z)-CLOM-NO DM015397
3037789
Unclear - Unclear 1 [2]
(Z)-DE-CLOM DM016029
23728496
Unclear - Unclear 1 [2]
(E)-4-OH-DE-CLOM DM016567
129015238
Unclear - Unclear 2 [2]
(E)-DDE-CLOM DM015460
5466857
Unclear - Unclear 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008656 Clomiphene citrate (E)-DE-CLOM Unclear - Unclear CYP3A4 ... [2]
MR008659 Clomiphene citrate (E)-4-OH-CLOM Unclear - Unclear CYP2D6 ... [2]
MR008661 Clomiphene citrate (E)-CLOM-NO Unclear - Unclear Unclear [2]
MR008662 Clomiphene citrate (E)-DDE-CLOM Unclear - Unclear CYP2D6 ... [2]
MR008663 Clomiphene citrate (Z)-CLOM-NO Unclear - Unclear Unclear [2]
MR008664 Clomiphene citrate (Z)-DE-CLOM Unclear - Unclear CYP2D6 ... [2]
MR008660 (E)-4-OH-CLOM (E)-4-OH-DE-CLOM Unclear - Unclear CYP3A4 ... [2]
MR008657 (E)-DE-CLOM (E)-DDE-CLOM Unclear - Unclear CYP2D6 ... [2]
MR008658 (E)-DE-CLOM (E)-4-OH-DE-CLOM Unclear - Unclear CYP2D6 ... [2]
⏷ Show the Full List of 9 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2B6 (CYP2B6) DME0020 Homo sapiens
CP2B6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[2]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[2]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[2]
⏷ Show the Full List of 7  DME(s)
References
1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
2 Genetic polymorphism of cytochrome P450 2D6 determines oestrogen receptor activity of the major infertility drug clomiphene via its active metabolites
3 Effect of the CYP2D6*10 allele on the pharmacokinetics of clomiphene and its active metabolites

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