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

General Information of Drug (ID: DR0997)
Drug Name
Lynestrenol
Synonyms
Linestrenol; Linestrenol [INN-Spanish]; Linestrenolo [DCIT]; Lynenol; Lynestrenolum [INN-Latin]; Lynoestrenol; Lynoestrenol [Progestins]; Lynstranol; Endometril; Ethinyl oestrenol; Ethinylestrenol; Ethinyloestranol; Ethynloestrenol; Ethynylestrenol; Exluten; Exlution; Exluton; Exlutona; IND 1006; LYNESTRENOL; Org 485-50; Orgametil; Orgametril; Orgametrol; 17-alpha-Ethynylestrenol; 17-alpha-Ethynyloestrenol; 17alpha-Ethynylestrenol; 3-Desoxynorlutin; 52-76-6; CCRIS 9093; EINECS 200-151-4; NSC 37725; NSC-37725; UNII-N2Z8ALG4U5
Indication Transsexualism [ICD11: HA60] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 284.4 Topological Polar Surface Area 20.2
Heavy Atom Count 21 Rotatable Bond Count 1
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
Cross-matching ID
PubChem CID
5857
ChEBI ID
CHEBI:31790
CAS Number
52-76-6
Formula
C20H28O
Canonical SMILES
CC12CCC3C(C1CCC2(C#C)O)CCC4=CCCCC34
InChI
1S/C20H28O/c1-3-20(21)13-11-18-17-9-8-14-6-4-5-7-15(14)16(17)10-12-19(18,20)2/h1,6,15-18,21H,4-5,7-13H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1
InChIKey
YNVGQYHLRCDXFQ-XGXHKTLJSA-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
Norethisterone DM002627
6230
Unclear 1 [2]
Lynestrenol metabolite M1/Lynestrenol metaboliteM2 DM002628 N. A. Oxidation - Hydroxylation 2 [2]
Lynestrenol metabolite M4 DM002630 N. A. Oxidation - Dehydrogenation 2 [2]
Lynestrenol metabolite M3 DM002629 N. A. Oxidation - Dihydroxylation 3 [2]
Lynestrenol metabolite M4 DM002630 N. A. Unclear 3 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001609 Lynestrenol Norethindrone Unclear CYP3A4 ... [2]
MR001605 Norethindrone Lynestrenol metabolite M1/Lynestrenol metaboliteM2 Oxidation - Hydroxylation CYP3A4 ... [2]
MR001606 Norethindrone Lynestrenol metabolite M4 Oxidation - Dehydrogenation CYP3A4 [2]
MR001607 Lynestrenol metabolite M1/Lynestrenol metaboliteM2 Lynestrenol metabolite M3 Oxidation - Dihydroxylation CYP3A4 [2]
MR001608 Lynestrenol metabolite M1/Lynestrenol metaboliteM2 Lynestrenol metabolite M4 Unclear CYP3A4 [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[2]
References
1 ClinicalTrials.gov (NCT01065220) Sex Steroids and the Serotonin Transporter.
2 Identification of the human cytochrome P450 enzymes involved in the in vitro biotransformation of lynestrenol and norethindrone. J Steroid Biochem Mol Biol. 2008 May;110(1-2):56-66.

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.