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

General Information of Drug (ID: DR3539)
Drug Name
Nestorone
Synonyms Nestorone; Nestorone MDTS; Nestorone metered dose transdermal system; Nestorone transdermal spray, Acrux; ST-1435; Nestorone transdermal spray, Population Council/Acrux
Indication Endometriosis [ICD11: GA10] Phase 3 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 370.5 Topological Polar Surface Area 60.4
Heavy Atom Count 27 Rotatable Bond Count 3
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
108059
CAS Number
-35-5
TTD Drug ID
D02HUB
Formula
C23H30O4
Canonical SMILES
CC(=O)[C@]1(C(=C)C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@H]34)C)OC(=O)C
InChI
InChI=1S/C23H30O4/c1-13-11-21-20-7-5-16-12-17(26)6-8-18(16)19(20)9-10-22(21,4)23(13,14(2)24)27-15(3)25/h12,18-21H,1,5-11H2,2-4H3/t18-,19+,20+,21-,22-,23-/m0/s1
InChIKey
CKFBRGLGTWAVLG-GOMYTPFNSA-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
17alpha-deacetylsegesterone acetate DM019190 N. A. Oxidation - Deacetylation 1 [3]
20alpha?-dihydrosegesterone acetate DM016863
165412005
Reduction - Reduction 1 [3]
3alpha, 5alpha-tetrahydrosegesterone acetate DM016789
155804683
Reduction - Reduction 1 [3]
3beta, 5alpha-tetrahydrosegesterone acetate DM016793
155804766
Reduction - Reduction 1 [3]
4, 5-dihydro-17alpha-deacetylsegesterone acetate DM019191 N. A. Oxidation - Deacetylation 1 [3]
5alpha-dihydrosegesterone acetate DM016792
155804711
Reduction - Reduction 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR011669 Nestorone 5alpha-dihydrosegesterone acetate Reduction - Reduction CYP3A4 [3]
MR011670 Nestorone 20alpha?-dihydrosegesterone acetate Reduction - Reduction CYP3A4 [3]
MR011671 Nestorone 3alpha, 5alpha-tetrahydrosegesterone acetate Reduction - Reduction CYP3A4 [3]
MR011672 Nestorone 3beta, 5alpha-tetrahydrosegesterone acetate Reduction - Reduction Unclear [3]
MR011673 Nestorone 17alpha-deacetylsegesterone acetate Oxidation - Deacetylation Unclear [3]
MR011674 Nestorone 4, 5-dihydro-17alpha-deacetylsegesterone acetate Oxidation - Deacetylation Unclear [3]
⏷ Show the Full List of 6 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 ClinicalTrials.gov (NCT00455156) Study of the Safety, Efficacy and Cycle Control of a Contraceptive Vaginal Ring. U.S. National Institutes of Health.
2 DrugBank(Pharmacology-Metabolism):Nestorone
3 Nestorone? as a Novel Progestin for Nonoral Contraception: Structure-Activity Relationships and Brain Metabolism Studies

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