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

General Information of Drug (ID: DR1129)
Drug Name
Nandrolone
Synonyms
Nandrolon; Nandrolona; Nandrolona [INN-Spanish]; Nandrolonum; Nandrolonum [INN-Latin]; Norandrostenolon; Norandrostenolone; Nortestonate; Nortestosterone; Nortestosteronum; Oestrenolon; nandrolone; (17-beta)-17-Hydroxyestr-4-en-3-one; Menidrabol; (17beta)-17-hydroxyestr-4-en-3-one; 17-beta-Hydroestr-4-en-3-one; 17beta-Hydroxy-19-nor-4-androsten-3-one; 17beta-Hydroxy-4-estren-3-one; 17beta-hydroxyestr-4-en-3-one; 19-Norandrostenolone; 19-Nortestosterone; 4-Estren-17beta-ol-3-one; 434-22-0; HSDB 3368; NSC 3351; UNII-6PG9VR430D
Indication Osteoporosis [ICD11: FB83] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 274.4 Topological Polar Surface Area 37.3
Heavy Atom Count 20 Rotatable Bond Count 0
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
9904
PubChem SID
9463 ; 7980080 ; 8157151 ; 12146096 ; 14718104 ; 14771089 ; 24870216 ; 24886700 ; 24897817 ; 29215354 ; 29228461 ; 46386764 ; 48416309 ; 49965900 ; 50531284 ; 53788175 ; 57325858 ; 57650818 ; 57652521 ; 83613872 ; 85148374 ; 85300761 ; 92308394 ; 92714065 ; 96024938 ; 103202464 ; 103980273 ; 104321851 ; 121363640 ; 124658841 ; 124813376 ; 124892176 ; 126524638 ; 126624424 ; 126655692 ; 126688604 ; 128733950 ; 134338180 ; 134974495 ; 137006447 ; 144089075 ; 144206718 ; 144206750 ; 144208410 ; 152034352 ; 162222852 ; 163686430 ; 164763232 ; 164788571 ; 170466348
ChEBI ID
ChEBI:7466
CAS Number
434-22-0
TTD Drug ID
D00YWP
Formula
C18H26O2
Canonical SMILES
CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34
InChI
1S/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-17,20H,2-9H2,1H3/t13-,14+,15+,16-,17-,18-/m0/s1
InChIKey
NPAGDVCDWIYMMC-IZPLOLCNSA-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
Norandrosterone DM004530
10016318
Unclear 1 [3] , [4]
Noretiocholanolone DM004532 N. A. Unclear 1 [3]
Norandrosterone di-TMS DM004531 N. A. Unclear 2 [4]
Noretiocholanolone di-TMS DM004533 N. A. Unclear 2 [4] , [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004857 Nandrolone Norandrosterone Unclear Unclear [3], [4]
MR004859 Nandrolone Noretiocholanolone Unclear Unclear [3]
MR004858 Norandrosterone Norandrosterone di-TMS Unclear Unclear [4]
MR004860 Noretiocholanolone di-TMS Noretiocholanolone di-TMS Unclear Unclear [4], [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Aromatase (CYP19A1) DME0002 Homo sapiens
CP19A_HUMAN
1.14.14.14
[2]
References
1 Nandrolone was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Aromatization of testosterone and 19-nortestosterone by a single enzyme from equine testicular microsomes. Differences from human placental aromatase. J Steroid Biochem. 1988 Jan;29(1):119-25.
3 Detection of nandrolone metabolites in urine after a football game in professional and amateur players: a Bayesian comparison
4 Concentrations of nandrolone metabolites in urine after the therapeutic administration of an ophthalmic solution

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