Basic information
- CAS
1254-35-9- Standard SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=C(O)C(=O)CC[C@@H]43)[C@@H]1CC[C@@H]2OC(=O)CCC1CCCC1- InChIKey
KHKDIUPVDIEHAH-KXLSUQFWSA-N- Molecular formula
- C26H38O4
- Average molar mass
- 414.6 g/mol
- Monoisotopic mass
- 414.27700969
Overview
Oxabolone cipionate is an organic molecular entity.
Names & identifiers
- Preferred name
- Oxabolone Cipionate
- IUPAC
- [(8R,9S,10R,13S,14S,17S)-4-hydroxy-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] 3-cyclopentylpropanoate
Names & synonyms
Oxabolone cipionate1254-35-9Oxaboloni cipionasCipionate d'oxaboloneCipionato de oxabolonaEsterbol depoOxaboloni cypionasFI 5852Ossabolone cipionatoOxabolone cipionate [INN]Oxabolone 17-cyclopentanepropionateOssabolone cipionato [DCIT]
Show more names
5RXY50Q01NOxaboloni cipionas [INN-Latin]Cipionate d'oxabolone [INN-French]EINECS 215-011-8Cipionato de oxabolona [INN-Spanish]NSC-522767FI-5852OXABOLONE CIPIONATE [JAN]
Database identifiers
- CAS
1254-35-9- PubChem CID
- 68952
- DTXSID
DTXSID3046879- ChEMBL
CHEMBL2105318- ChEBI
CHEBI:31940- UNII
- 5RXY50Q01N
- EC Number
- 215-011-8
- Nikkaji
- J7.476D
Properties
Computed structural properties
- XLogP
- 5.7
- Topological polar surface area
- 63.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 733
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Endocrine DisruptorsPotential endocrine disrupting compound
Chemistry & industry
Pharmacology
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
PharmacodynamicsAndrogenic effects include enhanced secondary sexual characteristics.
Metabolism/Metabolites
The prodrug oxabolone cipionate is converted to oxabolone. Oxabolone is then metabolized into 4-Hydroxyestr-4-en-3,17-dione (M2) which is the most abundant metabolite via oxidation of the 17-hydroxyl group. 4-Hydroxyestran-3,17-dione (M1) is formed by reduction of the A ring double bond along with the oxidation of the 17-hydroxyl group. Three isomeric compounds exist as another metabolite, as the 3α,4-dihydroxy-5α-estran-17-one, 3α,4-dihydroxy-5β-estran-17-one, and 3β,4-dihydroxy-5α-estran-17-one.
Absorption, Distribution and Excretion
The metabolites and unchanged form of oxabolone can be detected in the urine.
The elimination on the first day following intravenous injection of oxabolone cipionate is slow and reaches a rapid excretion phase with the maximum urinary level in the fifth day of administration.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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