U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C26H38O4
Molecular Weight 414.5775
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OXABOLONE CIPIONATE

SMILES

[H][C@@]12CC[C@H](OC(=O)CCC3CCCC3)[C@@]1(C)CC[C@]4([H])[C@@]5([H])CCC(=O)C(O)=C5CC[C@@]24[H]

InChI

InChIKey=KHKDIUPVDIEHAH-KXLSUQFWSA-N
InChI=1S/C26H38O4/c1-26-15-14-18-17-9-11-22(27)25(29)20(17)8-7-19(18)21(26)10-12-23(26)30-24(28)13-6-16-4-2-3-5-16/h16-19,21,23,29H,2-15H2,1H3/t17-,18-,19-,21+,23+,26+/m1/s1

HIDE SMILES / InChI

Molecular Formula C26H38O4
Molecular Weight 414.5775
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Oxabolone is a synthetic anabolic steroid. It can be formulated as the cipionate ester prodrug oxabolone cipionate. Oxabolone cypionate is a structural derivative of nandrolone. It differs via the additional 4-hydroxyl group that is attached, therefore making oxabolone cypionate 4-hydroxynandrolone. Oxabolone is on the World Anti-Doping Agency's list of prohibited substances, and is therefore banned from use in most major sports. Oxabolone cypionate is a relatively rare drug that was once produced in Europe for human use. Was used for the treatment of osteoporosis. It is no longer produced by pharmaceutical companies; Upjohn and Pharmacia were the primary producers of it previously.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown
Primary
Steranabol

PubMed

Sample Use Guides

In Vivo Use Guide
The recommended dosage is 100-300 mg/week for about 6-12 weeks
Route of Administration: Intramuscular
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
5RXY50Q01N
Record Status Validated (UNII)
Record Version