Dimethandrolone buciclate

Dimethandrolone buciclate (developmental code name CDB-4386A), or dimethandrolone bucyclate, also known as 7α,11β-dimethyl-19-nortestosterone 17β-buciclate, is a synthetic anabolic–androgenic steroid (AAS) and a derivative of nandrolone (19-nortestosterone) which was developed by the Contraceptive Development Branch (CDB) of the National Institute of Child Health and Human Development (NICHD) and has not been marketed at this time. It is an androgen ester – specifically, the C17β buciclate (4-butylcyclohexane-1-carboxylate) ester of dimethandrolone, (7α,11β-dimethyl-19-nortestosterone) – and acts as a prodrug of dimethandrolone in the body. Dimethandrolone buciclate is or was under investigation as a potential male contraceptive.

Dimethandrolone buciclate
Clinical data
Other namesCDB-4386A; 7α,11β-Dimethyl-19-nortestosterone 17β-buciclate
Routes of
administration
Intramuscular injection
Drug classAndrogen; Anabolic steroid; Androgen ester; Progestogen
Identifiers
  • (1S,2R,9R,10R,11S,14S,15S,17S)-9,15,17-Trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl 4-butylcyclohexane-1-carboxylate
PubChem CID
Chemical and physical data
FormulaC31H48O3
Molar mass468.722 g·mol−1
3D model (JSmol)
SMILES
  • [H][C@]12CCC(=O)C=C1C[C@@H](C)[C@H]1[C@@H]3CC[C@H](OC(=O)C4CCC(CCCC)CC4)[C@@]3(C)C[C@H](C)[C@H]21
  • InChI=1S/C31H48O3/c1-5-6-7-21-8-10-22(11-9-21)30(33)34-27-15-14-26-29-19(2)16-23-17-24(32)12-13-25(23)28(29)20(3)18-31(26,27)4/h17,19-22,25-29H,5-16,18H2,1-4H3/t19-,20+,21?,22?,25?,26+,27+,28-,29+,31?/m1/s1
  • Key:SQABEAOHFNPHNY-QFAUYDRKSA-N
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