(1S,2R,9R,10R,11S,14S,15S)-14-hydroxy-9,14,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 174613
• Molecular Formular: C20H30O2
• Molecular Mass: 302.451
• Monoisotopic Mass: 302.2245802
• SMILES: C1C(=O)C=C2[C@H](C1)[C@@H]1[C@@H]([C@@H](C2)C)[C@H]2[C@](CC1)([C@](CC2)(O)C)C
• Canonical SMILES: O=C1CC[C@H]2C(=C1)C[C@H]([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C20H30O2/c1-12-10-13-11-14(21)4-5-15(13)16-6-8-19(2)17(18(12)16)7-9-20(19,3)22/h11-12,15-18,22H,4-10H2,1-3H3/t12-,15+,16-,17+,18-,19+,20+/m1/s1
• InChIKey: PTQMMNYJKCSPET-OMHQDGTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,9R,10R,11S,14S,15S)-14-hydroxy-9,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: mibolerone
• Synonyms: (7α,17β)-17-Hydroxy-7,17-dimethylestr-4-en-3-one; 7α,17α-Dimethyl-19-nortestosterone; U-10997; Cheque; Mibolerone

Database IDs

• CAS Number: 3704-09-4
• PubChem SID: 164230523
• PubChem CID: 251636

CALCULATED PROPERTIES

• Acid pKa: 19.615196
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.6329718
• LogD (pH = 7.4): 3.632972
• Log P: 3.632972
• Molar Refractivity: 89.1415 cm^3
• Polarizability: 35.103523 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 168-171°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - M342000

Synthetic anabolic steroid related to testosterone.Controlled substance (anabolic steroid).

REFERENCES

• Campbell, J.A., et al.: Steroids, 1, 317 (1963)
• Hamlin, W.E., et al.: J. Pharm. Sci., 54, 1651 (1963)
• Sokolowski, J.H., et al.: J. Am. Vet. Med. Assoc., 173, 983 (1963)