(1S,2S,5R,7S,10R,11S,13S,15S)-13-bromo-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-one

• ChemBase ID: 134278
• Molecular Formular: C19H29BrO2
• Molecular Mass: 369.33636
• Monoisotopic Mass: 368.13509217
• SMILES: C[C@]12CC[C@H](C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@H]1C[C@@H](C2=O)Br)C)O
• Canonical SMILES: O[C@@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1C[C@@H](C2=O)Br)C)C
• InChI: InChI=1S/C19H29BrO2/c1-18-7-5-12(21)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(20)17(19)22/h11-16,21H,3-10H2,1-2H3/t11-,12+,13+,14-,15-,16-,18-,19-/m0/s1
• InChIKey: CWVMWSZEMZOUPC-RWUIUEHLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5R,7S,10R,11S,13S,15S)-13-bromo-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-one
• IUPAC Traditional name: (1S,2S,5R,7S,10R,11S,13S,15S)-13-bromo-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-one
• Synonyms: 5α-Androstan-16β-bromo-3α-ol-17-one; 16β-Bromoandrosterone

Database IDs

• CAS Number: 115115-49-6
• MDL Number: MFCD00070016
• PubChem SID: 24892135; 162228555
• PubChem CID: 16219061

CALCULATED PROPERTIES

• Acid pKa: 17.860983
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.4363055
• LogD (pH = 7.4): 4.4363055
• Log P: 4.4363055
• Molar Refractivity: 91.3356 cm^3
• Polarizability: 36.15225 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada