(1S,2R,5R,10S,11S,14S,15S)-14-acetyl-9-bromo-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-yl acetate

• ChemBase ID: 162741
• Molecular Formular: C23H33BrO3
• Molecular Mass: 437.41032
• Monoisotopic Mass: 436.16130692
• SMILES: C1[C@H](CC2=CC([C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3CC[C@@H]1C(=O)C)C)Br)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1CC[C@]2(C(=CC([C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2C(=O)C)C)Br)C1)C
• InChI: InChI=1S/C23H33BrO3/c1-13(25)17-5-6-18-21-19(8-10-23(17,18)4)22(3)9-7-16(27-14(2)26)11-15(22)12-20(21)24/h12,16-21H,5-11H2,1-4H3/t16-,17-,18+,19+,20?,21+,22+,23-/m1/s1
• InChIKey: XBASGDGJPXJCNL-QONKENNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5R,10S,11S,14S,15S)-14-acetyl-9-bromo-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl acetate
• IUPAC Traditional name: (1S,2R,5R,10S,11S,14S,15S)-14-acetyl-9-bromo-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl acetate
• Synonyms: (3β)-3-(Acetyloxy)-7-bromo-pregn-5-en-20-one; 7-Bromo-3β-hydroxy-pregn-5-en-20-one Acetate; 7-Bromo-3-O-acetyl Pregnenolone

Database IDs

• CAS Number: 114417-65-1
• PubChem SID: 162256876
• PubChem CID: 71314211

CALCULATED PROPERTIES

• H Donor: 0
• LogD (pH = 5.5): 4.4097137
• LogD (pH = 7.4): 4.4097137
• Log P: 4.4097137
• Molar Refractivity: 110.3812 cm^3
• Polarizability: 43.412945 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 19.40303
• H Acceptors: 2

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Light Grey Solid
• Melting Point: 125-127°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B679320

DHEA (Dehydroepiandrosterone) derivative, useful due to their cosmetic use.