(1R,2R,10R,14R,15S)-14-acetyl-13-bromo-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 119628
• Molecular Formular: C21H29BrO3
• Molecular Mass: 409.35716
• Monoisotopic Mass: 408.13000679
• SMILES: [C@]12([C@](C(CC1[C@H]1[C@H]([C@@]3(C(=CC(=O)CC3)CC1)C)CC2)Br)(C(=O)C)O)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@H]2CC[C@]2(C1CC([C@]2(O)C(=O)C)Br)C)C
• InChI: InChI=1S/C21H29BrO3/c1-12(23)21(25)18(22)11-17-15-5-4-13-10-14(24)6-8-19(13,2)16(15)7-9-20(17,21)3/h10,15-18,25H,4-9,11H2,1-3H3/t15-,16-,17?,18?,19+,20+,21-/m1/s1
• InChIKey: YDPHCPYUXBKCBQ-QNZMRSFNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,10R,14R,15S)-14-acetyl-13-bromo-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: (1R,2R,10R,14R,15S)-14-acetyl-13-bromo-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: (8R,9R,10R,13S,17R)-17-acetyl-16-bromo-17-hydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one

Database IDs

• PubChem SID: 162107701
• PubChem CID: 16394610

CALCULATED PROPERTIES

• Acid pKa: 11.948335
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.8663626
• LogD (pH = 7.4): 3.8663504
• Log P: 3.8663628
• Molar Refractivity: 101.5013 cm^3
• Polarizability: 39.685806 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true