(1R,2S,5R,7S,10S,14R,15S)-14-acetyl-5,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-17-one

• ChemBase ID: 119634
• Molecular Formular: C21H32O4
• Molecular Mass: 348.47638
• Monoisotopic Mass: 348.2300595
• SMILES: [C@]12([C@](CCC1[C@H]1[C@H]([C@@]3([C@@H](CC1)C[C@@H](CC3)O)C)C(=O)C2)(C(=O)C)O)C
• Canonical SMILES: O[C@@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@H]2C(=O)C[C@]2(C1CC[C@]2(O)C(=O)C)C)C
• InChI: InChI=1S/C21H32O4/c1-12(22)21(25)9-7-16-15-5-4-13-10-14(23)6-8-19(13,2)18(15)17(24)11-20(16,21)3/h13-16,18,23,25H,4-11H2,1-3H3/t13-,14+,15-,16?,18-,19-,20-,21-/m0/s1
• InChIKey: AYEXSTRNLGYBSQ-NMCSKOPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,5R,7S,10S,14R,15S)-14-acetyl-5,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-17-one
• IUPAC Traditional name: (1R,2S,5R,7S,10S,14R,15S)-14-acetyl-5,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-17-one
• Synonyms: (3R,5S,8S,9R,10S,13S,17R)-17-acetyl-3,17-dihydroxy-10,13-dimethyltetradecahydro-1H-cyclopenta[a]phenanthren-11(2H)-one

Database IDs

• PubChem SID: 162107704
• PubChem CID: 16394616

CALCULATED PROPERTIES

• Acid pKa: 12.683785
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.3162622
• LogD (pH = 7.4): 2.31626
• Log P: 2.3162622
• Molar Refractivity: 94.974 cm^3
• Polarizability: 37.886864 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true