2-[(4bS,8aS,9S,10S)-10-(acetyloxy)-3,9-dihydroxy-4b,8,8-trimethyl-1,4-dioxo-1,4,4b,5,6,7,8,8a,9,10-decahydrophenanthren-2-yl]propyl acetate

• ChemBase ID: 304567
• Molecular Formular: C24H32O8
• Molecular Mass: 448.50608
• Monoisotopic Mass: 448.20971798
• SMILES: C1CC([C@H]2[C@](C1)(C1=C([C@@H]([C@H]2O)OC(=O)C)C(=O)C(=C(C1=O)O)C(COC(=O)C)C)C)(C)C
• Canonical SMILES: CC(=O)O[C@H]1C2=C(C(=O)C(=C(C2=O)C(COC(=O)C)C)O)[C@@]2([C@@H]([C@@H]1O)C(C)(C)CCC2)C
• InChI: InChI=1S/C24H32O8/c1-11(10-31-12(2)25)14-17(27)15-16(19(29)18(14)28)24(6)9-7-8-23(4,5)22(24)20(30)21(15)32-13(3)26/h11,20-22,28,30H,7-10H2,1-6H3/t11?,20-,21+,22+,24-/m1/s1
• InChIKey: OQMXWVLDSYRANX-QSNKTEHGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4bS,8aS,9S,10S)-10-(acetyloxy)-3,9-dihydroxy-4b,8,8-trimethyl-1,4-dioxo-1,4,4b,5,6,7,8,8a,9,10-decahydrophenanthren-2-yl]propyl acetate
• IUPAC Traditional name: 2-[(4bS,8aS,9S,10S)-10-(acetyloxy)-3,9-dihydroxy-4b,8,8-trimethyl-1,4-dioxo-5,6,7,8a,9,10-hexahydrophenanthren-2-yl]propyl acetate
• Synonyms: Lophanthoidin B

Database IDs

• CAS Number: 120462-42-2

CALCULATED PROPERTIES

• Acid pKa: 5.7776246
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.8474684
• LogD (pH = 7.4): 0.40416571
• Log P: 2.0314348
• Molar Refractivity: 115.5674 cm^3
• Polarizability: 45.274906 Å^3
• Polar Surface Area: 127.2 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Yellow powder