4-[(2R,5S,7S,11S,14R,15R)-5,7,11-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-2,5-dihydrofuran-2-one

• ChemBase ID: 119582
• Molecular Formular: C23H34O6
• Molecular Mass: 406.51246
• Monoisotopic Mass: 406.23553881
• SMILES: [C@@]12([C@@]([C@@H](C3=CC(=O)OC3)CC2)(CCC2[C@@]3([C@@](C[C@H](CC3)O)(CCC12)O)CO)C)O
• Canonical SMILES: OC[C@@]12CC[C@@H](C[C@@]2(O)CCC2C1CC[C@]1([C@]2(O)CC[C@@H]1C1=CC(=O)OC1)C)O
• InChI: InChI=1S/C23H34O6/c1-20-6-3-17-18(4-8-22(27)11-15(25)2-7-21(17,22)13-24)23(20,28)9-5-16(20)14-10-19(26)29-12-14/h10,15-18,24-25,27-28H,2-9,11-13H2,1H3/t15-,16+,17?,18?,20+,21-,22-,23-/m0/s1
• InChIKey: ZNDMLUUNNNHNKC-WOCZMEKDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2R,5S,7S,11S,14R,15R)-5,7,11-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2,5-dihydrofuran-2-one
• IUPAC Traditional name: 4-[(2R,5S,7S,11S,14R,15R)-5,7,11-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-5H-furan-2-one
• Synonyms: 4-((3S,5S,10R,13R,14S,17R)-3,5,14-trihydroxy-10-(hydroxymethyl)-13-methylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)furan-2(5H)-one

Database IDs

• PubChem SID: 162107677
• PubChem CID: 11219

CALCULATED PROPERTIES

• Acid pKa: 7.1826363
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.54557186
• LogD (pH = 7.4): 0.13214006
• Log P: 0.5544897
• Molar Refractivity: 106.8998 cm^3
• Polarizability: 42.497013 Å^3
• Polar Surface Area: 107.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true