4-[(2S,5S,10R,11S,14R,15S,16R)-5,11,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-2,5-dihydrofuran-2-one

• ChemBase ID: 119352
• Molecular Formular: C23H34O5
• Molecular Mass: 390.51306
• Monoisotopic Mass: 390.24062419
• SMILES: [C@@]12([C@@]([C@@H](C3=CC(=O)OC3)CC2)([C@@H](CC2[C@@]3(C(CC[C@@H]12)C[C@H](CC3)O)C)O)C)O
• Canonical SMILES: O[C@H]1CC[C@]2(C(C1)CC[C@@H]1C2C[C@@H](O)[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)C
• InChI: InChI=1S/C23H34O5/c1-21-7-5-15(24)10-14(21)3-4-17-18(21)11-19(25)22(2)16(6-8-23(17,22)27)13-9-20(26)28-12-13/h9,14-19,24-25,27H,3-8,10-12H2,1-2H3/t14?,15-,16+,17+,18?,19+,21-,22-,23-/m0/s1
• InChIKey: SHIBSTMRCDJXLN-LZTDQQHVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2S,5S,10R,11S,14R,15S,16R)-5,11,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2,5-dihydrofuran-2-one
• IUPAC Traditional name: 4-[(2S,5S,10R,11S,14R,15S,16R)-5,11,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-5H-furan-2-one
• Synonyms: 4-((3S,8R,10S,12R,13S,14S,17R)-3,12,14-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)furan-2(5H)-one

Database IDs

• PubChem SID: 162107964
• PubChem CID: 16394531

CALCULATED PROPERTIES

• Acid pKa: 7.1511164
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.8269637
• LogD (pH = 7.4): 1.3943652
• Log P: 1.8365436
• Molar Refractivity: 105.1561 cm^3
• Polarizability: 41.84968 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true