4-[(1S,2R,5S,7S,10R,11S,14R,15R)-2-[(1E)-[(furan-2-ylmethyl)imino]methyl]-5,7,11-trihydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-2,5-dihydrofuran-2-one

• ChemBase ID: 188861
• Molecular Formular: C28H37NO6
• Molecular Mass: 483.59648
• Monoisotopic Mass: 483.26208791
• SMILES: [C@@]12([C@@]([C@@H](C3=CC(=O)OC3)CC2)(CC[C@@H]2[C@@]3([C@@](C[C@H](CC3)O)(CC[C@@H]12)O)/C=N/Cc1occc1)C)O
• Canonical SMILES: O=C1OCC(=C1)[C@H]1CC[C@]2([C@]1(C)CC[C@H]1[C@H]2CC[C@]2([C@]1(/C=N/Cc1ccco1)CC[C@@H](C2)O)O)O
• InChI: InChI=1S/C28H37NO6/c1-25-8-5-22-23(28(25,33)11-7-21(25)18-13-24(31)35-16-18)6-10-27(32)14-19(30)4-9-26(22,27)17-29-15-20-3-2-12-34-20/h2-3,12-13,17,19,21-23,30,32-33H,4-11,14-16H2,1H3/b29-17+/t19-,21+,22-,23+,25+,26-,27-,28-/m0/s1
• InChIKey: WXJZSOITXDMXEE-PKGXHJCDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1S,2R,5S,7S,10R,11S,14R,15R)-2-[(1E)-[(furan-2-ylmethyl)imino]methyl]-5,7,11-trihydroxy-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-[(1S,2R,5S,7S,10R,11S,14R,15R)-2-[(1E)-[(furan-2-ylmethyl)imino]methyl]-5,7,11-trihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-5H-furan-2-one

Database IDs

• PubChem SID: 164244771
• PubChem CID: 16397199

CALCULATED PROPERTIES

• Acid pKa: 7.1916337
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.5778892
• LogD (pH = 7.4): 1.4615862
• Log P: 1.7417045
• Molar Refractivity: 129.8742 cm^3
• Polarizability: 50.890404 Å^3
• Polar Surface Area: 112.49 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds