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

• ChemBase ID: 181522
• Molecular Formular: C30H39NO5
• Molecular Mass: 493.63436
• Monoisotopic Mass: 493.28282335
• 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/Cc1ccccc1)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/Cc1ccccc1)CC[C@@H](C2)O)O)O
• InChI: InChI=1S/C30H39NO5/c1-27-11-8-24-25(30(27,35)14-10-23(27)21-15-26(33)36-18-21)9-13-29(34)16-22(32)7-12-28(24,29)19-31-17-20-5-3-2-4-6-20/h2-6,15,19,22-25,32,34-35H,7-14,16-18H2,1H3/b31-19+/t22-,23+,24-,25+,27+,28-,29-,30-/m0/s1
• InChIKey: XHCMFPDIAHSYCE-DSPLEEFQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1S,2R,5S,7S,10R,11S,14R,15R)-2-[(1E)-(benzylimino)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)-(benzylimino)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: 164237432
• PubChem CID: 15838511

CALCULATED PROPERTIES

• Acid pKa: 7.284378
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.6854444
• LogD (pH = 7.4): 2.3425546
• Log P: 2.4637556
• Molar Refractivity: 137.4833 cm^3
• Polarizability: 53.99231 Å^3
• Polar Surface Area: 99.35 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds