(2S,4R,5S,6S,7R)-11-{[4-(2H-1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]methyl}-5,6,12,14-tetrahydroxy-4-(hydroxymethyl)-13-methoxy-3,8-dioxatricyclo[8.4.0.02,7]tetradeca-1(10),11,13-trien-9-one

• ChemBase ID: 226693
• Molecular Formular: C27H32N2O11
• Molecular Mass: 560.54978
• Monoisotopic Mass: 560.20060985
• SMILES: c12c(C(=O)O[C@H]3[C@H]1O[C@@H]([C@H]([C@@H]3O)O)CO)c(c(c(c2O)OC)O)CN1CCN(Cc2cc3c(OCO3)cc2)CC1
• Canonical SMILES: OC[C@H]1O[C@@H]2[C@@H]([C@H]([C@@H]1O)O)OC(=O)c1c2c(O)c(c(c1CN1CCN(CC1)Cc1ccc2c(c1)OCO2)O)OC
• InChI: InChI=1S/C27H32N2O11/c1-36-25-20(31)14(10-29-6-4-28(5-7-29)9-13-2-3-15-16(8-13)38-12-37-15)18-19(22(25)33)24-26(40-27(18)35)23(34)21(32)17(11-30)39-24/h2-3,8,17,21,23-24,26,30-34H,4-7,9-12H2,1H3/t17-,21-,23+,24+,26-/m1/s1
• InChIKey: POHSHDAKXFIOAX-AFOYLGMVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R,5S,6S,7R)-11-{[4-(2H-1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]methyl}-5,6,12,14-tetrahydroxy-4-(hydroxymethyl)-13-methoxy-3,8-dioxatricyclo[8.4.0.0^2,^7]tetradeca-1(10),11,13-trien-9-one
• IUPAC Traditional name: (2S,4R,5S,6S,7R)-11-{[4-(2H-1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]methyl}-5,6,12,14-tetrahydroxy-4-(hydroxymethyl)-13-methoxy-3,8-dioxatricyclo[8.4.0.0^2,^7]tetradeca-1(10),11,13-trien-9-one

Database IDs

• PubChem SID: 164282603
• PubChem CID: 71753848

CALCULATED PROPERTIES

• Acid pKa: 8.26309
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): -1.7953944
• LogD (pH = 7.4): -0.37039906
• Log P: -0.36757478
• Molar Refractivity: 138.3376 cm^3
• Polarizability: 54.39504 Å^3
• Polar Surface Area: 170.85 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds