(2S,4R,5S,6S,7R)-11-{[4-(2,4-dimethylphenyl)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: 226472
• Molecular Formular: C27H34N2O9
• Molecular Mass: 530.56686
• Monoisotopic Mass: 530.22643068
• 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(c2c(cc(cc2)C)C)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)c1ccc(cc1C)C)O)OC
• InChI: InChI=1S/C27H34N2O9/c1-13-4-5-16(14(2)10-13)29-8-6-28(7-9-29)11-15-18-19(22(33)25(36-3)20(15)31)24-26(38-27(18)35)23(34)21(32)17(12-30)37-24/h4-5,10,17,21,23-24,26,30-34H,6-9,11-12H2,1-3H3/t17-,21-,23+,24+,26-/m1/s1
• InChIKey: AONRLMWSAXBSJR-AFOYLGMVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R,5S,6S,7R)-11-{[4-(2,4-dimethylphenyl)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-(2,4-dimethylphenyl)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: 164282382
• PubChem CID: 71753637

CALCULATED PROPERTIES

• Acid pKa: 8.247906
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): 0.09771901
• LogD (pH = 7.4): 1.2960654
• Log P: 1.2316141
• Molar Refractivity: 138.539 cm^3
• Polarizability: 53.15409 Å^3
• Polar Surface Area: 152.39 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds