(6Z)-6-[(3-methoxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methylidene]-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one

• ChemBase ID: 227485
• Molecular Formular: C25H28O8
• Molecular Mass: 456.48502
• Monoisotopic Mass: 456.17841786
• SMILES: [C@@H]1([C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)Oc1c(cc(/C=C/2\C(=O)c3c(CCC2)cccc3)cc1)OC
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(cc2OC)/C=C\2/CCCc3c(C2=O)cccc3)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C25H28O8/c1-31-19-12-14(11-16-7-4-6-15-5-2-3-8-17(15)21(16)27)9-10-18(19)32-25-24(30)23(29)22(28)20(13-26)33-25/h2-3,5,8-12,20,22-26,28-30H,4,6-7,13H2,1H3/b16-11-/t20-,22+,23+,24-,25-/m1/s1
• InChIKey: HEZAMMZGYSAMMH-GCWVGUDNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6Z)-6-[(3-methoxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methylidene]-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one
• IUPAC Traditional name: (6Z)-6-[(3-methoxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methylidene]-8,9-dihydro-7H-benzo[7]annulen-5-one

Database IDs

• PubChem SID: 164283395
• PubChem CID: 71754616

CALCULATED PROPERTIES

• Acid pKa: 12.200015
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 2.0508351
• LogD (pH = 7.4): 2.0508285
• Log P: 2.0508354
• Molar Refractivity: 119.6626 cm^3
• Polarizability: 46.785027 Å^3
• Polar Surface Area: 125.68 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds