(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-7-hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzofuran-3-one

• ChemBase ID: 128217
• Molecular Formular: C21H20O11
• Molecular Mass: 448.3769
• Monoisotopic Mass: 448.10056146
• SMILES: c1cc(c(cc1/C=C\1/C(=O)c2c(O1)c(c(cc2)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc3c(c2O)O/C(=C\c2ccc(c(c2)O)O)/C3=O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H20O11/c22-7-14-16(26)18(28)19(29)21(32-14)31-12-4-2-9-15(25)13(30-20(9)17(12)27)6-8-1-3-10(23)11(24)5-8/h1-6,14,16,18-19,21-24,26-29H,7H2/b13-6-/t14-,16-,18+,19-,21-/m1/s1
• InChIKey: SYRURBPRFQUYQS-RHEJLWEFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-7-hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzofuran-3-one
• IUPAC Traditional name: maritimein
• Synonyms: Maritimetin-6-O-glucoside; 3',4',6,7-Tetrahydroxy-6-O-glucosylaurone; 6-O-β-D-Glucopyranosyl-3',4',6,7-tetrahydroxyaurone; Maritimein

Database IDs

• CAS Number: 490-54-0
• PubChem SID: 162222526
• PubChem CID: 6450184
• Wikipedia Title: Maritimein

CALCULATED PROPERTIES

• Acid pKa: 8.173867
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -0.28096718
• LogD (pH = 7.4): -0.3488307
• Log P: -0.28005508
• Molar Refractivity: 107.1143 cm^3
• Polarizability: 41.512188 Å^3
• Polar Surface Area: 186.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false