(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{4-[1-(4-hydroxyphenyl)-3-oxo-1,3-dihydro-2-benzofuran-1-yl]phenoxy}oxane-2-carboxylic acid

• ChemBase ID: 132523
• Molecular Formular: C26H22O10
• Molecular Mass: 494.44688
• Monoisotopic Mass: 494.1212969
• SMILES: c1ccc2c(c1)C(=O)OC2(c1ccc(cc1)O)c1ccc(cc1)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O
• Canonical SMILES: Oc1ccc(cc1)C1(OC(=O)c2c1cccc2)c1ccc(cc1)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C26H22O10/c27-15-9-5-13(6-10-15)26(18-4-2-1-3-17(18)24(33)36-26)14-7-11-16(12-8-14)34-25-21(30)19(28)20(29)22(35-25)23(31)32/h1-12,19-22,25,27-30H,(H,31,32)/t19-,20-,21+,22-,25+,26?/m0/s1
• InChIKey: FXJYOZKDDSONLX-XADSOVDISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{4-[1-(4-hydroxyphenyl)-3-oxo-1,3-dihydro-2-benzofuran-1-yl]phenoxy}oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{4-[1-(4-hydroxyphenyl)-3-oxo-2-benzofuran-1-yl]phenoxy}oxane-2-carboxylic acid
• Synonyms: Phenolphthalein β-D-glucosiduronic acid; Phenolphthalein mono-β-D-glucosiduronic acid; Phenolphthalein-mono-β-glucuronic acid from rabbit urine; Phenolphthalein β-D-glucuronide; 酚酞葡糖醛酸; 苯酚 β-D-葡萄糖醛酸

Database IDs

• CAS Number: 15265-26-6
• MDL Number: MFCD00135881
• Beilstein Number: 68526
• PubChem SID: 162226800; 24898108
• PubChem CID: 3032634

CALCULATED PROPERTIES

• Acid pKa: 3.1979644
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 0.12625562
• LogD (pH = 7.4): -1.0440563
• Log P: 2.4055078
• Molar Refractivity: 123.0491 cm^3
• Polarizability: 47.98504 Å^3
• Polar Surface Area: 162.98 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Biological Source: from rabbit urine