(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid

• ChemBase ID: 128747
• Molecular Formular: C22H20O11
• Molecular Mass: 460.3876
• Monoisotopic Mass: 460.10056146
• SMILES: COc1c(cc(c2c1oc(cc2=O)c1ccccc1)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O
• Canonical SMILES: COc1c(O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)cc(c2c1oc(cc2=O)c1ccccc1)O
• InChI: InChI=1S/C22H20O11/c1-30-18-13(32-22-17(27)15(25)16(26)20(33-22)21(28)29)8-11(24)14-10(23)7-12(31-19(14)18)9-5-3-2-4-6-9/h2-8,15-17,20,22,24-27H,1H3,(H,28,29)/t15-,16-,17+,20-,22+/m0/s1
• InChIKey: LNOHXHDWGCMVCO-NTKSAMNMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]oxane-2-carboxylic acid
• IUPAC Traditional name: oroxindin
• Synonyms: Wogonin-7-O-β-D-glucuronide; Oroxindin

Database IDs

• CAS Number: 51059-44-0
• PubChem SID: 162223053
• PubChem CID: 3084961
• Wikipedia Title: Oroxindin

CALCULATED PROPERTIES

• Acid pKa: 2.7056954
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): -1.8169825
• LogD (pH = 7.4): -2.6057923
• Log P: 0.9047896
• Molar Refractivity: 109.408 cm^3
• Polarizability: 42.70671 Å^3
• Polar Surface Area: 172.21 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false