(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 119202
• Molecular Formular: C28H34O15
• Molecular Mass: 610.56056
• Monoisotopic Mass: 610.18977039
• SMILES: c12C(=O)C[C@H](Oc1cc(OC1C(C(C(C(O1)COC1C(C(C(C(O1)C)O)O)O)O)O)O)cc2O)c1cc(c(cc1)OC)O
• Canonical SMILES: COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)OC1OC(COC2OC(C)C(C(C2O)O)O)C(C(C1O)O)O
• InChI: InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10?,17-,19?,21?,22?,23?,24?,25?,26?,27?,28?/m0/s1
• InChIKey: QUQPHWDTPGMPEX-SGHBVPQBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: hesperidin
• Synonyms: (S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)chroma n-4-one

Database IDs

• PubChem SID: 162107518
• PubChem CID: 16394497

CALCULATED PROPERTIES

• Acid pKa: 9.513047
• H Acceptors: 15
• H Donor: 8
• LogD (pH = 5.5): -0.31459883
• LogD (pH = 7.4): -0.31787366
• Log P: -0.314557
• Molar Refractivity: 140.767 cm^3
• Polarizability: 56.677265 Å^3
• Polar Surface Area: 234.29 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false