2-[dihydroxy(2H3)phenyl]-5,7-dihydroxy-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-4H-chromen-4-one

• ChemBase ID: 177660
• Molecular Formular: C27H30O16
• Molecular Mass: 610.5175
• Monoisotopic Mass: 610.15338488
• SMILES: c1(cc(c2c(c1)oc(c(c2=O)OC1OC(C(C(C1O)O)O)COC1C(C(C(C(O1)C)O)O)O)c1cc(c(cc1)O)O)O)O
• Canonical SMILES: Oc1cc(O)c2c(c1)oc(c(c2=O)OC1OC(COC2OC(C)C(C(C2O)O)O)C(C(C1O)O)O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3
• InChIKey: IKGXIBQEEMLURG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[dihydroxy(^2H₃)phenyl]-5,7-dihydroxy-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-4H-chromen-4-one
• IUPAC Traditional name: 2-[dihydroxy(^2H₃)phenyl]-5,7-dihydroxy-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one
• Synonyms: 3-[[6-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one-d3; Globularicitrin-d3; Ilixathin-d3; Melin-d3; Rutabion-d3; Rutinic Acid-d3; Rutosid-d3; Vitamin P-d3; NSC 9220-d3; Rutin-d3 (Major)

Database IDs

• PubChem SID: 164233570
• PubChem CID: 71752145

CALCULATED PROPERTIES

• Acid pKa: 6.4339614
• H Acceptors: 16
• H Donor: 10
• LogD (pH = 5.5): -0.91626626
• LogD (pH = 7.4): -1.8846226
• Log P: -0.868761
• Molar Refractivity: 140.1451 cm^3
• Polarizability: 55.311623 Å^3
• Polar Surface Area: 265.52 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - R701802

Labelled Rutin. Found in many plants, especially the buckwheat plant. Identity with Ilixanthin. Capillary protectant. Rutin is colored brown by tobacco enzyme under experimental conditions.

REFERENCES

• Harrison, et al.: J. Am. Pharm. Assoc., 39, 557 (1950)
• Humphreys, et al.: Econ. Bot., 18, 195 (1950)
• Khalifa, T.I., et al.: Anal. Profiles Drug Subs., 12, 623 (1983).