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

• ChemBase ID: 1472
• Molecular Formular: C27H30O16
• Molecular Mass: 610.5175
• Monoisotopic Mass: 610.15338488
• SMILES: C[C@@H]1O[C@H](OC[C@@H]2O[C@H](Oc3c(oc4cc(O)cc(O)c4c3=O)c3ccc(O)c(O)c3)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@H]1O[C@@H](CO[C@H]2O[C@@H](C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)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/t8-,15-,17-,18-,20+,21+,22-,23-,26-,27+/m0/s1
• InChIKey: IKGXIBQEEMLURG-BKUODXTLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-({[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one
• IUPAC Traditional name: rutoside
• Synonyms: 2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxy-4-Oxo-4h-Chromen-3-Yl 6-O-(6-Deoxy-Alpha-L-Mannopyranosyl)-Beta-D-Glucopyranoside; Rutoside; quercetin-3-rutinoside; sophorin; Phytomelin; Rutin

Database IDs

• CAS Number: 153-18-4
• PubChem SID: 160964931; 46508549
• PubChem CID: 46936193

CALCULATED PROPERTIES

JChem

• 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: 55.293434 Å^3
• Polar Surface Area: 265.52 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.15
• LOG S: -2.24
• Solubility (Water): 3.54e+00 g/l

PROPERTIES

Physical Property

• Solubility: 0.125 mg/mL [MERCK (1989)]

DETAILS

DrugBank - DB01698

• Drug Groups: experimental
• Description: A flavonol glycoside found in many plants, including buckwheat; tobacco; forsythia; hydrangea; viola, etc. It has been used therapeutically to decrease capillary fragility. [PubChem]
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia