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

• ChemBase ID: 72976
• Molecular Formular: C27H30O16
• Molecular Mass: 610.5175
• Monoisotopic Mass: 610.15338488
• SMILES: c1(c(c(=O)c2c(o1)cc(cc2O)O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO[C@@H]1O[C@H]([C@@H]([C@H]([C@H]1O)O)O)C)c1cc(c(cc1)O)O
• 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-NVPNHPEKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one
• IUPAC Traditional name: troxerutin; bioflavonoid
• Synonyms: Quercetin 3-rutinoside; Rutin trihydrate; Phytomelin; Birutan; Sophorin; Venoruton; Eldrin; Rutin; Quercetin 3-O-rutinoside; Rutoside; Rutin

Database IDs

• CAS Number: 153-18-4
• EC Number: 205-814-1
• PubChem SID: 162037896
• PubChem CID: 5280805

CALCULATED PROPERTIES

• Acid pKa: 6.372405
• H Acceptors: 16
• H Donor: 10
• LogD (pH = 5.5): -0.9232119
• LogD (pH = 7.4): -2.0239778
• 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

PROPERTIES

Physical Property

• Apperance: Yellow powder

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: 96.0
• Salt Data: Free Base
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 05217920

MP Biomedicals Rare Chemical collection

Selleck Chemicals - S2350

Research Area: cellular processes inhibitor , Neurological Disease
Biological Activity:
Rutin, a flavonol glycoside found in many plants, including buckwheat;tobacco; forsythia; hydrangea; viola, etc. It has been used therapeutically to decrease capillary fragility. Rutin is the glycoside between the flavonol quercetin and the disaccharide rutinose. Rutin can be created by bonding a disaccharide onto the hydroxyl group of Quercetin. [1]

REFERENCES

• http://www.drugbank.ca/drugs/DB01698
• s