2-(3,4-dihydroxyphenyl)-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 trihydrate

• ChemBase ID: 102722
• Molecular Formular: C27H36O19
• Molecular Mass: 664.56334
• Monoisotopic Mass: 664.18507893
• SMILES: O.O.O.CC1OC(OCC2OC(Oc3c(oc4c(c(O)cc(O)c4)c3=O)c3cc(O)c(O)cc3)C(O)C(O)C2O)C(O)C(O)C1O
• 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.O.O.O
• InChI: InChI=1S/C27H30O16.3H2O/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;3*1H2
• InChIKey: NLLBWFFSGHKUSY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxyphenyl)-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 trihydrate
• IUPAC Traditional name: rutin trihydrate
• Synonyms: Quercetin-3β-D-rutinoside; Vitamin P; RUTIN TRIHYDRATE

Database IDs

• CAS Number: 153-18-4
• EC Number: 205-814-1
• PubChem SID: 162088171
• PubChem CID: 5462630

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

PROPERTIES

Physical Property

• Melting Point: 195°C (decomposes)

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate, Store Under Nitrogen, Protect from light
• RTECS: VM2975000

DETAILS

MP Biomedicals - 02102824

Crystalline
Trihydrate
Inhibitor of lens aldose reductase.

REFERENCES

• Science , 188 : 1215, (1975).