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

• ChemBase ID: 133691
• Molecular Formular: C21H22O12
• Molecular Mass: 466.39218
• Monoisotopic Mass: 466.11112614
• SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)Oc1c(=O)c2c(cc(cc2oc1c1ccc(c(c1)O)O)O)O)O)O)O.O
• Canonical SMILES: Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1ccc(c(c1)O)O.O
• InChI: InChI=1S/C21H20O11.H2O/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8;/h2-7,15,17-18,21-26,28-29H,1H3;1H2/t7-,15-,17+,18+,21-;/m0./s1
• InChIKey: UGZLJOKGLBVBHF-IKGPWECESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4H-chromen-4-one hydrate
• IUPAC Traditional name: quercitrin hydrate
• Synonyms: Quercetin-3-O-rhamnoside; Quercitrin hydrate; 槲皮苷 水合物

Database IDs

• EC Number: 208-322-5
• PubChem SID: 24899330; 162227968
• PubChem CID: 16219923

CALCULATED PROPERTIES

• Acid pKa: 6.433962
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): 0.85456944
• LogD (pH = 7.4): -0.11378182
• Log P: 0.9020747
• Molar Refractivity: 107.7318 cm^3
• Polarizability: 41.505062 Å^3
• Polar Surface Area: 186.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥78%

DETAILS

Sigma Aldrich - Q3001

Biochem/physiol Actions
Quercitrin is a glycoside flavonoid with antioxidant properties. Quercitrin has been reported to have anti-viral and anti-inflammatory effects.
Protocols & Applications
Ginkgo (Ginkgo biloba) Plant Profile: bioactives, mechanism of action, references