3-(4-hydroxyphenyl)-7-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

• ChemBase ID: 72935
• Molecular Formular: C21H20O9
• Molecular Mass: 416.3781
• Monoisotopic Mass: 416.11073222
• SMILES: c1c(cc2c(c1)c(=O)c(co2)c1ccc(cc1)O)OC1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO
• Canonical SMILES: OC[C@H]1OC(Oc2ccc3c(c2)occ(c3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H20O9/c22-8-16-18(25)19(26)20(27)21(30-16)29-12-5-6-13-15(7-12)28-9-14(17(13)24)10-1-3-11(23)4-2-10/h1-7,9,16,18-23,25-27H,8H2/t16-,18-,19+,20-,21?/m1/s1
• InChIKey: KYQZWONCHDNPDP-MKJMBMEGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-hydroxyphenyl)-7-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
• IUPAC Traditional name: daidzin; @daidzin
• Synonyms: Daidzoside; Daidzein 7-glucoside; Daidzein-7-glucoside; Daidzein 7-O-glucoside; daidzein 7-O-beta-D-glucoside; Daidzin

Database IDs

• CAS Number: 552-66-9
• PubChem SID: 162037855
• PubChem CID: 107971; 11992452
• CHEMBL: 486422
• Chemspider ID: 10164919
• Unique Ingredient Identifier: 4R2X91A5M5
• Wikipedia Title: Daidzin

CALCULATED PROPERTIES

• Acid pKa: 8.962957
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 0.46222103
• LogD (pH = 7.4): 0.45072386
• Log P: 0.46236962
• Molar Refractivity: 101.8464 cm^3
• Polarizability: 40.17439 Å^3
• Polar Surface Area: 145.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S2289

Related research area: Cancer

REFERENCES

• Keung WM et al. Phytochemistry. 1998 Feb;47(4):499-506.