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

• ChemBase ID: 72944
• Molecular Formular: C21H20O10
• Molecular Mass: 432.3775
• Monoisotopic Mass: 432.10564684
• SMILES: [C@H]1([C@H]([C@@H]([C@H](C(O1)Oc1cc(c2c(c1)occ(c2=O)c1ccc(cc1)O)O)O)O)O)CO
• Canonical SMILES: OC[C@H]1OC(Oc2cc(O)c3c(c2)occ(c3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21?/m1/s1
• InChIKey: ZCOLJUOHXJRHDI-IJFYFLOXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-hydroxy-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: 5-hydroxy-3-(4-hydroxyphenyl)-7-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one
• Synonyms: Genistoside; Genistine; Genistein 7-glucoside; Genistein glucoside; Genistin

Database IDs

• CAS Number: 529-59-9
• PubChem SID: 162037864
• PubChem CID: 12310088

CALCULATED PROPERTIES

• Acid pKa: 8.356791
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): 0.80820525
• LogD (pH = 7.4): 0.7627874
• Log P: 0.8088043
• Molar Refractivity: 103.8273 cm^3
• Polarizability: 40.83827 Å^3
• Polar Surface Area: 166.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S2301

Related research area: Cancer

REFERENCES

• http://en.wikipedia.org/wiki/Genistin