7-hydroxy-3-(4-hydroxyphenyl)-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

• ChemBase ID: 72972
• Molecular Formular: C21H20O10
• Molecular Mass: 432.3775
• Monoisotopic Mass: 432.10564684
• SMILES: c12c(c(c(cc1)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)occ(c2=O)c1ccc(cc1)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2c(O)ccc3c2occ(c3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H20O10/c22-7-14-16(26)17(27)18(28)21(30-14)31-20-13(24)6-5-11-15(25)12(8-29-19(11)20)9-1-3-10(23)4-2-9/h1-6,8,14,16-18,21-24,26-28H,7H2/t14-,16-,17+,18-,21+/m1/s1
• InChIKey: RIQBSCOBOICSFR-OACYRQNASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-hydroxy-3-(4-hydroxyphenyl)-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
• IUPAC Traditional name: 7-hydroxy-3-(4-hydroxyphenyl)-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one
• Synonyms: Kakonein; NPI-31G; Puerarin

Database IDs

• CAS Number: 3681-99-0
• PubChem SID: 162037892
• PubChem CID: 15068212

CALCULATED PROPERTIES

• Acid pKa: 6.896547
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): 0.14184862
• LogD (pH = 7.4): -0.46127945
• Log P: 0.1588043
• Molar Refractivity: 103.8273 cm^3
• Polarizability: 40.839405 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 - S2346

Research Area: Neurological Dise
Biological Activity:
Puerarin (Kakonein) is a 5-HT2C receptor and benzodiazepine site antagonist. Puerarin (Kakonein) is one of several known isoflavones. Puerarin is found in a number of plants and herbs like the root of Pueraria (Radix puerariae) notably of the kudzu plant. Puerarin (Kakonein) is the 8-C-glucoside of daidzein. Puerarin (Kakonein) is being investigated as a self-microemulsifying agent delivery system. [1]

REFERENCES

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