A natural isoflavonoid
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Isomer(s)
36087Frangulin A
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Puerarin

Item No. 14175

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-β-D-glucopyranosyl-7-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
3681-99-0
Synonyms
  • Kakonein
  • NPI 031G
Molecular Formula
C21H20O9
Formula Weight
416.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 12.5 mg/mlEthanol: 5 mg/mlPBS (pH 7.2): 0.25 mg/ml
λmax
250, 305 nm
SMILES
OC1=CC=C(C(C(C2=CC=C(O)C=C2)=CO3)=O)C3=C1[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4
InChi Code
InChI=1S/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2/t14-,17-,18+,19-,21+/m1/s1
InChi Key
HKEAFJYKMMKDOR-VPRICQMDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Cayman Chemical
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    Product Description

    Puerarin is a natural isoflavone isolated from plants of the genus Pueraria used in traditional Chinese herbal medicine. It is biotransformed by intestinal bacteria to give the phytoestrogens daidzein (Item No. 10005166) and equol (Item No. 13184), resulting in antithrombotic, antiallergic, and other salutary effects.1,2,3 When given intraperitoneally, puerarin evokes diverse responses by modulating serotonin receptors.4,5 This compound also suppresses lipopolysaccharide-mediated activation of NF-κB in RAW 264.6 macrophages when given at 20-40 μM.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Choo, M.K., Park, E.K., Yoon, H.K., et al. Antithrombotic and antiallergic activities of daidzein, a metabolite of puerarin and daidzin produced by human intestinal microflora. Biol. Pharm. Bull. 25(10), 1328-1332 (2002).

    2. Jin, J.S., Nishihata, T., Kakiuchi, N., et al. Biotransformation of C-glucosylisoflavone puerarin to estrogenic (3S)-equol in co-culture of two human intestinal bacteria. Biol. Pharm. Bull. 31(8), 1621-1625 (2008).

    3. Nakamura, K., Nishihata, T., Jin, J.S., et al. The C-glucosyl bond of puerarin was cleaved hydrolytically by a human intestinal bacterium strain PUE to yield its aglycone daidzein and an intact glucose. Chem. Pharm. Bull. (Tokyo) 59(1), 23-27 (2011).

    4. Overstreet, D.H., Kralic, J.E., Morrow, A.L., et al. NPI-031G (puerarin) reduces anxiogenic effects of alcohol withdrawal or benzodiazepine inverse or 5-HT2C agonists. Pharmacol. Biochem. Behav. 75(3), 619-625 (2003).

    5. Chueh, F.S., Chang, C.P., Chio, C.C., et al. Puerarin acts through brain serotonergic mechanisms to induce thermal effects. J. Pharmacol. Sci. 96, 420-427 (2004).

    6. Hu, W., Yang, X., Zhe, C., et al. Puerarin inhibits iNOS, COX-2 and CRP expression via suppression of NF-κB activation in LPS-induced RAW264.7 macrophage cells. Pharmacol. Rep. 63, 781-789 (2011).