A flavonoid glycoside with diverse biological activities
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Isomer(s)
25197Didymin
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Poncirin

Item No. 31706

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-7-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
14941-08-3
Molecular Formula
C28H34O14
Formula Weight
594.6
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Water: >10 mg/ml
λmax
212, 225, 283 nm
SMILES
O=C1C(C(O[C@H](C(C=C2)=CC=C2OC)C1)=CC(O[C@H](O[C@@H]3CO)[C@@H]([C@H]([C@@H]3O)O)O[C@@](O[C@H]4C)([H])[C@@H]([C@@H]([C@H]4O)O)O)=C5)=C5O
InChi Code
InChI=1S/C28H34O14/c1-11-21(32)23(34)25(36)27(38-11)42-26-24(35)22(33)19(10-29)41-28(26)39-14-7-15(30)20-16(31)9-17(40-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-8,11,17,19,21-30,32-36H,9-10H2,1-2H3/t11-,17-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1
InChi Key
NLAWPKPYBMEWIR-SKYQDXIQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $43

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    5 mg

    $172

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    10 mg

    $258

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    Product Description

    Poncirin is a flavonoid glycoside that has been found in P. trifoliata and has diverse biological activities.1,2,3,4 It inhibits the growth of SGC-7901 gastric cancer cells when used at concentrations ranging from 5 to 25 µg/ml.2 Poncirin (25-100 µM) inhibits LPS-induced NF-κB DNA-binding activity, as well as production of nitric oxide (NO) and prostaglandin E2 (PGE2; Item No. 14010) in RAW 264.7 cells.3 It reduces the gastric ulcer lesion index in a rat model of HCl/ethanol-induced gastritis when administered at doses of 50 and 100 mg/kg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mouly, P., Gaydou, E.M., and Auffray, A. Simultaneous separation of flavanone glycosides and polymethoxylated flavones in citrus juices using liquid chromatography. J. Chromatogr. A 800(2), 171-179 (1998).

    2. Zhu, X., Luo, F., Zheng, Y., et al. Characterization, purification of Poncirin from edible Citrus Ougan (Citrus reticulate cv. Suavissima) and its growth inhibitory effect on human gastric cancer cells SGC-7901. Int. J. Mol. Sci. 14(5), 8684-8697 (2013).

    3. Kim, J.-B., Han, A.-R., Park, E.-Y., et al. Inhibition of LPS-induced iNOS, COX-2 and cytokines expression by poncirin through the NF-κB inactivation in RAW 264.7 macrophage cells. Biol. Pharm. Bull. 30(12), 2345-2351 (2007).

    4. Lee, J.-H., Lee, S.-H., Kim, Y.S., et al. Protective effects of neohesperidin and poncirin isolated from the fruits of Poncirus trifoliata on potential gastric disease. Phytother. Res. 23(12), 1748-1753 (2009).