A natural hepatoprotective iridoid glycoside
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Picroside I

Item No. 15431

Technical Information
Formal Name
6-[(2E)-3-phenyl-2-propenoate]-1aS,1bS,2S,5aR,6S,6aS-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl-β-D-glucopyranoside
CAS Number
27409-30-9
Synonyms
  • 6’-Cinnamoylcatalpol
Molecular Formula
C24H28O11
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
216, 222, 276 nm
SMILES
O=C(/C=C/C1=CC=CC=C1)OC[C@@H]2[C@@H](O)[C@H](O)[C@@H](O)[C@@](O[C@H]3[C@@]([C@]4(CO)[C@@H](O4)[C@H]5O)([H])[C@@]5([H])C=CO3)([H])O2
InChi Code
InChI=1S/C24H28O11/c25-11-24-16-13(17(27)21(24)35-24)8-9-31-22(16)34-23-20(30)19(29)18(28)14(33-23)10-32-15(26)7-6-12-4-2-1-3-5-12/h1-9,13-14,16-23,25,27-30H,10-11H2/b7-6+/t13-,14-,16-,17+,18-,19+,20-,21+,22+,23+,24-/m1/s1
InChi Key
XZGPUOQGERGURE-LUVHZPKESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Picroside I is an iridoid glycoside found in picroliv.1 By itself, picroside I blocks changes in acid phosphatase activity, phospholipid levels, and lipid peroxide production induced by D-galactosamine in rat liver.2 Picroside I also enhances neurite outgrowth in PC12D cells induced by basic fibroblast growth factor and 7S nerve growth factor when given at 60 μM.3,4 At concentrations as low as 5 μM, picroside I enhances the ATPase activity of the efflux transporter P-glycoprotein.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Girish, C., and Pradhan, S.C. Drug development for liver diseases: Focus on picroliv, ellagic acid and curcumin. Fundam. Clin. Pharmacol. 22(6), 623-632 (2008).

    2. Dwivedi, Y., Rastogi, R., Garg, N.K., et alPicroliv and its components kutkoside and picroside I protect liver against galactosamine-induced damage in rats. Pharmacol. Toxicol. 71, 383-387 (1992).

    3. Li, P., Matsunaga, K., Yamakuni, T., et alPotentiation of nerve growth factor-action by picrosides I and II, natural iridoids, in PC12D cells. Eur. J. Pharmacol. 406(2), 203-208 (2000).

    4. Li, P., Matsunaga, K., Yamakuni, T., et alPicrosides I and II, selective enhancers of the mitogen-activated protein kinase-dependent signaling pathway in the action of neuritogenic substances on PC12D cells. Life Sci. 71(15), 1821-1835 (2002).

    5. Najar, I.A., Sachin, B.S., Sharma, S.C., et alModulation of P-glycoprotein ATPase activity by some phytoconstituents. Phytother. Res. 24(3), 454-458 (2010).