A flavonoid with diverse biological activities
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Picroside II

Item No. 30319

Technical Information
Formal Name
(1aS,1bS,2S,5aR,6S,6aS)-1a,1b,2,5a,6,6a-hexahydro-6-[(4-hydroxy-3-methoxybenzoyl)oxy]-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-ylβ-D-glucopyranoside
CAS Number
39012-20-9
Synonyms
  • Ampicoside
  • Vanilloyl catalpol
Molecular Formula
C23H28O13
Formula Weight
Purity
≥98%
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.20 mg/ml
λmax
221, 265, 293 nm
SMILES
OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@]([C@@](CO)(O3)[C@]3([H])[C@H]4OC(C5=CC=C(O)C(OC)=C5)=O)([H])[C@@]4([H])C=CO2)O1
InChi Code
InChI=1S/C23H28O13/c1-31-12-6-9(2-3-11(12)26)20(30)34-18-10-4-5-32-21(14(10)23(8-25)19(18)36-23)35-22-17(29)16(28)15(27)13(7-24)33-22/h2-6,10,13-19,21-22,24-29H,7-8H2,1H3/t10-,13-,14-,15-,16+,17-,18+,19+,21+,22+,23-/m1/s1
InChi Key
AKNILCMFRRDTEY-NUGKWEEESA-N
Origin
Plant/Radix picrorrhizae
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Picroside II is a flavonoid that has been isolated from P. kurroa and has diverse biological activities.1,2,3,4 It decreases expression of FATP5 and SCD, encoding fatty acid transport protein 5 and steroyl CoA desaturase, respectively, and inhibits free fatty acid-induced lipid accumulation in HepG2 cells when used at a concentration of 10 µM.1 Picroside II inhibits RANKL-induced osteoclast formation in isolated murine bone marrow cells and decreases the size of bone resorption pits in bovine bone slices.2 In vivo, picroside II (10 and 60 mg/kg) inhibits LPS-induced trabecular bone loss in a mouse model of inflammatory osteoporosis. It prevents ischemia-reperfusion-induced testicular apoptosis and malondialdehyde (MDA) production in a rat model of testicular torsion.3 Picroside II also reduces airway inflammation, lung mucus hypersecretion, and bronchoalveolar lavage fluid (BALF) inflammatory cell infiltration in a mouse model of house dust mite-induced allergic asthma.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dhami-Shah, H., Vaidya, R., Udipi, S., et alPicroside II attenuates fatty acid accumulation in HepG2 cells via modulation of fatty acid uptake and synthesis. Clin. Mol. Hepatol. 24(1), 77-87 (2018).

    2. Yang, X., Gao, W., Wang, B., et alPicroside II inhibits RANKL-mediated Oosteoclastogenesis by attenuating the NF-κB and MAPKs signaling pathway in vitro and prevents bone loss in lipopolysaccharide treatment mice. J. Cell. Biochem. 118(12), 4479-4486 (2017).

    3. Li, Y., Wang, L., Chen, Z., et alPicroside II attenuates ischemia/reperfusion testicular injury by alleviating oxidative stress and apoptosis through reducing nitric oxide synthesis. Acta Cir. Bras. 34(11), e201901102 (2019).

    4. Choi, J., Choi, B.K., Kim, J.S., et alPicroside II attenuates airway inflammation by downregulating the transcription factor GATA3 and Th2-related cytokines in a mouse model of HDM-induced allergic asthma. PLoS One 11(11), e0167098 (2016).