A monoterpene glycoside with diverse biological activities
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Oxypaeoniflorin

Item No. 42363

Technical Information
Formal Name
(1aR,2S,3aR,5R,5aR,5bS)-tetrahydro-5-hydroxy-5b-[[(4-hydroxybenzoyl)oxy]methyl]-2-methyl-2,5-methano-1H-3,4-dioxacyclobuta[cd]pentalen-1a(2H)-yl, β-D-glucopyranoside
CAS Number
39011-91-1
Synonyms
  • NSC 258310
  • Oxypaeoniflora
Molecular Formula
C23H28O12
Formula Weight
Purity
≥98%
A solid
DMSO: Soluble: ≥10 mg/mlEthanol: Sparingly Soluble: 1-10 mg/mlPBS (pH 7.2): Soluble: ≥10 mg/ml
SMILES
[H][C@]12O[C@@](C)(C3)[C@](C4)(O[C@@]5([H])[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O5)[C@@]1(COC(C6=CC=C(O)C=C6)=O)[C@]4([H])[C@]3(O)O2
InChi Code
InChI=1S/C23H28O12/c1-20-8-22(30)13-6-23(20,33-18-16(28)15(27)14(26)12(7-24)32-18)21(13,19(34-20)35-22)9-31-17(29)10-2-4-11(25)5-3-10/h2-5,12-16,18-19,24-28,30H,6-9H2,1H3/t12-,13-,14-,15+,16-,18+,19-,20+,21+,22-,23+/m1/s1
InChi Key
FCHVXNVDFYXLIL-WRJNSLSBSA-N
Origin
Plant/Paeonia lactiflora
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Oxypaeoniflorin is a monoterpene glycoside that has been found in P. lactiflora and has diverse biological activities.1,2,3 It scavenges DPPH (Item No. 14805) radicals in a cell-free assay when used at concentrations of 800 and 1,000 µg/ml and inhibits LPS-induced nitric oxide (NO) production in RAW 264.7 macrophages at 250 µg/ml.1 Oxypaeoniflorin (10-40 mg/kg) decreases serum creatine kinase-MB (CK-MB), cardiac troponin I (CTnI), and cardiac troponin T (CTnT) levels and increases ejection fraction and fractional shortening in a mouse model of myocardial ischemia-reperfusion injury induced by left anterior descending coronary artery ligation.2 It increases survival and decreases lung inflammation severity scores and immune cell bronchoalveolar lavage fluid (BALF) infiltration in a mouse model of LPS-induced acute lung injury when administered at a dose of 40 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kim, S.-A., Jang, E.-S., Lee, A.-Y., et alAnti-inflammatory and anti-oxidant effects of oxypaeoniflorin, paeoniflorin and Paeonia lactiflora cv. ‘Red Charm’ flower petal extracts in macrophage cells. Korean J. Plant Res. 33(3), 153-162 (2020).

    2. Wang, K., and Hu, W. Oxypaeoniflorin improves myocardial ischemia/reperfusion injury by activating the Sirt1/Foxo1 signaling pathway. Acta Biochim. Pol. 67(2), 239-245 (2020).

    3. Guohua, F., Tieyuan, Z., Rui, W., et alOxypaeoniflorin prevents acute lung injury induced by lipopolysaccharide through the PTEN/AKT pathway in a Sirt1- dependent manner. Oxid. Med. Cell. Longev. 6878026 (2021).