A monoterpene glycoside with diverse cellular actions
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Isomer(s)
29744Albiflorin
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Paeoniflorin

Item No. 19861

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1aR,2S,3aR,5R,5aR,5bS)-5b-[(benzoyloxy)methyl]tetrahydro-5-hydroxy-2-methyl-2,5-methano-1H-3,4-dioxacyclobuta[cd]pentalen-1a(2H)-yl β-D-glucopyranoside
CAS Number
23180-57-6
Synonyms
  • NSC 178886
Molecular Formula
C23H28O11
Formula Weight
480.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mLDMSO: 30 mg/mLEthanol: 30 mg/mLPBS (pH 7.2): 10 mg/mL
λmax
230, 274 nm
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=CC=C6)=O)[C@]4([H])[C@]3(O)O2
InChi Code
InChI=1S/C23H28O11/c1-20-9-22(29)13-7-23(20,32-18-16(27)15(26)14(25)12(8-24)31-18)21(13,19(33-20)34-22)10-30-17(28)11-5-3-2-4-6-11/h2-6,12-16,18-19,24-27,29H,7-10H2,1H3/t12-,13-,14-,15+,16-,18+,19-,20+,21+,22-,23+/m1/s1
InChi Key
YKRGDOXKVOZESV-WRJNSLSBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

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    Cayman Chemical
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    Product Description

    Paeoniflorin is a monoterpene glycoside first isolated from the roots of peony. It has diverse cellular actions, including modulating NMDA and TRPV1 receptors.1,2 Paeoniflorin is reported to inhibit testosterone synthesis and stimulate aromatase activity.3 It also reduces inflammatory signaling by inhibiting p38 MAP kinase and blocks pancreatic cancer cell apoptosis by suppressing MMP-9 and ERK signaling.4,5,6 Presumably through some of these actions, paeoniflorin has analgesic and anti-inflammatory actions in mice.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, Y.-F., Lee, M.-M., Fang, H.-L., et al. Paeoniflorin inhibits excitatory amino acid agonist-and high-dose morphine-induced nociceptive behavior in mice via modulation of N-methyl-D-aspartate receptors. BMC Complement. Altern. Med. 16(1), (2016).

    2. Han, F., Zhou, D., Yin, X., et al. Paeoniflorin protects diabetic mice against myocardial ischemic injury via the transient receptor potential vanilloid 1/calcitonin gene-related peptide pathway. Cell Biosci. 6:37, (2016).

    3. Takeuchi, T., Nishii, O., Okamura, T., et al. Effect of paeoniflorin, glycyrrhizin and glycyrrhetic acid on ovarian androgen production. Am. J. Chin. Med. 19(1), 73-78 (1991).

    4. Wang, P., Wang, W., Shi, Q., et al. Paeoniflorin ameliorates acute necrotizing pancreatitis and pancreatitis‑induced acute renal injury. Mol. Med. Rep. 14(2), 1123-1131 (2016).

    5. Yang, N., Cui, H., Han, F., et al. Paeoniflorin inhibits human pancreatic cancer cell apoptosis via suppression of MMP-9 and ERK signaling. Oncol. Lett. 12(2), 1471-1476 (2016).

    6. Zhou, J., Wang, L., Wang, J., et al. Paeoniflorin and albiflorin attenuate neuropathic pain via MAPK pathway in chronic constriction injury rats. Evid. Based Complement. Alternat. Med 2016:8082753, (2016).