An alkaloid with diverse biological activities
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Oxysophocarpine

Item No. 28305

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4R,7aS,13aR,13bR,13cS)-2,3,6,7,7a,8,13,13a,13b,13c-decahydro-1H,5H,10H-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one, 4-oxide
CAS Number
26904-64-3
Synonyms
  • (+)-Oxysophocarpine
  • Sophocarpine N-oxide
Molecular Formula
C15H22N2O2
Formula Weight
262.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 1 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
262 nm
SMILES
[O-][N@+]1(CCC2)[C@]3([H])[C@@]2([H])[C@](CC=CC4=O)([H])N4C[C@]3([H])CCC1
InChi Code
InChI=1S/C15H22N2O2/c18-14-7-1-6-13-12-5-3-9-17(19)8-2-4-11(15(12)17)10-16(13)14/h1,7,11-13,15H,2-6,8-10H2/t11-,12+,13+,15-,17+/m0/s1
InChi Key
QMGGMESMCJCABO-JARXUMMXSA-N
Origin
Plant/Sophora flavescens Ait.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    Product Description

    Oxysophocarpine is an alkaloid that has been found in S. flavescens and has diverse biological activities, including neuroprotective, anticancer, anti-inflammatory, and analgesic properties.1,2,3 It increases cell survival and decreases lactate dehydrogenase (LDH) leakage and loss of mitochondrial membrane potential in rat primary hippocampal neurons in a model of oxygen-glucose deprivation and reperfusion injury when used at concentrations of 1, 2, and 5 μM.1 Oxysophocarpine (5 μM) inhibits proliferation and reduces migration and invasion of SCC-9 and SCC-15 oral squamous cell carcinoma (OSCC) cells in vitro.2 It reduces tumor growth in an SCC-9 mouse xenograft model when administered at a dose of 80 mg/kg. Oxysophocarpine (40 and 80 mg/kg) inhibits xylene-induced ear swelling and carrageenan-induced paw edema in mice.3 It also reduces carrageenan-induced decreases in the paw withdrawal threshold and prevents carrageenan-induced increases in paw tissue levels of TNF-α, IL-1β, IL-6, and prostaglandin E2 (PGE2; Item No. 14010) in mice when administered at a dose of 80 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhu, Q.-L., Li, Y.-X., Zhou, R., et al. Neuroprotective effects of oxysophocarpine on neonatal rat primary cultured hippocampal neurons injured by oxygen-glucose deprivation and reperfusion. Pharm. Biol. 52(8), 1052-1059 (2014).

    2. Liu, R., Peng, J., Wang, H., et al. Oxysophocarpine retards the growth and metastasis of oral squamous cell carcinoma by targeting the Nrf2/HO-1 axis. Cell Physiol. Biochem. 49(5), 1717-1733 (2018).

    3. Yang, Y., Li, Y.-X., Wang, H.-L., et al. Oxysophocarpine ameliorates carrageenan-induced inflammatory pain via inhibiting expressions of prostaglandin E2 and cytokines in mice. Planta Med. 81(10), 791-797 (2015).