A natural anti-inflammatory alkaloid
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Sinomenine (hydrochloride)

Item No. 16143

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(9a,13a,14a)-7,8-didehydro-4-hydroxy-3,7-dimethoxy-17-methyl-morphinan-6-one, monohydrochloride
CAS Number
6080-33-7
Synonyms
  • Cucoline
  • NSC 76021
Molecular Formula
C19H23NO4 • HCl
Formula Weight
365.9
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 5 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
236 nm
SMILES
O=C1C[C@@]2(CCN3C)C4=C(O)C(OC)=CC=C4C[C@@H]3[C@@]2([H])C=C1OC.Cl
InChi Code
InChI=1S/C19H23NO4.ClH/c1-20-7-6-19-10-14(21)16(24-3)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19;/h4-5,9,12-13,22H,6-8,10H2,1-3H3;1H/t12-,13-,19-;/m1./s1
InChi Key
YMEVIMJAUHZFMW-MKWQKOHRSA-N
Origin
Plant/Sinomenium acutum
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $36

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    100 mg

    $49

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    500 mg

    $219

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    Product Description

    Sinomenine is a natural plant alkaloid commonly used to alleviate inflammation associated with rheumatoid arthritis.1 It activates histamine release, reduces joint stiffness and pain, and alters cytokine generation without producing gastrointestinal adverse events.1,2,3,4 Sinomenine also impairs signaling through NF-κB, resulting in immunosuppression as well as reduced inflammation and pain.3,1 It enhances the bioavailability of some compounds, at least in part through an inhibition of drug export by transporters like P-glycoprotein.5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, Q., and Li, X.K. Immunosuppressive and anti-inflammatory activities of sinomenine. Int. Immunopharmacol. 11(3), 373-376 (2011).

    2. Mayeda, H. The site of histamine release by sinomenine. Jpn. J. Pharmacol. 3(2), 73-81 (1954).

    3. Sun, Y., Yao, Y., and Ding, C.z. A combination of sinomenine and methotrexate reduces joint damage of collagen induced arthritis in rats by modulating osteoclast-related cytokines. Int. Immunopharmacol. 18(1), 135-141 (2014).

    4. Xu, M., Liu, L., Qi, C., et al. Sinomenine versus NSAIDs for the treatment of rheumatoid arthritis: A systematic review and meta-analysis. Planta Med. 74(12), 1426-1429 (2008).

    5. Kesarwani, K., Gupta, R., and Mukerjee, A. Bioavailability enhancers of herbal origin: An overview. Asian Pac. J. Trop. Biomed. 3(4), 253-266 (2013).

    6. Liu, Z., Duan, Z.J., Chang, J.Y., et al. Sinomenine sensitizes multidrug-resistant colon cancer cells (Caco-2) to doxorubicin by downregulation of MDR-1 expression. PLoS One 9(6), 1-9 (2014).