An alkaloid with diverse biological activities
Related Products
Isomer(s)
35032Columbamine
Parent Compound(s)
10006427Berberine (chloride)
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Jatrorrhizine (chloride)

Item No. 27314

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,6-dihydro-3-hydroxy-2,9,10-trimethoxy-dibenzo[a,g]quinolizinium, monochloride
CAS Number
6681-15-8
Synonyms
  • NSC 645313
Molecular Formula
C20H20NO4 • Cl
Formula Weight
373.8
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.1 mg/ml
λmax
227, 266, 351, 437 nm
SMILES
COC1=CC=C2C(C=[N+](CCC3=C4C=C(OC)C(O)=C3)C4=C2)=C1OC.[Cl-]
InChi Code
InChI=1S/C20H19NO4.ClH/c1-23-18-5-4-12-8-16-14-10-19(24-2)17(22)9-13(14)6-7-21(16)11-15(12)20(18)25-3;/h4-5,8-11H,6-7H2,1-3H3;1H
InChi Key
JKMUUZMCSNHBAX-UHFFFAOYSA-N
Origin
Plant/Mahoniae Caulis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    Cayman Chemical
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    Product Description

    Jatrorrhizine is an alkaloid that has been found in the Chinese herb C. chinensis and has diverse biological activities.1,2,3,4 It is active against P. falciparum (IC50s = 422 and 1,607 ng/ml for D-6 and W-2 clones, respectively) and E. histolytica (IC50 = 82.7 μM).1,2 Jatrorrhizine inhibits the growth of C8161 human melanoma cells in vitro (IC50 = 47.4 μM) and inhibits C8161 cell-mediated neovascularization in a Matrigel™ plug assay in mice when administered at a dose of 50 μg/animal.3 It reduces serum levels of triglycerides, LDL cholesterol (LDL-C), aspartate transaminase (AST), and alanine aminotransferase (ALT) in a high-fat diet-induced mouse model of hyperlipidemia when administered at doses of 20 and 100 mg/kg.4 Jatrorrhizine is also a metabolite of berberine (Item No. 10006427).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vennerstrom, J.L., and Klayman, D.L. Protoberberine alkaloids as antimalarials. J. Med. Chem. 31(6), 1084-1087 (1988).

    2. Wright, C.W., Marshall, S.J., Russell, P.F., et al. In vitro antiplasmodial, antiamoebic, and cytotoxic activities of some monomeric isoquinoline alkaloids. J. Nat. Prod. 63(12), 1638-1640 (2000).

    3. Liu, R., Cao, Z., Pan, Y., et al. Jatrorrhizine hydrochloride inhibits the proliferation and neovascularization of C8161 metastatic melanoma cells. Anticancer Drugs 24(7), 667-676 (2013).

    4. Yang, W., She, L., Yu, K., et al. Jatrorrhizine hydrochloride attenuates hyperlipidemia in a high-fat diet-induced obesity mouse model. Mol. Med. Rep. 14(4), 3277-3284 (2016).

    5. Zuo, F., Nakamura, N., Akao, T., et al. Pharmacokinetics of berberine and its main metabolites in conventional and pseudo germ-free rats determined by liquid chromatography/ion trap mass spectrometry. Drug Metab. Dispos. 34(12), 2064-2072 (2006).