An alkaloid with diverse biological activities
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Columbamine

Item No. 35032

Technical Information
Formal Name
5,6-dihydro-2-hydroxy-3,9,10-trimethoxy-dibenzo[a,g]quinolizinium
CAS Number
3621-36-1
Synonyms
  • Dehydroisocorypalmine
Molecular Formula
C20H20NO4
Formula Weight
Purity
≥95%
A solid
λmax
230, 266, 351 nm
SMILES
OC1=C(OC)C=C2CC[N+]3=C(C=C4C=CC(OC)=C(C4=C3)OC)C2=C1
InChi Code
InChI=1S/C20H19NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,8-11H,6-7H2,1-3H3/p+1
InChi Key
YYFOFDHQVIODOQ-UHFFFAOYSA-O
Origin
Plant/Coptis chinensis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Columbamine is an alkaloid that has been found in Plumeria rubra and has diverse biological activities.1,2,3,4,5 It is also a metabolite of berberine (Item No. 10006427).4 Columbamine inhibits the cytochrome P450 (CYP) isoform CYP3A4 (IC50 = 30.6 µM).3 It is active against P. falciparum (IC50 = 1.92 µM).1 It decreases glucose consumption of, and triglyceride levels in, HepG2 cells when used at concentrations of 3 and 15 µM, respectively.2,4 Columbamine (56 mg/kg) reduces xylene-induced ear edema and acetic acid-induced writhing in mice.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Chen, H.-Y., Ye, X.-L., Cui, X.-L., et alCytotoxicity and antihyperglycemic effect of minor constituents from Rhizoma Coptis in HepG2 cells. Fitoterapia 83(1), 67-73 (2012).

    3. Su, C.-R., Ueng, Y.-F., Dung, N.X., et alCytochrome P3A4 inhibitors and other constituents of Fibraurea tinctoria. J. Nat. Prod. 70(12), 1930-1933 (2007).

    4. Cao, S., Zhou, Y., Xu, P., et alBerberine metabolites exhibit triglyceride-lowering effects via activation of AMP-activated protein kinase in Hep G2 cells. J. Ethnopharmacol. 149(2), 576-582 (2013).

    5. Liu, X., Hu, Z., Shi, Q., et alAnti-inflammatory and anti-nociceptive activities of compounds from Tinospora sagittata (Oliv.) Gagnep. Arch. Pharm. Res. 33(7), 981-987 (2010).