An alkaloid with diverse biological activities
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Isomer(s)
44504Oxyacanthine (hydrochloride)
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Fangchinoline

Item No. 29243

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4aS,16aS)-3,4,4a,5,16a,17,18,19-octahydro-12,21,26-trimethoxy-4,17-dimethyl-16H-1,24:6,9-dietheno-11,15-metheno-2H-pyrido[2′,3′:17,18][1,11]dioxacycloeicosino[2,3,4-ij]isoquinolin-22-ol
CAS Number
436-77-1
Synonyms
  • 7-O-Demethyltetrandrine
  • Hanfangchin B
  • NSC 77036
Molecular Formula
C37H40N2O6
Formula Weight
608.7
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/ml
SMILES
OC1=C(C2=C(C=C1OC)CCN(C)[C@]2(C3)[H])OC4=CC5=C(C=C4OC)CCN(C)[C@]5(CC6=CC=C(OC7=CC3=CC=C7OC)C=C6)[H]
InChi Code
InChI=1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-32-18-23(8-11-30(32)41-3)17-29-35-25(13-15-39(29)2)20-34(43-5)36(40)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29-/m0/s1
InChi Key
IIQSJHUEZBTSAT-VMPREFPWSA-N
Origin
Plant/Stephaniae tetrandrae radix
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    10 mg

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    50 mg

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    100 mg

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    Product Description

    Fangchinoline is an alkaloid that has been found in S. tetrandrae and has diverse biological activities, including anti-inflammatory, neuroprotective, and anticancer properties.1,2,3 It inhibits the activity of sheep COX and decreases IL-6-induced proliferation of MH60 mouse hybridoma cells with IC50 values of 129 and 3.7 µM, respectively.1 Fangchinoline (1 and 10 µM) reduces cyanide-induced increases in secreted glutamate levels and cell death in primary neonatal rat cerebellar granule neurons.2 It decreases proliferation of PC3 human prostate cancer cells by 63 and 86% when used at concentrations of 20 and 30 µM, respectively.3 Fangchinoline reduces tumor growth in a PC3 mouse xenograft model when administered at a dose of 5 mg/kg per day for 12 days.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Choi, H.S., Kim, H.S., Min, K.R., et al. Anti-inflammatory effects of fangchinoline and tetrandrine. J. Ethnopharmacol. 69(2), 173-179 (2000).

    2. Cho, S.O., and Seong, Y.H. Protective effect of fangchinoline on cyanide-induced neurotoxicity in cultured rat cerebellar granule cells. Arch. Pharm. Res. 25(3), 349-356 (2002).

    3. Wang, C.D., Huang, J.G., Gao, X., et al. Fangchinoline induced G1/S arrest by modulating expression of p27, PCNA, and cyclin D in human prostate carcinoma cancer PC3 cells and tumor xenograft. Biosci. Biotechnol. Biochem. 74(3), 488-493 (2010).