Introduction：Basic information about (+)-FANGCHINOLINE CAS 436-77-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
(+)-FANGCHINOLINE Basic information
| Product Name: | (+)-FANGCHINOLINE |
| Synonyms: | FANGCHINOLINE (RG);Hanfangchin B（Fangchinoline）;FANGCHINOLINE; HANFANGCHIN B;12-O-MethylatherosperMoline;Tetrandrine B;Fangchinoline, 98%, from Stephania tetrandra S. Moore;(+)-limacine;(1-beta)-2,2’-dimethyl-6,6’,12-trimethoxyberbaman-7-ol |
| CAS: | 436-77-1 |
| MF: | C37H40N2O6 |
| MW: | 608.72 |
| EINECS: | |
| Product Categories: | reference substance;Alkaloids |
| Mol File: | 436-77-1.mol |
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(+)-FANGCHINOLINE Chemical Properties
| Melting point | 240～242℃ |
| Boiling point | 709.7±60.0 °C(Predicted) |
| density | 1.204±0.06 g/cm3(Predicted) |
| storage temp. | 4°C, protect from light |
| solubility | Soluble in chloroform and methanol; |
| pka | 9.38±0.20(Predicted) |
| form | powder to crystal |
| color | White to Orange to Green |
| Water Solubility | slightly soluble in water |
| Major Application | metabolomics
vitamins, nutraceuticals, and natural products |
| InChIKey | IIQSJHUEZBTSAT-VMPREFPWSA-N |
| SMILES | OC1C(=CC2CCN([C@@]3([H])CC4=CC=C(C(OC5=CC=C(C=C5)C[C@]5([H])N(CCC6=CC(=C(C=C65)OC=1C3=2)OC)C)=C4)OC)C)OC |
Safety Information
| WGK Germany | WGK 3 |
| HS Code | 2939.79.0000 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
(+)-FANGCHINOLINE Usage And Synthesis
| Description | A bisbenzylisoquino!ine alkaloid obtained from Limacia cuspidata (Miers.) Hook. f. et Thorn., the base crystallizes from Me2CO in the form of long, colourless needles. It is strongly laevorotatory with [α]D - 2120 (CHCI3) and has been shown to be the optical antipode of fanchinoline (q.v.). |
| Description | Fangchinoline is an alkaloid that has been found in S. tetrandrae and has diverse biological activities, including anti-inflammatory, neuroprotective, and anticancer properties. 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. Fangchinoline (1 and 10 μM) reduces cyanide-induced increases in secreted glutamate levels and cell death in primary neonatal rat cerebellar granule neurons. It decreases proliferation of PC3 human prostate cancer cells by 63 and 86% when used at concentrations of 20 and 30 μM, respectively. Fangchinoline reduces tumor growth in a PC3 mouse xenograft model when administered at a dose of 5 mg/kg per day for 12 days. |
| Chemical Properties | Sourced from the scorched roots of Stephania tetrandra S. Moore, family Stephanaceae. |
| Uses | (+)-Fangchinoline is an isolate from Stephania Tetrandra that shows anti-cancer activity. It inhibits breast adenocarcinoma proliferation through apoptosis induction. In addition, it has been shown to inhibit HIV-Type 1 replication. |
| Definition | ChEBI: A bisbenzylisoquinoline alkaloid that is (1beta)- berbaman which has been substituted by methyl groups at the 2 and 2' positions, by methoxy groups at the 6, 6', and 12 positions, and by a hydroxy group at position 7. Isolated from Sephania tetrandra, it has been found to possess neuroprotective and anti-tumour activity. |
| IC 50 | HIV-1 |
| References | Tomita, Furukawa., Tetrahedron Lett., 4293 (1966) |
(+)-FANGCHINOLINE Preparation Products And Raw materials
