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| | Lycorine hydrochloride Basic information |
| Product Name: | Lycorine hydrochloride | | Synonyms: | Lycorine Hydrochloride98%;Licorin hydrochloride;Hydrochloric Lycorine;LYCORIN;(-)-LYCORINE;1H-[1,3]Dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol,2,4,5,7,12b,12c-hexahydro-, hydrochloride (1:1), (1S,2S,12bS,12cS)-;NARCISSIN(P);(1S,2S,12BS,12CS)-1,2,4,5,12B,12C-HEXAHYDRO-7H-[1,3]DIOXOLO[4,5-J]PYRROLO[3,2,1-DE]PHENANTHRIDINE-1,2-DIOL | | CAS: | 2188-68-3 | | MF: | C16H17NO4.ClH | | MW: | 323.77 | | EINECS: | | | Product Categories: | Inhibitors;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Peptidyl transferaseCell Signaling and Neuroscience;Enzyme Inhibitors by Enzyme;Gene Regulation and Expression;P to;RNA-Protein Translation Inhibitors | | Mol File: | 2188-68-3.mol |  |
| | Lycorine hydrochloride Chemical Properties |
| Melting point | 206 °C | | storage temp. | Keep in dark place,Inert atmosphere,2-8°C | | solubility | Soluble in water (15 mg/ml) | | form | powder | | color | White to off-white | | Stability: | Stable for 2 years from date of purchase as supplied. Solutions in water may be stored at -20°C for up to 1 month. | | InChI | 1S/C16H17NO4.ClH/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19;/h3-5,11,14-16,18-19H,1-2,6-7H2;1H/t11-,14-,15+,16+;/m0./s1 | | InChIKey | VUVNTYCHKZBOMV-NVJKKXITSA-N | | SMILES | Cl.O[C@H]1C=C2CCN3Cc4cc5OCOc5cc4[C@H]([C@@H]1O)[C@@H]23 |
| Hazard Codes | T | | Risk Statements | 25 | | Safety Statements | 45 | | RIDADR | UN 2811 6.1/PG 3 | | WGK Germany | 3 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral |
| | Lycorine hydrochloride Usage And Synthesis |
| Description | Lycorine (2188-68-3) arrests cell cycle at G2/M phase and induces apoptosis in tumor cells.1 Inhibits human enterovirus 71 replication by blocking elongation of the viral polyprotein during translation and reduces viral cytopathic effects in mice.2 Dose-dependently extends the circadian period length in mammalian cells by enhancing Bmal1 transcription.3 Selectively inhibits human ovarian cancer cell proliferation and neovascularization (IC50=1.2 μM).4A potent SREBF chaperone (SCAP) degrader (Kd=15.24 nM) which acts via an autophagy-independent lysosomal pathway.5 | | Chemical Properties | White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Lycoris radiata bulbs. | | Uses | Lycorine Hydrochloride is the main phenanthridine Amaryllidaceae alkaloid which exhibits significant antitumor activity in cancer cells that display resistance to proapoptotic stimuli. | | Biochem/physiol Actions | A selective inhibitor of peptidyl transferase center (PTC). In HL-60 (leukemia) cells, lycorine arrests the cell cycle at G2/M and induces apoptosis by a caspase-mediated pathway. | | in vivo | Lycorine hydrochloride (0-15 μg; subcutaneous injection; for 14 days; BALB/C nude mice) treatment has an inhibitory effect on melanoma cell-mediated tumor vasculogenic mimicry[1]. | Animal Model: | 6- to 8-week-old BALB/C nude mice[1] | | Dosage: | 0 μg, 7.5 μg, 15 μg | | Administration: | Subcutaneous injection; for 14 days | | Result: | Showed an inhibitory effect on melanoma cell-mediated tumor vasculogenic mimicry.
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| | References | [1] GIEDRIUS MILIAUSKAS. Identification of Radical Scavenging Compounds in Rhaponticum carthamoides by Means of LC-DAD-SPE-NMR[J]. Journal of Natural Products , 2005, 68 2: 168-172. DOI:10.1021/np0496901
[2] JIANGNING LIU. Lycorine reduces mortality of human enterovirus 71-infected mice by inhibiting virus replication.[J]. Virology Journal, 2011: 483. DOI:10.1186/1743-422x-8-483
[3] YOSHIAKI ONISHI Y Y Yasuhiro Kawano. Lycorine, a candidate for the control of period length in mammalian cells.[J]. Cellular Physiology and Biochemistry, 2012, 29 3-4: 407-416. DOI:10.1159/000338495
[4] ZHIFEI CAO . Lycorine hydrochloride selectively inhibits human ovarian cancer cell proliferation and tumor neovascularization with very low toxicity[J]. Toxicology letters, 2013, 218 2: Pages 174-185. DOI:10.1016/j.toxlet.2013.01.018
[5] LIANGDE ZHENG. The Paf1 complex transcriptionally regulates the mitochondrial-anchored protein Atg32 leading to activation of mitophagy.[J]. Autophagy, 2019. DOI:10.1080/15548627.2019.1668228 |
| | Lycorine hydrochloride Preparation Products And Raw materials |
| Preparation Products | 1H-[1,3]Dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol, 2,4,5,7,12b,12c-hexahydro-, 1-acetate, (1S,2S,12bS,12cS)- |
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