Lycorine hydrochloride

Chemodex
Product Code: CDX-L0129
Supplier: Chemodex
CodeSizePrice
CDX-L0129-M02020 mg£164.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Host Type: Plant
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
+4°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
Lycorine chloride
Appearance:
White to off-white powder.
CAS:
2188-68-3
Class:
6.1
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS06
Handling Advice:
Protect from light and moisture.
Hazards:
H301
InChi:
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
Long Description:
Chemical. CAS: 2188-68-3. Formula: C16H17NO4 . HCl. MW: 323.77. Lycorine is an active alkaloid abundant in Amaryllidaceae with a wide range of biological properties, including antifungal, antiparasitic, antiviral, anti-inflammatory and anticancer activity. It is a protein synthesis by preventing amino acid incorporation into proteins, potentially through the inhibition of peptidyltransferases. Lycorine induces cell cycle arrest and cell death in Trichomonas. As anticancer agent on a molecular basis it induces G0/G1 phase cell cycle arrest and apoptosis, inhibits activity of histone deacetylases (HDACs), upregulates expression of p53 and p21, downregulates expression of cyclin D1 and CDK4, inhibits the Wnt/beta-catenin pathway, activates ROCK1and inhibits JAK/STAT pathways. Lycorine exhibits antiviral activities against enterovirus, flaviviruses, Zika virus, HIV-1, SARS-CoV, SARS-CoV-2 and hepatitis C virus, most probably by suppressing viral replication. Lycorine has been shown to inhibit NLRP3 inflammasome activation and pyroptosis.
MDL:
MFCD00243111
Molecular Formula:
C16H17NO4 . HCl
Molecular Weight:
323.77
Package Type:
Vial
PG:
III
Precautions:
P301 + P310
Product Description:
Lycorine is an active alkaloid abundant in Amaryllidaceae with a wide range of biological properties, including antifungal, antiparasitic, antiviral, anti-inflammatory and anticancer activity. It is a protein synthesis by preventing amino acid incorporation into proteins, potentially through the inhibition of peptidyltransferases. Lycorine induces cell cycle arrest and cell death in Trichomonas. As anticancer agent on a molecular basis it induces G0/G1 phase cell cycle arrest and apoptosis, inhibits activity of histone deacetylases (HDACs), upregulates expression of p53 and p21, downregulates expression of cyclin D1 and CDK4, inhibits the Wnt/beta-catenin pathway, activates ROCK1and inhibits JAK/STAT pathways. Lycorine exhibits antiviral activities against enterovirus, flaviviruses, Zika virus, HIV-1, SARS-CoV, SARS-CoV-2 and hepatitis C virus, most probably by suppressing viral replication. Lycorine has been shown to inhibit NLRP3 inflammasome activation and pyroptosis.
Purity:
>98% (HPLC)
Signal Word:
Danger
SMILES:
O[C@H]([C@H]1O)C=C2CCN3CC4=CC5=C(OCO5)C=C4[C@@]1([H])[C@]32[H].Cl
Solubility Chemicals:
Soluble in water (15mg/mL), DMSO or ethanol (10mg/ml).
Source / Host:
Plant
Transportation:
Excepted Quantity
UN Nummer:
2811
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

References

(1) M. Kukhanova, et al.; FEBS Lett. 160, 129 (1983) | (2) R.B. Giordani, et al.; Phytochemistry 72, 645 (2011) | (3) L. Li, et al.; Cancer Cell Int. 12, 49 (2012) | (4) Z. Cao, et al.; Toxicol. Lett. 218, 174 (2013) | (5) J.W. Shen, et al.; J. Microbiol. Biotechnol. 24, 354 (2014) | (6) S. Wu, et al.; Front. Pharmacol. 9, 881 (2018) | (7) M. Roy, et al.; Biomed. Pharmacother. 107, 615 (2018) | (8) W.Y. Liu, et al.; Front. Pharmacol. 10, 651 (2019) | (9) H. Hu, et al.; Onco. Targets Ther. 12, 5377 (2019) | (10) H. Wang, et al.; Br. J. Haematol. 189, 1151 (2020) | (11) Q. Liang, et al.; Pharmacol. Res. 158, 104884 (2020) | (12) H. Chen, et al.; Virology 546, 88 (2020) | (13) Y.N. Zhang, et al.; Emerg. Microbes Infect. 9, 1170 (2020)