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L5139

Sigma-Aldrich

Lycorine hydrochloride

powder, ≥98% (TLC)

Synonym(s):

Licorin hydrochloride, Lychorine chloride, Lycorine HCl

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About This Item

Empirical Formula (Hill Notation):
C16H17NO4 · HCl
CAS Number:
2188-68-3
Molecular Weight:
323.77
MDL number:
MFCD00243111
UNSPSC Code:
12352202
PubChem Substance ID:
24896395
NACRES:
NA.77

product name

Lycorine hydrochloride, ≥98% (TLC), powder

Quality Level

100

Assay

≥98% (TLC)

form

powder

mp

210-212  °C

solubility

ethanol: 10 mg/mL, clear, colorless to very faintly yellow

storage temp.

2-8°C

SMILES string

Cl.O[C@H]1C=C2CCN3Cc4cc5OCOc5cc4[C@H]([C@@H]1O)[C@@H]23

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

InChI key

VUVNTYCHKZBOMV-NVJKKXITSA-N

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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.

Caution

Protect from light.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Carolyn Botting et al.
Expert opinion on drug discovery, 7(5), 417-428 (2012-03-24)
The members of the family Flaviviridae, including West Nile virus, yellow fever virus and dengue virus, are important human pathogens that are expanding their impact around the globe. The four serotypes of dengue infect 50-100 million people each year, yet
Jingjing Kang et al.
International immunopharmacology, 12(1), 249-256 (2011-12-14)
As a natural alkaloid extracted from Amaryllidaceae, lycorine shows various biological effects on tumor cells. Here we show that lycorine dose-dependently inhibited the LPS-induced up-regulation of nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) protein level in RAW264.7 cells. Besides, it
Ivan Ivanov et al.
Journal of plant physiology, 169(2), 206-211 (2011-11-29)
The alkaloid patterns in Leucojum aestivum L. shoot culture cultivated at temporary immersion conditions were investigated using gas chromatography-mass spectrometry. 18 alkaloids were identified, and galanthamine, hamayne and lycorine were dominant. The L. aestivum 80 shoot culture, cultivated at temporary
Yoshiaki Onishi et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 29(3-4), 407-416 (2012-04-18)
Plants of the Amaryllidaceae family have been used as therapeutic agents against CNS related maladies such as Alzheimer's disease. The known primary alkaloid constituents have significant biological activity. We identified the Lycoris alkaloids lycorine and lycoricidinol from Amaryllidaceae using a
Anna El Tahchy et al.
Journal of natural products, 74(11), 2356-2361 (2011-10-22)
Alkaloids from plants of the family Amaryllidaceae have important pharmacological properties and can be regarded as derivatives of the common precursor 4'-O-methylnorbelladine (6) via intramolecular oxidative phenol coupling. Their biosynthetic pathway, particularly in Leucojum aestivum, has not yet been totally
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