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L5139

Sigma-Aldrich

Lycorine hydrochloride

≥98% (TLC), powder

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

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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Jerald J Nair et al.
Natural product communications, 7(7), 959-962 (2012-08-23)
The plant family Amaryllidaceae occupies a privileged status within the botanical hierarchy due to its horticultural and ornamental appeal, as well as its widespread usage in the traditional medicinal practices of indigenous peoples across the globe. Of greater significance are
G Saltan Çitoğlu et al.
Fitoterapia, 83(1), 81-87 (2011-10-05)
The present study reports the potential antinociceptive, anti-inflammatory and hepatoprotective activities of lycorine from Sternbergia fischeriana (Herbert) Rupr. (Amaryllidaceae). Lycorine was evaluated on mice by using acetic-acid induced writhing and tail-flick tests. Lycorine exhibited stronger inhibition than aspirin in acetic-acid
Zengwei Luo et al.
Journal of natural products, 75(12), 2113-2120 (2012-11-30)
Seven new alkaloids, N-methylhemeanthidine chloride (1), N-methyl-5,6-dihydroplicane (5), O-methylnerinine (6), N-ethoxycarbonylethylcrinasiadine (7), N-ethoxycarbonylpropylcrinasiadine (8), N-phenethylcrinasiadine (9), and N-isopentylcrinasiadine (10), together with eight known alkaloids, hemeanthamin (2), 3-epimacronine (3), (+)-tazettine (4), N-methylcrinasiadine (11), trisphaeridine (12), 5,6-dihydrobicolorine (13), lycorine (14), and nigragillin
Ruifang Liu et al.
Pigment cell & melanoma research, 25(5), 630-638 (2012-07-12)
Melanoma cells actively participate in tumor angiogenesis and vasculogenic mimicry. However, anti-angiogenic therapy in patients with melanoma has not shown a significant survival gain. Thus, new anti-melanoma angiogenic and vasculogenic drugs are highly desired. Using the metastatic melanoma cell line
Yao Wang et al.
Organic & biomolecular chemistry, 10(41), 8211-8215 (2012-09-15)
A concise and stereoselective construction of the tetracyclic core of lycorine-type alkaloids and the formal synthesis of α-lycorane has been achieved. The feature of the current method is the employment of a bifunctional thiourea-catalyzed cascade reaction as a powerful tool
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