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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
Pricing and availability is not currently available.

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).
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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW6648
MKCR4983
MKCQ5394
MKCP5445
MKCN9894

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Cheng-Xia Tan et al.
Journal of agricultural and food chemistry, 59(11), 5977-5985 (2011-04-27)
In a continuing effort to discover natural products and natural product-based compounds for the control of columnaris disease in channel catfish (Ictalurus punctatus), 17 lycorine analogues were synthesized, including new benzoyl analogues 6-16, and evaluated for antibacterial activity against two
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
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
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
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