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Lycorine (hydrochloride)

CAT: 0804-HY-N0289-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0289-01Size:25 mg
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Description
Lycorine hydrochloride is the main active ingredient of the herbal medicine derived from Lycoris radiata (L’Her.) Herb. and is also a melanoma vasculogenic inhibitor and has anti-tumor activity[1]. Lycorine hydrochloride effectively inhibits mitotic proliferation of Hey1B cells (IC50 of 1.2 μM) [2].
CAS Number
2188-68-3
UNSPSC
12352005
Hazard Statement
H301
Target
Autophagy; Bacterial; Virus Protease
Type
Natural Products
Related Pathways
Anti-infection; Autophagy
Applications
Cancer-programmed cell death
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/Lycorine-hydrochloride.html
Purity
99.89
Solubility
DMSO : 125 mg/mL (ultrasonic) |H2O : 16.67 mg/mL (ultrasonic)
Smiles
O[C@@H]1[C@@H](O)C=C(CC2)[C@@]3([H])N2CC4=C([C@@]31[H])C=C(OCO5)C5=C4.Cl
Molecular Formula
C16H18ClNO4
Molecular Weight
323.77
Precautions
H301
References & Citations
[1]Liu, R. et al. Lycorine hydrochloride inhibits metastatic melanoma cell-dominant vasculogenic mimicry. Pigment cell & melanoma research 25, 630-638, doi:10.1111/j.1755-148X.2012.01036.x (2012) .|[2]Cao, Z. et al.Lycorine hydrochloride selectively inhibits human ovarian cancer cell proliferation and tumor neovascularization with very low toxicity. Toxicology letters 218, 174-185, doi:10.1016/j.toxlet.2013.01.018 (2013) .
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Citation 01
BioRxiv. 2024 Feb 6:2024.02.06.579103.|Cancers (Basel) . 2025 Feb 20;17 (5) :718.|Patent. US20230014181.|Preprints. 2024 Nov.|Ann Hematol. 2023 May;102 (5) :1073-1086.|Antiviral Res. 2024 Jul 2:228:105955.|Eur J Pharmacol. 2023 Dec 15:961:176162.|Int J Mol Med. 2022 Dec;50 (6) :145.|Int J Mol Sci. 2025 Jun 3;26 (11) :5358.|J Exp Clin Cancer Res. 2022 Mar 30;41 (1) :116.|Microorganisms. 2022 Oct 21;10 (10) :2089.|Mol Med Rep. 2024 Mar;29 (3) :48.|Oncol Lett. 2021 Nov;22 (5) :781.|Pharmacol Res. 2022 Jan:175:105985.|Research Square Preprint. 2022 Feb.|Research Square Preprint. 2022 Jan.

Chemical Information

Lycorine hydrochloride

See also: Lycorine (annotation moved to).

CAS Number2188-68-3
PubChem CID164943
IUPAC Name(1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraene-17,18-diol;hydrochloride
Molecular FormulaC16H18ClNO4
Molecular Weight323.77
Topological Polar Surface Area62.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Heavy Atom Count22
Formal Charge0
Complexity481
SMILES
C1CN2CC3=CC4=C(C=C3[C@H]5[C@H]2C1=C[C@@H]([C@H]5O)O)OCO4.Cl
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
Chemical Structure
2D Structure
2D structure of Lycorine hydrochloride
CAS: 2188-68-3
CID: 164943
Formula: C16H18ClNO4
MW: 323.77
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight323.77
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Exact Mass323.0924357
Monoisotopic Mass323.0924357
Topological Polar Surface Area62.2 Ų
Heavy Atom Count22
Formal Charge0
Complexity481
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes