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Lycorine

CAT: 0804-HY-N0288-01Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0288-01Size:50 mg
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Description
Lycorine is a natural alkaloid extracted from the Amaryllidaceae plant. Lycorine is a potent and orally active SCAP inhibitor with a Kd value 15.24 nM. Lycorine downregulates the SCAP protein level without changing its transcription[2]. Lycorine is also a melanoma vasculogenic inhibitor[3]. Lycorine can be used for the study of prostate cancer and metabolic diseases[2].
CAS Number
476-28-8
UNSPSC
12352005
Hazard Statement
H301
Target
Apoptosis; Bacterial; Fatty Acid Synthase (FASN) ; Virus Protease
Type
Natural Products
Related Pathways
Anti-infection; Apoptosis; Metabolic Enzyme/Protease
Applications
Neuroscience-Neurodegeneration
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/lycorine.html
Concentration
10mM
Purity
99.98
Solubility
DMSO : 25 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
Molecular Formula
C16H17NO4
Molecular Weight
287.31
Precautions
H301
References & Citations
[1]Hu M, et al.Lycorine is a novel inhibitor of the growth and metastasis of hormone-refractory prostate cancer.Oncotarget. 2015 Jun 20;6 (17) :15348-61.|[2]Zu-Guo Zheng, et al. Discovery of a Potent SCAP Degrader That Ameliorates HFD-induced Obesity, Hyperlipidemia and Insulin Resistance via an Autophagy-Independent Lysosomal Pathway. Autophagy. 2020 May 20;1-22.|[3][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) .
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Citation 01
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.|bioRxiv. 2024 Feb 6:2024.02.06.579103.|Cancers (Basel) . 2025 Feb 20;17 (5) :718.|Patent. US20230014181.|Preprints. 2024 Nov.

Chemical Information

Lycorine

Lycorine is an indolizidine alkaloid that is 3,12-didehydrogalanthan substituted by hydroxy groups at positions and 2 and a methylenedioxy group across positions 9 and 10. Isolated from Crinum asiaticum, it has been shown to exhibit antimalarial activity. It has a role as an anticoronaviral agent, an antimalarial, a protein synthesis inhibitor and a plant metabolite. It derives from a hydride of a galanthan.

CAS Number476-28-8
PubChem CID72378
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
Molecular FormulaC16H17NO4
Molecular Weight287.31
XLogP0
Topological Polar Surface Area62.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Heavy Atom Count21
Formal Charge0
Complexity481
SMILES
C1CN2CC3=CC4=C(C=C3[C@H]5[C@H]2C1=C[C@@H]([C@H]5O)O)OCO4
InChI
InChI=1S/C16H17NO4/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/t11-,14-,15+,16+/m0/s1
InChIKey
XGVJWXAYKUHDOO-DANNLKNASA-N
Chemical Structure
2D Structure
2D structure of Lycorine
CAS: 476-28-8
CID: 72378
Formula: C16H17NO4
MW: 287.31
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight287.31
XLogP30
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Exact Mass287.11575802
Monoisotopic Mass287.11575802
Topological Polar Surface Area62.2 Ų
Heavy Atom Count21
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 Count1
Compound Is CanonicalizedYes

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