(-)-Lycorine

Modify Date: 2025-08-20 11:29:47

(-)-Lycorine Structure
(-)-Lycorine structure
Common Name (-)-Lycorine
CAS Number 476-28-8 Molecular Weight 287.310
Density 1.5±0.1 g/cm3 Boiling Point 477.4±45.0 °C at 760 mmHg
Molecular Formula C16H17NO4 Melting Point 253-255ºC (dec.)
MSDS N/A Flash Point 242.5±28.7 °C

 Use of (-)-Lycorine


Lycorine is a natural alkaloid extracted from the Amaryllidaceae plant family with antiviral, antimalarial and antiinflammation activities. Lycorine inhibits the growth and metastasis of hormone-refractory anti-prostate cancer (PCa) and induces cell apoptosis[1].

 Names

Name lycorine
Synonym More Synonyms

 (-)-Lycorine Biological Activity

Description Lycorine is a natural alkaloid extracted from the Amaryllidaceae plant family with antiviral, antimalarial and antiinflammation activities. Lycorine inhibits the growth and metastasis of hormone-refractory anti-prostate cancer (PCa) and induces cell apoptosis[1].
Related Catalog
In Vitro Lycorine inhibits cell proliferation in a dose-dependent manner in the abovementioned 4 PCa cell lines, and the IC50 ranged from 5 μM to 10 μM., it also shows Lycorine has little effects on PNT1A cell's proliferation[1].
References

[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.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 477.4±45.0 °C at 760 mmHg
Melting Point 253-255ºC (dec.)
Molecular Formula C16H17NO4
Molecular Weight 287.310
Flash Point 242.5±28.7 °C
Exact Mass 287.115753
PSA 62.16000
LogP 0.77
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.733
InChIKey XGVJWXAYKUHDOO-DANNLKNASA-N
SMILES OC1C=C2CCN3Cc4cc5c(cc4C(C1O)C23)OCO5

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OL2900000
CHEMICAL NAME :
Lycoran-1-alpha,2-beta-diol, 3,3-alpha-didehydro-
CAS REGISTRY NUMBER :
476-28-8
LAST UPDATED :
199709
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C16-H17-N-O4
MOLECULAR WEIGHT :
287.34

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
10700 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - rigidity (including catalepsy) Lungs, Thorax, or Respiration - other changes
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 56(1),23S,1960
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
145 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - rigidity (including catalepsy) Lungs, Thorax, or Respiration - other changes
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 56(1),23S,1960

 Safety Information

Hazard Codes T: Toxic;
Risk Phrases R25
Safety Phrases 45
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
Hazard Class 9.0

 Synthetic Route

 (-)-LycorineBioassay

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Name: Antiviral activity against Poliovirus infected african green monkey Vero cells assess...
Source: ChEMBL
Target: Enterovirus C
External Id: CHEMBL1024109
Name: Antiviral activity against Poliovirus infected african green monkey Vero cells assess...
Source: ChEMBL
Target: Enterovirus C
External Id: CHEMBL1024108
Name: Antiviral activity against Semliki forest virus infected african green monkey Vero ce...
Source: ChEMBL
Target: Semliki Forest virus
External Id: CHEMBL1024105
Name: Selectivity ratio of CC50 for Rhesus macaque LLC-MK2 cells to EC50 for HCoV-NL63 infe...
Source: ChEMBL
Target: N/A
External Id: CHEMBL4723155
Name: Selectivity ratio of CC50 for HAE cells to EC50 for SARS-CoV BJ-001 infected in Afric...
Source: ChEMBL
Target: N/A
External Id: CHEMBL4723152
Name: Inhibition of LPS-induced NO production in ddY mouse macrophages at 3 uM after 20 hrs...
Source: ChEMBL
Target: Macrophage
External Id: CHEMBL1003486
Name: Cytotoxicity against mouse ddY macrophages assessed as cell viability at 3 um after 7...
Source: ChEMBL
Target: N/A
External Id: CHEMBL1003487
Name: Inhibition of LPS-induced NO production in ddY mouse macrophages at 1 uM after 20 hrs...
Source: ChEMBL
Target: Macrophage
External Id: CHEMBL1003484
Name: Cytotoxicity against mouse ddY macrophages assessed as cell viability at 1 um after 7...
Source: ChEMBL
Target: N/A
External Id: CHEMBL1003485
Name: Antiviral activity against HCoV-OC43 infected in BALB/c mouse assessed as protection ...
Source: ChEMBL
Target: Human coronavirus OC43
External Id: CHEMBL4723193
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 Synonyms

3,3a-Didehydrolycoran-1a,2b-diol
Amarylline
(1a,2b)-3,12-Didehydro-9,10-[methylenebis(oxy)]galanthan-1,2-diol
(1S,2S,12bS,12cS)-2,4,5,7,12b,12c-Hexahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol
Lycorine
(1S,2S,12bS,12cS)-1,2-diol-2,4,5,7,12b,12c-hexahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine
Galanthidine
Belamarine
Licorine
Narcissine
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