CAS 2188-68-3|Lycorine chloride

Introduction：Basic information about CAS 2188-68-3|Lycorine chloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Lycorine chloride BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Articles26
7. Synonyms

Common Name	Lycorine chloride
CAS Number	2188-68-3	Molecular Weight	323.77
Density	/	Boiling Point	477.4ºC at 760 mmHg
Molecular Formula	C₁₆H₁₈ClNO₄	Melting Point	210-212ºC
MSDS	ChineseUSA	Flash Point	242.5ºC
Symbol	GHS06	Signal Word	Danger

Names

Name	Lycorine hydrochloride
Synonym	More Synonyms

Lycorine chloride BiologicalActivity

Description	Lycorine (hydrochloride) is VE-cadherin inhibitor,and has IC50 of 1.2μM in Hey1B cell.IC50: 1.2μM (Hey1B cell)[2]In vitro:Lycorine (hydrochloride) executed an anti-melanoma vasculogenic effect by inhibiting VE-cadherin gene expression in C8161 cells and caused a decrease in cell surface exposure of VE-cadherin protein. Consistently, LH significantly suppressed VE-cadherin gene promoter activity. [1]Lycorine (hydrochloride) effectively inhibited mitotic proliferation of Hey1B cells (half maximal inhibitory concentration = 1.2 μM) with very low toxicity, resulting in cell cycle arrest at the G2/M transition through enhanced expression of the cell cycle inhibitor p21 and marked down-regulation of cyclin D3 expression. Moreover, LH suppressed both the formation of capillary-like tubes by Hey1B cells cultured in vitro.[2]In vivo: Lycorine effectively suppressed C8161 cell-dominant tumor formation and generation of tumor blood vessels in vivo with low toxicity.[1]Lycorine (hydrochloride) suppressed the formation of the ovarian cancer cell-dominant neovascularization in vivo when administered to Hey1B-xenotransplanted mice, suggest that LH selectively inhibits ovarian cancer cell proliferation and neovascularization and is a potential drug candidate for anti-ovarian cancer therapy.[2]
Related Catalog	Signaling Pathways >>Autophagy >>AutophagyNatural Products >>AlkaloidResearch Areas >>Cancer
References	[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).

Description

Lycorine (hydrochloride) is VE-cadherin inhibitor,and has IC50 of 1.2μM in Hey1B cell.IC50: 1.2μM (Hey1B cell)[2]In vitro:Lycorine (hydrochloride) executed an anti-melanoma vasculogenic effect by inhibiting VE-cadherin gene expression in C8161 cells and caused a decrease in cell surface exposure of VE-cadherin protein. Consistently, LH significantly suppressed VE-cadherin gene promoter activity. [1]Lycorine (hydrochloride) effectively inhibited mitotic proliferation of Hey1B cells (half maximal inhibitory concentration = 1.2 μM) with very low toxicity, resulting in cell cycle arrest at the G2/M transition through enhanced expression of the cell cycle inhibitor p21 and marked down-regulation of cyclin D3 expression. Moreover, LH suppressed both the formation of capillary-like tubes by Hey1B cells cultured in vitro.[2]In vivo: Lycorine effectively suppressed C8161 cell-dominant tumor formation and generation of tumor blood vessels in vivo with low toxicity.[1]Lycorine (hydrochloride) suppressed the formation of the ovarian cancer cell-dominant neovascularization in vivo when administered to Hey1B-xenotransplanted mice, suggest that LH selectively inhibits ovarian cancer cell proliferation and neovascularization and is a potential drug candidate for anti-ovarian cancer therapy.[2]

Related Catalog

Signaling Pathways >>Autophagy >>AutophagyNatural Products >>AlkaloidResearch Areas >>Cancer

References

[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).

Chemical & Physical Properties

Boiling Point	477.4ºC at 760 mmHg
Melting Point	210-212ºC
Molecular Formula	C₁₆H₁₈ClNO₄
Molecular Weight	323.77
Flash Point	242.5ºC
PSA	62.16000
LogP	0.68650
Vapour Pressure	6.37E-10mmHg at 25°C
InChIKey	VUVNTYCHKZBOMV-NVJKKXITSA-N
SMILES	Cl.OC1C=C2CCN3Cc4cc5c(cc4C(C1O)C23)OCO5
Storage condition	2-8°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: OL2910000

CHEMICAL NAME :: Lycoran-1-alpha,2-beta-diol, 3,3-alpha-didehydro-, hydrochloride

CAS REGISTRY NUMBER :: 2188-68-3

LAST UPDATED :: 198803

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C16-H17-N-O4.Cl-H

MOLECULAR WEIGHT :: 323.80

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 :: 230 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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: 54,21,1958

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 117 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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: 54,21,1958

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 123 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - nausea or vomiting

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: 54,21,1958

Safety Information

Symbol	GHS06
Signal Word	Danger
Hazard Statements	H301
Precautionary Statements	P301 + P310
Personal Protective Equipment	Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes	T: Toxic;
Risk Phrases	R25
Safety Phrases	45
RIDADR	UN 2811
Hazard Class	6.1

Articles26

Comparison of anti-acetylcholinesterase activity of bulb and leaf extracts of Sternbergia candida Mathew & T. Baytop.

Acta Biol. Hung. 65(4) , 396-404, (2014)

Studies on Alzheimer's disease have been highlighted due to increasing prevalence of this disease. Oldest hypothesis about the pathophysiology strengthens the research of cholinesterase inhibitors for...

[Study on the chemical constituents from the bulbs of Zephyranthes candida].

Zhong Yao Cai 33(11) , 1730-2, (2010)

To study the chemical constituents from the bulbs of Zephyranthes candida.The chemical constituents were separated and purified by means of several chromatographies and their structures were elucidate...

Copper-induced synthesis of ascorbate, glutathione and phytochelatins in the marine alga Ulva compressa (Chlorophyta).

Plant Physiol. Biochem. 51 , 102-8, (2012)

In order to analyze the synthesis of antioxidant and heavy metal-chelating compounds in response to copper stress, the marine alga Ulva compressa (Chlorophyta) was exposed to 10 μM copper for 7 days a...

Synonyms

Lycorine hydrochloride

Lycorinehydrochloride

Licorin hydrochloride

galanthidine,hydrochloride

(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 hydrochloride (1:1)

1H-[1,3]Dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol, 2,4,5,7,12b,12c-hexahydro-, (1S,2S,12bS,12cS)-, hydrochloride (1:1)

Lycorinechloride

Lycorine (hydrochloride)

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