Liriodenine

Names

[ CAS No. ]:
475-75-2

[ Name ]:
Liriodenine

[Synonym ]:
Spermatheridin
Oxoushinsunine
8H-[1,3]Benzodioxolo[6,5,4-de]benzo[g]quinolin-8-one
8H-1,3-Benzodioxolo[6,5,4-de]benzo[g]quinolin-8-one
8H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-8-one (9CI)
8H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-8-one
Liriodenine
Ushinsunine,oxo
Spermatheridine
Micheline B
Oxoushinsunin

Biological Activity

[Description]:

Liriodenine (Spermatheridine; VLT045) is an aporphine alkaloid isolated from the plant Mitrephora sirikitiae and has anti-cancer activities[1]. Liriodenine induces cell apoptosis, activates the intrinsic pathway by induction of caspase-3 and caspase-9[2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[In Vitro]

Liriodenine is against P-388, KB, HT-29, MCF-7, A549, ASK and Hek-293 cells with IC50 values of 9.60 μM, 11.02 μM, 10.62 μM, 9.20 μM and 8.07μM, respectively.

[References]

[1]. Natthinee Anantachoke, et al. Cytotoxic Compounds From the Leaves and Stems of the Endemic Thai Plant Mitrephora sirikitiae. Pharm Biol

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
531.0±19.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₇H₉NO₃

[ Molecular Weight ]:
275.258

[ Flash Point ]:
275.0±21.5 °C

[ Exact Mass ]:
275.058258

[ PSA ]:
48.42000

[ LogP ]:
3.30

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.768

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RB6036000

CHEMICAL NAME :: Noraporphin-7-one, 4,5,6,6a-tetradehydro-1,2-(methylenedioxy)-

CAS REGISTRY NUMBER :: 475-75-2

BEILSTEIN REFERENCE NO. :: 0273167

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C17-H9-NO3

MOLECULAR WEIGHT :: 975.26

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >250 mg/kg

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

REFERENCE :: PHREEB Pharmaceutical Research. (Thieme Inc., 381 Park Ave. S, New York, NY 10016) No.1- 1984- Volume(issue)/page/year: 4,495,1987

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 120 mg/kg

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

REFERENCE :: PHREEB Pharmaceutical Research. (Thieme Inc., 381 Park Ave. S, New York, NY 10016) No.1- 1984- Volume(issue)/page/year: 4,495,1987

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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