ChemicalBook--->CAS DataBase List--->475-75-2

475-75-2

475-75-2 Structure

475-75-2 Structure
IdentificationBack Directory
[Name]

liriodenine
[CAS]

475-75-2
[Synonyms]

Nsc93681
Iiriodenine
liriodenine
Micheline b
Oxoushinsunin
Oxoushinsunine
Spermatheridin
Spermatheridine
8H-Benzo[G]-1,3-benzodioxolo[6,5,4-de]quinolin-8-one
Noraporphin-7-one, 4,5,6,6A-tetradehydro-1,2-(methylenedioxy)-
[Molecular Formula]

C17H9NO3
[MDL Number]

MFCD00936501
[MOL File]

475-75-2.mol
[Molecular Weight]

275.26
Chemical PropertiesBack Directory
[Melting point ]

282°C
[Boiling point ]

531.0±19.0 °C(Predicted)
[density ]

1.501±0.06 g/cm3(Predicted)
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

powder
[pka]

2.67±0.20(Predicted)
[color ]

Yellow
[InChI]

InChI=1S/C17H9NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-7H,8H2
[InChIKey]

MUMCCPUVOAUBAN-UHFFFAOYSA-N
[SMILES]

N1C2=C3C(=C4C(=CC3=CC=1)OCO4)C1=CC=CC=C1C2=O
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H311-H331-H301
[Precautionary statements ]

P261-P271-P304+P340-P311-P321-P403+P233-P405-P501-P280-P302+P352-P312-P322-P361-P363-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501
Hazard InformationBack Directory
[Description]

Isolated from the heartwood extract of Liriodendron tulip/era, this base may be purified by crystallization from CHCI3. It contains one methylenedioxy group and a keto group, forming a crystalline oxime, m.p. 271°C. The structure has been confirmed by synthesis, the synthetic alkaloid having a higher melting point of 287°C.
[Uses]

Liriodenine is an isoquinoline alkaloid found in extracts of medicinal Asian vegetation such as Michelia alba and Liriodendron chinense.
[Definition]

ChEBI: An oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities.
[target]

p53 | Caspase | Bcl-2/Bax | Sodium Channel | Potassium Channel | Topoisomerase | cAMP
[References]

Buchanan, Dickey.,J. Org. Chern., 25, 1389 (1960)
Taylor., Tetrahedron, 14,42 (1961)
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