Compound: Liriodenine
SMILES: O=C1c2nccc3c2c(c4OCOc4c3)-c5c1cccc5
InChIKey: MUMCCPUVOAUBAN-UHFFFAOYSA-N
Synonyms: Liriodenine, 475-75-2, Micheline B, Oxoushinsunine, Spermatheridine, Spermatheridin, Oxoushinsunin, Ushinsunine, oxo-, 8H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-8-one, Noraporphin-7-one, 4,5,6,6a-tetradehydro-1,2-(methylenedioxy)-, E134R7X4O9, 8H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-8-one, NSC-93681, NSC-215254, CHEBI:70649, DTXSID40197165, 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, RefChem:153652, DTXCID50119656, NSC93681, NSC215254, Spermatheridine; VLT 045, CHEMBL37736, 3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14,16,18-octaen-13-one, 8H-Benzo[g]-1,5,4-de]quinolin-8-one, CCRIS 1549, NSC 93681, NSC 215254, BRN 0273167, liriodemine, Hiriodenine, Noraporphin-7-one,5,6,6a-tetradehydro-1,2-(methylenedioxy)-, 4-27-00-06585 (Beilstein Handbook Reference), SCHEMBL165803, UNII-E134R7X4O9, MEGxp0_001521, orb1684452, SCHEMBL29381388, AAA47575, HY-N3376, BDBM50202301, AKOS028108460, FS-9911, DA-54951, NCI60_001798, NCI60_042088, CS-0024041, C09567, AK-693/21087012, Q5976903, 8H-[1,3]Benzodioxolo[6,5,4-de]benzo[g]quinolin-8-one #, 2H,8H-[1,3]Benzodioxolo[6,5,4-de]benzo[g]quinolin-8-one, 3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6.0^{8,20.0^{14,19]icosa-1(20),2(6),7,9,11,14,16,18-octaen-13-one
Theoretical properties:
molecular_formula: C17H9NO3
molecular_weight: 275.26 g/mol
exact_mass: 275.058243149 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 0
heavy_atom_count: 21
topological_polar_surface_area: 48.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Liriodenine is 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. It has a role as a metabolite, an antimicrobial agent, an antineoplastic agent, an antifungal agent, an EC 3.1.1.7 (acetylcholinesterase) inhibitor and an EC 3.2.1.20 (alpha-glucosidase) inhibitor. It is an oxoaporphine alkaloid, an oxacycle, an organic heteropentacyclic compound, a cyclic ketone and an alkaloid antibiotic. It is functionally related to an aporphine.
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 <em>Annona glabra</em> and has been shown to exhibit antimicrobial and cytotoxic activities.
chembl: LIRIODENINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Liriodenine is a bio-active isolate of the Chinese medicinal herb Zanthoxylum nitidum. It was isolated for the first time, at least with the name liriodenine, from the heartwood of Liriodendron tulipifera, the common yellow poplar of the south-eastern US. It is found in very many other plants, notably in Annona cherimolia and Annona muricata, widely cultivated for their edible fruit.