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Liriodenine

PubChem CID: 10144

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Compound Synonyms Liriodenine, 475-75-2, Micheline B, Oxoushinsunine, Spermatheridin, Spermatheridine, Oxoushinsunin, Ushinsunine, oxo-, Hiriodenine, 8H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-8-one, CCRIS 1549, NSC 93681, NSC 215254, BRN 0273167, Noraporphin-7-one, 4,5,6,6a-tetradehydro-1,2-(methylenedioxy)-, CHEBI:70649, E134R7X4O9, 8H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-8-one, NSC93681, NSC-93681, NSC215254, NSC-215254, Spermatheridine, VLT 045, CHEMBL37736, UNII-E134R7X4O9, DTXSID40197165, 4-27-00-06585 (Beilstein Handbook Reference), 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-[1,3]Benzodioxolo[6,5,4-de]benzo[g]quinolin-8-one, 8H-Benzo[g]-1,5,4-de]quinolin-8-one, 8H-(1,3)benzodioxolo(6,5,4-de)benzo(g)quinolin-8-one, Noraporphin-7-one,5,6,6a-tetradehydro-1,2-(methylenedioxy)-, SCHEMBL165803, MEGxp0_001521, DTXCID50119656, 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 #, 8H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-8-one (9CI), 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
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 48.4
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1C2CCCCC2C2C3CCCC3CC3CCCC1C32
Np Classifier Class Aporphine alkaloids, Isoquinoline alkaloids
Deep Smiles O=Ccccccc6-ccc%10nccc6ccc%10OCO5
Heavy Atom Count 21.0
Classyfire Class Aporphines
Description Liriodenine, also known as oxoushinsunine or micheline b, is a member of the class of compounds known as aporphines. Aporphines are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Liriodenine is practically insoluble (in water) and a strong basic compound (based on its pKa). Liriodenine can be found in cherimoya and custard apple, which makes liriodenine a potential biomarker for the consumption of these food products. Liriodenine is a bio-active isolate of the Chinese medicinal herb Zanthoxylum nitidum .
Scaffold Graph Node Level OC1C2CCCCC2C2C3OCOC3CC3CCNC1C32
Isotope Atom Count 0.0
Molecular Complexity 453.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id Q14761, P18901, P61169, P23977, n.a., O42275, P43681, P32297, P22002
Iupac Name 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
Prediction Hob 1.0
Class Aporphines
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Target Id NPT4163
Xlogp 3.4
Superclass Alkaloids and derivatives
Gsk 4 400 Rule True
Molecular Formula C17H9NO3
Scaffold Graph Node Bond Level O=C1c2ccccc2-c2c3c(cc4ccnc1c24)OCO3
Prediction Swissadme 0.0
Inchi Key MUMCCPUVOAUBAN-UHFFFAOYSA-N
Silicos It Class Poorly soluble
Fcsp3 0.0588235294117647
Logs -6.373
Rotatable Bond Count 0.0
Logd 2.998
Synonyms 8H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)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, Micheline b, Oxoushinsunin, Oxoushinsunine, Spermatheridin, Spermatheridine, Ushinsunine, oxo-, liriodenine, oxoushinsuine (liriodenine), oxoushinsunine
Esol Class Moderately soluble
Functional Groups c1cOCO1, cC(c)=O, cnc
Compound Name Liriodenine
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 275.058
Formal Charge 0.0
Monoisotopic Mass 275.058
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 275.26
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -4.246140123809523
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
Smiles C1OC2=C(O1)C3=C4C(=C2)C=CN=C4C(=O)C5=CC=CC=C53
Nring 5.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Aporphines
Np Classifier Superclass Tyrosine alkaloids