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Xylopine

PubChem CID: 160503

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Compound Synonyms Xylopine, 517-71-5, (-)-xylopine, CHEBI:10083, NNZ7TH999H, 6abeta-Noraporphine, 9-methoxy-1,2-(methylenedioxy)-, CHEMBL452201, (12R)-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene, AC1L4NQM, AC1Q6ZQZ, Anolobine, O-methyl-, Xylopine, (-)-, UNII-NNZ7TH999H, SCHEMBL6686161, DTXSID70965975, HY-N9534, BDBM50633745, DA-59197, MS-24226, CS-0198409, C09670, E88996, Q15427929, 6A.BETA.-NORAPORPHINE, 9-METHOXY-1,2-(METHYLENEDIOXY)-, 10-Methoxy-6,7,7a,8-tetrahydro-2H,5H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinoline, (12R)-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0?,?.0?,??.0??,??]icosa-1(20),2(6),7,14,16,18-hexaene, (12R)-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0{2,6}.0{8,20}.0{14,19}]icosa-1(20),2(6),7,14(19),15,17-hexaene, (7AR)-6,7,7A,8-TETRAHYDRO-10-METHOXY-5H-BENZO(G)-1,3-BENZODIOXOLO(6,5,4-DE)QUINOLINE, 5H-BENZO(G)-1,3-BENZODIOXOLO(6,5,4-DE)QUINOLINE, 6,7,7A,8-TETRAHYDRO-10-METHOXY-, (7AR)-, 5H-BENZO(G)-1,3-BENZODIOXOLO(6,5,4-DE)QUINOLINE, 6,7,7A,8-TETRAHYDRO-10-METHOXY-, (R)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 39.7
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1CCCC3CC4CCCC4C2C13
Np Classifier Class Aporphine alkaloids, Isoquinoline alkaloids
Deep Smiles COcccc-cc[C@@H]Cc6c%10)))NCCc6ccc%10OCO5
Heavy Atom Count 22.0
Classyfire Class Aporphines
Description Xylopine, also known as (-)-xylopine, 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. Xylopine is practically insoluble (in water) and a very strong basic compound (based on its pKa). Xylopine can be found in cherimoya and custard apple, which makes xylopine a potential biomarker for the consumption of these food products. Xylopine is an antimicrobial benzylisoquinoline alkaloid .
Scaffold Graph Node Level C1CCC2C(C1)CC1NCCC3CC4OCOC4C2C31
Isotope Atom Count 0.0
Molecular Complexity 431.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Uniprot Id n.a.
Iupac Name (12R)-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 2.8
Gsk 4 400 Rule True
Molecular Formula C18H17NO3
Scaffold Graph Node Bond Level c1ccc2c(c1)CC1NCCc3cc4c(c-2c31)OCO4
Prediction Swissadme 1.0
Inchi Key RFWCCZDSXIZJMF-CQSZACIVSA-N
Silicos It Class Moderately soluble
Fcsp3 0.3333333333333333
Logs -3.23
Rotatable Bond Count 1.0
Logd 2.484
Synonyms (-)-Xylopine, 6abeta-Noraporphine, 9-methoxy-1,2-(methylenedioxy)-, (-)-xylopine, (-)xylopine, friedelin (-) xylopine, xylopine
Esol Class Soluble
Functional Groups CNC, c1cOCO1, cOC
Compound Name Xylopine
Prediction Hob Swissadme 1.0
Exact Mass 295.121
Formal Charge 0.0
Monoisotopic Mass 295.121
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 295.3
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.7789815636363637
Inchi InChI=1S/C18H17NO3/c1-20-12-2-3-13-11(6-12)7-14-16-10(4-5-19-14)8-15-18(17(13)16)22-9-21-15/h2-3,6,8,14,19H,4-5,7,9H2,1H3/t14-/m1/s1
Smiles COC1=CC2=C(C=C1)C3=C4[C@@H](C2)NCCC4=CC5=C3OCO5
Nring 5.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tyrosine alkaloids