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1-Methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-ol

PubChem CID: 12308663

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Compound Synonyms 1-Methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-ol, MEGxp0_001996, CHEMBL4069337, ACon1_002396, GAA87121, NCGC00169885-01, B2703-477671
Topological Polar Surface Area 41.5
Hydrogen Bond Donor Count 2.0
Heavy Atom Count 20.0
Description Asimilobine 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. Asimilobine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Asimilobine can be found in cherimoya and custard apple, which makes asimilobine a potential biomarker for the consumption of these food products. Asimilobine is an inhibitor of dopamine biosynthesis, and a serotonergic receptor antagonist .
Isotope Atom Count 0.0
Molecular Complexity 361.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 1-methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-ol
Prediction Hob 1.0
Class Aporphines
Xlogp 2.6
Superclass Alkaloids and derivatives
Molecular Formula C17H17NO2
Prediction Swissadme 1.0
Inchi Key NBDNEUOVIJYCGZ-UHFFFAOYSA-N
Fcsp3 0.2941176470588235
Logs -1.512
Rotatable Bond Count 1.0
Logd 2.608
Synonyms (-)-Asimilobine, 2-Hydroxy-1-methoxynoraporphine, Asimilobine, Asimilobine?, Asimilobine hydrochloride, (R-isomer), Asimilobine perchlorate, (R)-isomer
Compound Name 1-Methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-ol
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 267.126
Formal Charge 0.0
Monoisotopic Mass 267.126
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 267.32
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Esol -3.5386336
Inchi InChI=1S/C17H17NO2/c1-20-17-14(19)9-11-6-7-18-13-8-10-4-2-3-5-12(10)16(17)15(11)13/h2-5,9,13,18-19H,6-8H2,1H3
Smiles COC1=C(C=C2CCNC3C2=C1C4=CC=CC=C4C3)O
Nring 4.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Aporphines

  • 1. Outgoing r'ship FOUND_IN to/from Annona Cherimola (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Annona Reticulata (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Magnolia Obovata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 4. Outgoing r'ship FOUND_IN to/from Magnolia Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients
  • 5. Outgoing r'ship FOUND_IN to/from Nelumbo Nucifera (Plant) Rel Props:Source_db:cmaup_ingredients