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(+)-Xanthoplanine

PubChem CID: 5315336

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Compound Synonyms (+)-Xanthoplanine, GAA87288, 1,2,10-Trimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-9-ol, 5-hydroxy-4,15,16-trimethoxy-10,10-dimethyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2(7),3,5,13(17),14-hexaen-10-ium
Topological Polar Surface Area 47.9
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 26.0
Description Quaternary alkaloid from Litsea cubeba (mountain pepper). Xanthoplanine is found in fruits.
Isotope Atom Count 0.0
Molecular Complexity 512.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 1,2,10-trimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-9-ol
Prediction Hob 1.0
Class Aporphines
Xlogp 3.1
Superclass Alkaloids and derivatives
Molecular Formula C21H26NO4+
Prediction Swissadme 1.0
Inchi Key FGUCOPALAZXICJ-UHFFFAOYSA-O
Fcsp3 0.4285714285714285
Logs 0.314
Rotatable Bond Count 3.0
State Solid
Logd 3.925
Synonyms (+)-Xanthoplanine, Xanthoplanine
Substituent Name Aporphine, Benzylisoquinoline, Phenanthrene, Benzoquinoline, Tetrahydroisoquinoline, Quinoline, Naphthalene, Methoxyphenol, Anisole, Alkyl aryl ether, Benzenoid, Quaternary ammonium salt, Azacycle, Organoheterocyclic compound, Ether, Hydrocarbon derivative, Organooxygen compound, Organonitrogen compound, Amine, Organic cation, Aromatic heteropolycyclic compound
Compound Name (+)-Xanthoplanine
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 356.186
Formal Charge 1.0
Monoisotopic Mass 356.186
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 356.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Esol -4.121278861538462
Inchi InChI=1S/C21H25NO4/c1-22(2)7-6-12-10-18(25-4)21(26-5)20-14-11-17(24-3)16(23)9-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3/p+1
Smiles C[N+]1(CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)OC)O)OC)OC)C
Nring 4.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Aporphines

  • 1. Outgoing r'ship FOUND_IN to/from Juniperus Rigida (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Thalictrum Foliolosum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Zanthoxylum Planispinum (Plant) Rel Props:Source_db:cmaup_ingredients