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Tropinone

PubChem CID: 79038

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Compound Synonyms Tropinone, 532-24-1, 8-Methyl-8-azabicyclo[3.2.1]octan-3-one, 3-Tropanone, Tropanone, Tropanon, 8-Azabicyclo[3.2.1]octan-3-one, 8-methyl-, 3-Tropinone, Tropinon, 1.alpha.H,5.alpha.H-Tropan-3-one, NSC 118012, Tropionone, 8-Methyl-8-azabicyclo(3.2.1)octan-3-one, 8-Azabicyclo(3.2.1)octan-3-one, 8-methyl-, 1alphaH,5alphaH-Tropan-3-one, MFCD00005549, 2A8CC8KA5F, NSC-118012, EINECS 208-530-6, Tropinone (Standard), 1Ah,5ah-tropan-3-one, UNII-2A8CC8KA5F, SCHEMBL113383, HY-Y0135R, DTXSID30862133, HMS3604E08, HY-Y0135, STR05973, BBL033682, NSC118012, s5687, STL370340, AKOS009156701, AC-1978, CS-W019976, FT30845, PS-4518, NS00015331, 8-methyl-8-aza-bicyclo[3.2.1]octan-3-one, 8-methyl-8-azabicyclo-[3.2.1]octan-3-one, 8-methyl-8-azabicyclo[3.2.1]-octan-3-one, EN300-36457, C00783, 36EBAD2F-EED9-45EC-ABD8-2561A0A1AC8A, 3-Tropanone, 8-Methyl-8-azabicyclo[3.2.1]octan-3-one, F0001-1371, Z362847958
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 20.3
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2CCC(C1)C2
Np Classifier Class Piperidine alkaloids
Deep Smiles CNCCCC5CC=O)C7
Heavy Atom Count 10.0
Classyfire Class Tropane alkaloids
Description Tropinone, also known as 3-tropanone, is a member of the class of compounds known as tropane alkaloids. Tropane alkaloids are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]octane. Tropinone is soluble (in water) and an extremely weak acidic compound (based on its pKa). Tropinone can be found in a number of food items such as walnut, japanese persimmon, komatsuna, and chicory roots, which makes tropinone a potential biomarker for the consumption of these food products. Tropinone is an alkaloid, famously synthesised in 1917 by Robert Robinson as a synthetic precursor to atropine, a scarce commodity during World War I. Tropinone and the alkaloids cocaine and atropine all share the same tropane core structure. Its corresponding conjugate acid at pH 7.3 major species is known as tropiniumone .
Scaffold Graph Node Level OC1CC2CCC(C1)N2
Isotope Atom Count 0.0
Molecular Complexity 151.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 8-methyl-8-azabicyclo[3.2.1]octan-3-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 0.3
Gsk 4 400 Rule True
Molecular Formula C8H13NO
Scaffold Graph Node Bond Level O=C1CC2CCC(C1)N2
Prediction Swissadme 0.0
Inchi Key QQXLDOJGLXJCSE-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.875
Logs -0.61
Rotatable Bond Count 0.0
Logd -0.634
Synonyms tropinone
Esol Class Very soluble
Functional Groups CC(C)=O, CN(C)C
Compound Name Tropinone
Prediction Hob Swissadme 0.0
Exact Mass 139.1
Formal Charge 0.0
Monoisotopic Mass 139.1
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 139.19
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -0.9172275999999999
Inchi InChI=1S/C8H13NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-7H,2-5H2,1H3
Smiles CN1C2CCC1CC(=O)C2
Nring 2.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Lysine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Atropa Acuminata (Plant) Rel Props:Reference:ISBN:9788172362089
  • 2. Outgoing r'ship FOUND_IN to/from Atropa Belladonna (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Cyphomandra Betacea (Plant) Rel Props:Reference:ISBN:9788185042084
  • 4. Outgoing r'ship FOUND_IN to/from Datura Metel (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Datura Stramonium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Erythroxylum Coca (Plant) Rel Props:Reference:ISBN:9788172362300
  • 7. Outgoing r'ship FOUND_IN to/from Hyoscyamus Albus (Plant) Rel Props:Reference:ISBN:9788185042145
  • 8. Outgoing r'ship FOUND_IN to/from Solanum Tuberosum (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/11855731