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Nookatone

PubChem CID: 20797

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Compound Synonyms Nookatone, 91416-23-8, 4,4a-dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one, Nootkatane, MFCD04974578, (+)-5,6-dimethyl-8-isopropenylbicyclo[4.4.0]dec-1-en-3-one, SCHEMBL309679, DTXSID90859882, CHEBI:172457, 28834-25-5, 4,4a-dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one, 4,4a-dimethyl-6-(prop-1-en-2-yl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-one, LS-14435, DB-051400, DS-016226, NS00013048, 4,4a,5,6,7,8-hexahydro-6-isopropenyl-4,4a-dimethyl-2(3h)-naphthalone, 2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, 6-Isopropenyl-4,4a-dimethyl-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone #, 2(3H)-naphthalenone,4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, (4s,4ar,6s)-
Topological Polar Surface Area 17.1
Hydrogen Bond Donor Count 0.0
Heavy Atom Count 16.0
Description Constituent of grapefruit oil and juice. Flavouring ingredient. Nootkatone is found in many foods, some of which are citrus, sweet orange, lime, and lemon.
Isotope Atom Count 0.0
Molecular Complexity 364.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 4,4a-dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one
Prediction Hob 0.0
Class Prenol lipids
Xlogp 3.9
Superclass Lipids and lipid-like molecules
Subclass Sesquiterpenoids
Molecular Formula C15H22O
Prediction Swissadme 0.0
Inchi Key WTOYNNBCKUYIKC-UHFFFAOYSA-N
Fcsp3 0.6666666666666666
Rotatable Bond Count 1.0
State Solid
Synonyms (+)-5,6-dimethyl-8-isopropenylbicyclo[4.4.0]dec-1-en-3-one, (+)-Nootkatone, 4&beta, H,5&alpha, -Eremophila-1(10),11-dien-2-one, 4&beta, H,5&alpha, -Eremorphila-1(10)11-dien-2-one, 4betaH,5alpha-Eremophila-1(10),11-dien-2-one, 4betaH,5alpha-Eremorphila-1(10)11-dien-2-one, 5,6-Dimethyl-8-isopropenylbicyclo(4.4.0)dec-1-en-3-one, FEMA 3166, Nootkanone, Nootkatane, Nootkatone, (+)-5,6-Dimethyl-8-isopropenylbicyclo[4.4.0]dec-1-en-3-one, 4BetaH,5alpha-eremophila-1(10),11-dien-2-one, 4BetaH,5alpha-eremorphila-1(10)11-dien-2-one, Nootkatone, (4R-(4alpha,4aalpha,6beta))-isomer
Compound Name Nookatone
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 218.167
Formal Charge 0.0
Monoisotopic Mass 218.167
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 218.33
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic homopolycyclic compounds
Esol -3.5595079999999997
Inchi InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3
Smiles CC1CC(=O)C=C2C1(CC(CC2)C(=C)C)C
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Citrus Aurantiifolia (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Citrus Limon (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Citrus Reticulata (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Citrus Sinensis (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all