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Fenchone

PubChem CID: 14525

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Compound Synonyms Fenchone, 1195-79-5, 1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one, dl-fenchone, (.+/-.)-Fenchone, 1,3,3-Trimethylbicyclo(2.2.1)heptan-2-one, EINECS 214-804-6, CAS-1195-79-5, 214-804-6, fenchone, (+-)-isomer, alpha-Fenchone, Fenchon, 1,3,3-Trimethyl-2-norbornanone, 1,3,3-Trimethyl-2-norcamphanone, 2-Norbornanone, 1,3,3-trimethyl-, Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1S,4R)-, fenchan-2-one, NSC 8896, NSC 122687, CHEBI:4999, DTXSID9025324, Fenchon [German], 126-21-6, D-FENCHONE, 96, DTXCID305324, NCGC00166292-01, 1,3-Trimethylnorcamphor, 2,2,4-trimethylbicyclo[2.2.1]heptan-3-one, BRN 1861492, 1,3-Trimethyl-2-norbornanone, AI3-00736, 1,3-Trimethyl-2-norcamphanone, 2-Norbornanone,3,3-trimethyl-, Bicyclo(2.2.1)heptan-2-one, 1,3,3-trimethyl-, (1S,4R)-, WLN: L55 A CVTJ B1 D1 D1, 1,3-Trimethylbicyclo[2.2.1]heptan-2-one, 2,2,4-trimethylbicyclo(2.2.1)heptan-3-one, FENCHONE [WHO-DD], Bicyclo[2.2.1]heptan-2-one,3,3-trimethyl-, 2-07-00-00093 (Beilstein Handbook Reference), iso-Fenchone, MFCD00151104, 1,3,3Trimethylnorcamphor, (1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one, SCHEMBL57584, 1,3,3Trimethyl2norbornanone, 1,3,3Trimethyl2norcamphanone, 2Norbornanone, 1,3,3trimethyl, CHEMBL2268554, NSC8896, Tox21_112396, BBL018824, MFCD00248429, NSC122687, s5934, STK802502, AKOS009158536, LMPR0102120016, VS-06784, 1,3,3Trimethylbicyclo(2.2.1)heptan2one, DB-017638, DB-070766, Bicyclo(2.2.1)heptan2one, 1,3,3trimethyl, F0163, F0164, NS00012481, 1.3.3-trimethylbicyclo(2.2.1)heptan-2-one, EN300-54085, C09859, SBI-0653876.0001, 1,3,3-Trimethyl-bicyclo[2.2.1]heptan-2-one, Bicyclo[2.2.1]heptane-2-one,1,3,3-trimethyl, Q414784, SR-01000945193, SR-01000945193-1, Z804948554, Bicyclo2.2.1heptan-2-one, 1,3,3-trimethyl-, (1S,4R)-, Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (.+/-.)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 17.1
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2CCC1C2
Np Classifier Class Fenchane monoterpenoids
Deep Smiles O=CCC)CCCC6C)C))C5
Heavy Atom Count 11.0
Classyfire Class Prenol lipids
Description Fenchone is a natural organic compound classified as a monoterpene and a ketone. It is a colorless oily liquid. It has a structure and an odor similar to camphor. Fenchone is a constituent of absinthe and the essential oil of fennel. Fenchone is used as a flavor in foods and in perfumery. Only 2 stereoisomers are possible: D-fenchone (enantiomer 1S,4R is dextrogyre (+)) and L-fenchone (enantiomer 1R,4S is levogyre (-)). Due to the small size of the cycle, the 2 other diastereoisomers (1S4S and 1R4R) are not possible. [Wikipedia]. Fenchone is found in many foods, some of which are ceylon cinnamon, sweet basil, saffron, and dill.
Scaffold Graph Node Level OC1CC2CCC1C2
Classyfire Subclass Monoterpenoids
Isotope Atom Count 0.0
Molecular Complexity 217.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id O42275
Iupac Name 1,3,3-trimethylbicyclo[2.2.1]heptan-2-one
Prediction Hob 1.0
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.3
Superclass Lipids and lipid-like molecules
Subclass Monoterpenoids
Gsk 4 400 Rule True
Molecular Formula C10H16O
Scaffold Graph Node Bond Level O=C1CC2CCC1C2
Prediction Swissadme 0.0
Inchi Key LHXDLQBQYFFVNW-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.9
Logs -2.116
Rotatable Bond Count 0.0
State Liquid
Logd 2.278
Synonyms 1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one, 9CI, Fenchol (obsol.), (1R,4S)-(+)-Fenchone, (1S,4R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one, (1S,4R)-Fenchan-2-one, (1S,4R)-Fenchone, D-1,3,3-Trimethyl-2-norbornanone, D-1,3,3-Trimethyl-2-norcamphanone, D-Fenchone, FEMA 2479, (-)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one, (1R,4S)-(-)-Fenchone, (1R,4S)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one, (1R,4S)-Fenchan-2-one, (1R,4S)-Fenchone, FEMA 4519, L-alpha-Fenchone, L-Fenchone, 1,3,3-Trimethyl-2-norbornanone, 1,3,3-Trimethyl-2-norcamphanone, 1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one, (1R,4S)-1,3,3-trimethylbicyclo[2.2.1]Heptan-2-one, Fenchone, (1S)-isomer, Fenchone, (+-)-isomer, Fenchone, (1R)-isomer, (+)-Fenchone, fenchone
Esol Class Soluble
Functional Groups CC(C)=O
Compound Name Fenchone
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 152.12
Formal Charge 0.0
Monoisotopic Mass 152.12
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 152.23
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic homopolycyclic compounds
Lipinski Rule Of 5 True
Esol -3.0014693999999995
Inchi InChI=1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3
Smiles CC1(C2CCC(C2)(C1=O)C)C
Nring 2.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Bicyclic monoterpenoids
Np Classifier Superclass Monoterpenoids

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  • 118. Outgoing r'ship FOUND_IN to/from Petroselinum Crispum (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2000.9712206
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  • 121. Outgoing r'ship FOUND_IN to/from Pimpinella Anisum (Plant) Rel Props:Source_db:fooddb_chem_all
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  • 128. Outgoing r'ship FOUND_IN to/from Platycladus Orientalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 129. Outgoing r'ship FOUND_IN to/from Plectranthus Glabratus (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1993.9698226
  • 130. Outgoing r'ship FOUND_IN to/from Plectranthus Glandulosus (Plant) Rel Props:Reference:https://doi.org/10.1002/(sici)1099-1026(199803/04)13:2<107::aid-ffj701>3.0.co;2-g
  • 131. Outgoing r'ship FOUND_IN to/from Plectranthus Mollis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1992.9698010
  • 132. Outgoing r'ship FOUND_IN to/from Pogostemon Heyneanus (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2010.10643833
  • 133. Outgoing r'ship FOUND_IN to/from Pourouma Guianensis (Plant) Rel Props:Reference:https://doi.org/10.1002/(sici)1099-1026(199907/08)14:4<233::aid-ffj813>3.0.co;2-l
  • 134. Outgoing r'ship FOUND_IN to/from Prunella Vulgaris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 135. Outgoing r'ship FOUND_IN to/from Punica Granatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 136. Outgoing r'ship FOUND_IN to/from Rosa Canina (Plant) Rel Props:Reference:https://doi.org/10.1080/0972-060x.2004.10643360
  • 137. Outgoing r'ship FOUND_IN to/from Rosa Centifolia (Plant) Rel Props:Reference:https://doi.org/10.1080/0972-060x.2004.10643360
  • 138. Outgoing r'ship FOUND_IN to/from Rosmarinus Officinalis (Plant) Rel Props:Source_db:fooddb_chem_all;npass_chem_all
  • 139. Outgoing r'ship FOUND_IN to/from Salvia Nemorosa (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1291
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  • 142. Outgoing r'ship FOUND_IN to/from Sassafras Albidum (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1996.9700592
  • 143. Outgoing r'ship FOUND_IN to/from Satureja Hortensis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2015.1119762
  • 144. Outgoing r'ship FOUND_IN to/from Senna Alexandrina (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 145. Outgoing r'ship FOUND_IN to/from Seseli Sibiricum (Plant) Rel Props:Reference:ISBN:9780387706375
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  • 147. Outgoing r'ship FOUND_IN to/from Spondias Mombin (Plant) Rel Props:Reference:https://doi.org/10.1080/0972-060x.2003.10643343
  • 148. Outgoing r'ship FOUND_IN to/from Syzygium Aromaticum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 149. Outgoing r'ship FOUND_IN to/from Tetradenia Riparia (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.3284
  • 150. Outgoing r'ship FOUND_IN to/from Teucrium Polium (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1463
  • 151. Outgoing r'ship FOUND_IN to/from Thuja Occidentalis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1993.9698189
  • 152. Outgoing r'ship FOUND_IN to/from Thuja Plicata (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2014.884774
  • 153. Outgoing r'ship FOUND_IN to/from Thymbra Capitata (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.3393
  • 154. Outgoing r'ship FOUND_IN to/from Thymus Vulgaris (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2007.9699336
  • 155. Outgoing r'ship FOUND_IN to/from Torilis Leptophylla (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2012.10662596
  • 156. Outgoing r'ship FOUND_IN to/from Trachyspermum Ammi (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2015.1119762
  • 157. Outgoing r'ship FOUND_IN to/from Trachyspermum Roxburghianum (Plant) Rel Props:Reference:ISBN:9788185042084
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  • 159. Outgoing r'ship FOUND_IN to/from Zingiber Zerumbet (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1993.9698277