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2-Methylidene-5-(prop-1-en-2-yl)cyclohexan-1-ol

PubChem CID: 527427

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Compound Synonyms (2S,4R)-p-Mentha-1(7),8-dien-2-ol, 2-methylidene-5-(prop-1-en-2-yl)cyclohexan-1-ol, 35907-10-9, DTXSID80869379, 2-methylidene-5-prop-1-en-2-ylcyclohexan-1-ol, (Z)-isocarveol, 22626-43-3, SCHEMBL1276730, p-mentha-1(7),8-dien-2-ol, DTXCID90213021, CHEBI:171972, RIA65562, 5-Isopropenyl-2-methylenecyclohexanol, (+)-trans-p-Mentha-1(7),8-dien-2-ol, Cyclohexanol, 2-methylene-5-(1-methylethenyl)-, 2-Methylene-5-(prop-1-en-2-yl)cyclohexan-1-ol, 991-185-5
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 20.2
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCCCC1
Np Classifier Class Germacrane sesquiterpenoids, Monocyclic monoterpenoids
Deep Smiles CC=C)CCCC=C)CC6)O
Heavy Atom Count 11.0
Classyfire Class Prenol lipids
Description (2s,4r)-p-mentha-1(7),8-dien-2-ol is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes (2s,4r)-p-mentha-1(7),8-dien-2-ol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). (2s,4r)-p-mentha-1(7),8-dien-2-ol can be found in herbs and spices, which makes (2s,4r)-p-mentha-1(7),8-dien-2-ol a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level CC1CCCCC1
Classyfire Subclass Monoterpenoids
Isotope Atom Count 0.0
Molecular Complexity 181.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 2-methylidene-5-prop-1-en-2-ylcyclohexan-1-ol
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 C=C1CCCCC1
Prediction Swissadme 1.0
Inchi Key PNVTXOFNJFHXOK-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.6
Logs -4.176
Rotatable Bond Count 1.0
Logd 3.777
Synonyms 2-Methylene-5-(1-methylethenyl)cyclohexanol, 9CI, 5-Isopropenyl-2-methylenecyclohexanol, p-Mentha-1(7),8-dien-2-ol, (+)-trans-P-Mentha-1(7),8-dien-2-ol, p-mentha-1(7),8-dien-2-ol
Esol Class Soluble
Functional Groups C=C(C)C, CO
Compound Name 2-Methylidene-5-(prop-1-en-2-yl)cyclohexan-1-ol
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
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 homomonocyclic compounds
Lipinski Rule Of 5 True
Esol -2.1668694
Inchi InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h9-11H,1,3-6H2,2H3
Smiles CC(=C)C1CCC(=C)C(C1)O
Nring 3.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Menthane monoterpenoids
Np Classifier Superclass Sesquiterpenoids, Monoterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Apium Graveolens (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Camellia Sinensis (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.3385
  • 3. Outgoing r'ship FOUND_IN to/from Carum Carvi (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Citrus Reticulata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Citrus Unshiu (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Eucalyptus Camaldulensis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2000.9712194
  • 7. Outgoing r'ship FOUND_IN to/from Eucalyptus Globulus (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1995.9698489
  • 8. Outgoing r'ship FOUND_IN to/from Eucalyptus Robusta (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2001.9699668
  • 9. Outgoing r'ship FOUND_IN to/from Eucalyptus Sideroxylon (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2001.9699668
  • 10. Outgoing r'ship FOUND_IN to/from Eucalyptus Tereticornis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2001.9699668
  • 11. Outgoing r'ship FOUND_IN to/from Eucalyptus Viminalis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2001.9699668
  • 12. Outgoing r'ship FOUND_IN to/from Hyssopus Officinalis (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1995.9698459
  • 13. Outgoing r'ship FOUND_IN to/from Mentha Spicata (Plant) Rel Props:Source_db:fooddb_chem_all