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Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, (1R,2R,5R)-rel-

PubChem CID: 443163

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Compound Synonyms (-)-dihydrocarveol, 20549-47-7, (1R,2R,4R)-Dihydrocarveol, (1R,2R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexanol, 38049-26-2, Dihydrocarveol, (-)-, (1R,2R,5R)-5-Isopropenyl-2-methylcyclohexanol, (1R,2R,5R)-2-methyl-5-prop-1-en-2-ylcyclohexan-1-ol, (1R,2R,4R)-p-menth-8-en-2-ol, Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, (1R,2R,5R)-rel-, DTXSID70885700, 2683FD21WA, (1R,2R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-ol, DIHYDROCARVEOL [FHFI], UNII-2683FD21WA, Dihydroisocarveol, bmse000533, CHEBI:149, SCHEMBL1655773, HY-N8491B, KRCZYMFUWVJCLI-OPRDCNLKSA-N, DTXCID101025064, AKOS015913739, Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, (1R-(1alpha,2beta,5alpha))-, FS-7323, LMPR0102090031, FEMA NO. 2379, (-)-, CS-0783414, P-MENTH-8-EN-2-OL, (R,R,R)-(-)-, Q27105257, Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, (1R,2R,5R)-
Topological Polar Surface Area 20.2
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 11.0
Description (-)-dihydrocarveol, also known as (1r,2r,5r)-5-isopropenyl-2-methylcyclohexanol or (1r,2r,4r)-P-menth-8-en-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. Thus, (-)-dihydrocarveol is considered to be an isoprenoid lipid molecule (-)-dihydrocarveol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). (-)-dihydrocarveol can be found in fats and oils and herbs and spices, which makes (-)-dihydrocarveol a potential biomarker for the consumption of these food products.
Isotope Atom Count 0.0
Molecular Complexity 151.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name (1R,2R,5R)-2-methyl-5-prop-1-en-2-ylcyclohexan-1-ol
Prediction Hob 1.0
Class Prenol lipids
Xlogp 3.0
Superclass Lipids and lipid-like molecules
Subclass Monoterpenoids
Molecular Formula C10H18O
Prediction Swissadme 1.0
Inchi Key KRCZYMFUWVJCLI-OPRDCNLKSA-N
Fcsp3 0.8
Logs -2.263
Rotatable Bond Count 1.0
Logd 2.799
Synonyms (1R,2R,4R)-Dihydrocarveol, (1R,2R,4R)-P-Menth-8-en-2-ol, (1R,2R,5R)-2-Methyl-5-(prop-1-en-2-yl)cyclohexanol, (1R,2R,5R)-5-Isopropenyl-2-methylcyclohexanol, (-)-Dihydrocarveol
Compound Name Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, (1R,2R,5R)-rel-
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 154.136
Formal Charge 0.0
Monoisotopic Mass 154.136
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 154.25
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic homomonocyclic compounds
Esol -2.7526686000000002
Inchi InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3/t8-,9-,10-/m1/s1
Smiles C[C@@H]1CC[C@H](C[C@H]1O)C(=C)C
Nring 1.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Menthane 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 Artemisia Argyi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Artemisia Montana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Artemisia Princeps (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Citrus Maxima (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Nelumbo Nucifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Piper Nigrum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all