| Common Name |
(-)-trans-Isopliegone
| Description |
(-)-trans-Isopliegone is found in fats and oils. (-)-trans-Isopliegone is a flavouring ingredient. It is isolated from oil of American pennyroyal (Hedeoma pliegioides), Mentha species and others, usually with Pliegone(-)-trans-Isopliegone belongs to the family of p-Menthane Monoterpenes. These are monoterpenes whose structure is based on the p-menthane backbone.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB35741 ((-)-trans-Isopliegone)
| Synonyms |
| Value |
Source |
1-Methyl-4-isopropenyl-3-cyclohexanoneChEBI
IsopliegoneChEBI
(+)-IsopliegoneHMDB
(-)-trans-P-Menth-8-en-3-oneHMDB
(2R-trans)-5-Methyl-2-(1-methylethenyl)-cyclohexanoneHMDB
Pliegone, (S)-isomerMeSH
Pliegone, (R)-isomerMeSH
PliegoneMeSH
cis-IsopliegoneMeSH
| Chemical Formlia |
C10H16O
| Average Molecliar Weight |
152.2334
| Monoisotopic Molecliar Weight |
152.120115134
| IUPAC Name |
5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-one
| Traditional Name |
isopliegone
| CAS Registry Number |
57129-09-6
| SMILES |
CC1CCC(C(C)=C)C(=O)C1
| InChI Identifier |
InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-9H,1,4-6H2,2-3H3
| InChI Key |
RMIANEGNSBUGDJ-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as menthane monoterpenoids. These 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.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Lipids and lipid-like moleclies
| Sub Class |
Prenol lipids
| Direct Parent |
Menthane monoterpenoids
| Alternative Parents |
Monocyclic monoterpenoids
Cyclic ketones
Organic oxides
Hydrocarbon derivatives
| Substituents |
P-menthane monoterpenoid
Monocyclic monoterpenoid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound
| Molecliar Framework |
Aliphatic homomonocyclic compounds
| External Descriptors |
p-menthane monoterpenoid (CHEBI:37046 )
a monoterpenoid (CPD-4941 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Cell signaling
Fuel and energy storage
Fuel or energy source
Membrane integrity/stability
Nutrient
| Application |
Flavoring Agent
Nutrient
Stabilizers
Surfactants and Emlisifiers
| Cellliar locations |
Cytoplasm
Extracellliar
Membrane
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.54 mg/mLALOGPS
logP2.42ALOGPS
logP2.7ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)17.88ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity46.3 m3·mol-1ChemAxon
Polarizability18.26 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Positivesplash10-0udi-0900000000-86c22d1bcbce97c1118dView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-11or-7900000000-60e1710999312dfb0686View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-0pvl-9100000000-eb59a6a329c31dd90fd9View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-0udi-0900000000-a78fe6479a5d6949a074View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-0udi-0900000000-006545b22bbfa3933fdbView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-06rx-9700000000-20b227005a182a539522View in MoNA
| Biological Properties |
| Cellliar Locations |
Cytoplasm
Extracellliar
Membrane
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB014470
| KNApSAcK ID |
C00010948
| Chemspider ID |
31884
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB35741
| Metagene Link |
HMDB35741
| METLIN ID |
Not Available
| PubChem Compound |
34645
| PDB ID |
Not Available
| ChEBI ID |
37046
Product: OABK (hydrochloride)
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 20151049
