isopiperitenone
2-cyclohexen-1-one, 3-methyl-6-(1-methylethenyl)-
Identification
| Name | isopiperitenone |
| IUPAC | 3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-one |
| CAS Number | 529-01-1 |
| FDA UNII | Search |
| Molecular Formula | C10 H14 O |
| Molecular Weight | 150.22078000 |
| Nikkaji Number | J37.660D |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 228.00 to 229.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.072000 mmHg @ 25.00 °C. (est) |
| Flash Point | 196.00 °F. TCC ( 91.11 °C. ) |
| logP (o/w) | 2.409 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
Organoleptic Properties
| Odor Description | at 100.00 %. |
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
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Potential Uses
Natural Occurrence
Synonyms
2-
cyclohexen-1-one, 3-methyl-6- (1-methylethenyl)-
2-
cyclohexen-1-one, 3-methyl-6-(1-methylethenyl)-
p-
mentha-1,8-dien-3-one
para-
mentha-1,8-dien-3-one
p-
mentha-1,8(9)-dien-3-one
para-
mentha-1,8(9)-dien-3-one
1,8-para-
menthadien-3-one
1,8(9)-p-
menthadien-3-one
1,8(9)-para-
menthadien-3-one
1-
methyl-4-isopropenyl-1-cyclohexen-3-one
3-
methyl-6-(1-methyl ethenyl)-2-cyclohexen-1-one
3-
methyl-6-(1-methylethenyl)-2-cyclohexen-1-one
3-
methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-one
3-
methyl-6-prop-1-en-2-ylcyclohex-2-en-1-one
iso
piperitenon
(-)-iso
piperitenone
6-iso
propenyl-3-methyl-2-cyclohexen-1-one
6-iso
propenyl-3-methylcyclohex-2-en-1-one
PubMed:
Isolation and characterization of isopiperitenol dehydrogenase from piperitenone-type Perilla.
PubMed:
Chemical ecology of astigmatid mites LXXXVII. S-(+)-isopiperitenone: re-identification of the alarm pheromone as the female sex pheromone in Tyrophagus similis (Acari: Acaridae).
PubMed:
Immunocytochemical localization of short-chain family reductases involved in menthol biosynthesis in peppermint.
PubMed:
(-)-Menthol biosynthesis and molecular genetics.
PubMed:
Monoterpene metabolism. Cloning, expression, and characterization of (-)-isopiperitenol/(-)-carveol dehydrogenase of peppermint and spearmint.
PubMed:
Metabolic engineering of monoterpene biosynthesis: two-step production of (+)-trans-isopiperitenol by tobacco.
PubMed:
Monoterpene double-bond reductases of the (-)-menthol biosynthetic pathway: isolation and characterization of cDNAs encoding (-)-isopiperitenone reductase and (+)-pulegone reductase of peppermint.
PubMed:
Role of jasmonic acid in biotransformation of (--)-isopiperitenone in suspension cell culture of Mentha piperita.
PubMed:
Modified Monoterpenes from Biotransformation of (-)-Isopiperitenone by Suspension Cell Culture of Mentha piperita
PubMed:
Production of (-)-7-Hydroxyisopiperitenone from (-)-Isopiperitenone by a Suspension Cell Culture of Mentha piperita.
PubMed:
Metabolism of monoterpenes: demonstration that (+)-cis-isopulegone, not piperitenone, is the key intermediate in the conversion of (-)-isopiperitenone to (+)-pulegone in peppermint (Mentha piperita).
PubMed:
Metabolism of monoterpenes: oxidation of isopiperitenol to isopiperitenone, and subsequent isomerization to piperitenone by soluble enzyme preparations from peppermint (Mentha piperita) leaves.