jasmone
3-methyl-2-pent-2-enylcyclopent-2-en-1-one
Identification
| Name | jasmone |
| CAS Number | 68043-00-5 |
| FDA UNII | Search |
| Molecular Formula | C11 H16 O |
| Molecular Weight | 164.24772000 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 264.23 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.010000 mmHg @ 25.00 °C. (est) |
| Flash Point | 225.00 °F. TCC ( 107.20 °C. ) (est) |
| logP (o/w) | 2.020 (est) |
| Soluble in | water, 60.54 mg/L @ 25 °C (est) |
No sensory data available
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 | natural substances and extractives |
| Recommendation for jasmone usage levels up to | not for fragrance use. |
| Recommendation for jasmone flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
3-
methyl-2-pent-2-enylcyclopent-2-en-1-one
PubMed:
Habituation in Frankliniella occidentalis to deterrent plant compounds and their blends.
PubMed:
Fractionation and identification of minor and aroma-active constituents in Kangra orthodox black tea.
PubMed:
Control of foliar pathogens of spring barley using a combination of resistance elicitors.
PubMed:
Attraction of the orange mint moth and false celery leaftier moth (Lepidoptera: Crambidae) to floral chemical lures.
PubMed:
Behavioural responses of Frankliniella occidentalis Pergande larvae to methyl jasmonate and cis-jasmone.
PubMed:
Characterisation of odorant compounds and their biochemical formation in green tea with a low temperature storage process.
PubMed:
Priming of Production in Maize of Volatile Organic Defence Compounds by the Natural Plant Activator cis-Jasmone.
PubMed:
Synergistic manipulations of plant and insect defences.
PubMed:
Synthetic cis-jasmone exposure induces wheat and barley volatiles that repel the pest cereal leaf beetle, Oulema melanopus L.
PubMed:
Evidence for behavioral attractiveness of methoxylated aromatics in a dynastid scarab beetle-pollinated araceae.
PubMed:
Activation of defence in sweet pepper, Capsicum annum, by cis-jasmone, and its impact on aphid and aphid parasitoid behaviour.
PubMed:
Aphid antixenosis in cotton is activated by the natural plant defence elicitor cis-jasmone.
PubMed:
Fragrance material review on cis-jasmone.
PubMed:
Liquid CO2 extraction of Jasminum grandiflorum and comparison with conventional processes.
PubMed:
Predication of Japanese green tea (Sen-cha) ranking by volatile profiling using gas chromatography mass spectrometry and multivariate analysis.
PubMed:
Emerging roles in plant defense for cis-jasmone-induced cytochrome P450 CYP81D11.
PubMed:
Chemical composition of the essential oil of Feronia elephantum Correa.
PubMed:
The transcriptome of cis-jasmone-induced resistance in Arabidopsis thaliana and its role in indirect defence.
PubMed:
Searching for monooxygenases and hydrolases in bacteria from an extreme environment.
PubMed:
Misidentification of tansy, Tanacetum macrophyllum, as yarrow, Achillea grandifolia: a health risk or benefit?
PubMed:
Attraction of New Zealand flower thrips, Thrips obscuratus, to cis-jasmone, a volatile identified from Japanese honeysuckle flowers.
PubMed:
Highly selective tuning of a silkworm olfactory receptor to a key mulberry leaf volatile.
PubMed:
Volatile composition of Catharanthus roseus (L.) G. Don using solid-phase microextraction and gas chromatography/mass spectrometry.
PubMed:
Delayed cytotoxic effects of methyl jasmonate and cis-jasmone induced apoptosis in prostate cancer cells.
PubMed:
Microwave assisted synthesis of unsaturated jasmone heterocyclic analogues as new fragrant substances.
PubMed:
Methyl jasmonate decreases membrane fluidity and induces apoptosis through tumor necrosis factor receptor 1 in breast cancer cells.
PubMed:
Natural jasmonates of different structures suppress the growth of human neuroblastoma cell line SH-SY5Y and its mechanisms.
PubMed:
cis-Jasmone induces Arabidopsis genes that affect the chemical ecology of multitrophic interactions with aphids and their parasitoids.
PubMed:
The role of JAR1 in Jasmonoyl-L: -isoleucine production during Arabidopsis wound response.
PubMed:
Iso-OPDA: an early precursor of cis-jasmone in plants?
PubMed:
Developments in aspects of ecological phytochemistry: the role of cis-jasmone in inducible defence systems in plants.
PubMed:
[Effects of different elicitors on olfactory response and oviposition selection of Dendrolimus superans (Butler)].
PubMed:
cis-Jasmone induces accumulation of defence compounds in wheat, Triticum aestivum.
PubMed:
4-pyridyl carbonyl and related compounds as thrips lures: effectiveness for onion thrips and new zealand flower thrips in field experiments.
PubMed:
Treating hop plants with (Z)-jasmone increases colonization by Phorodon humuli (Hemiptera: Aphididae) spring migrants.
PubMed:
Jasmonates induce apoptosis and cell cycle arrest in non-small cell lung cancer lines.
PubMed:
Ti-direct, powerful, stereoselective aldol-type additions of esters and thioesters to carbonyl compounds: application to the synthesis and evaluation of lactone analogs of jasmone perfumes.
PubMed:
Comparison of glass vessels and plastic bags for enclosing living plant parts for headspace analysis.
PubMed:
Microwave assisted synthesis of fragrant jasmone heterocyclic analogues.
PubMed:
Jasmonates--a new family of anti-cancer agents.
PubMed:
Further field evaluation of synthetic herbivore-induced plant volatiles as attractants for beneficial insects.
PubMed:
Ti-crossed-Claisen condensation between carboxylic esters and acid chlorides or acids: a highly selective and general method for the preparation of various beta-keto esters.
PubMed:
Fragrances in oolong tea that enhance the response of GABAA receptors.
PubMed:
Dihydrocoronatine, promising candidate for a chemical probe to study coronatine-, jasmonoid- and octadecanoid-binding protein.
PubMed:
Coronalon: a powerful tool in plant stress physiology.
PubMed:
Methyl jasmonate and cis-jasmone do not dispose of the herbivore-induced jasmonate burst in Nicotiana attenuata.
PubMed:
cis-Jasmone treatment induces resistance in wheat plants against the grain aphid, Sitobion avenae (Fabricius) (Homoptera: Aphididae).
PubMed:
Assessing the separation of neutral plant secondary metabolites by micellar electrokinetic chromatography.
PubMed:
Manipulation of parasitoids for aphid pest management: progress and prospects.
PubMed:
A new synthesis route to enantiomerically pure jasmonoids.
PubMed:
Fatty acid-derived signals in plants.
PubMed:
A three-component coupling approach to cyclopentanoids.
PubMed:
New roles for cis-jasmone as an insect semiochemical and in plant defense.
PubMed:
Effects of volatile compounds on consumption of alfalfa pellets by sheep.
PubMed:
Comparison of the effects of phospholamban and jasmone on the calcium pump of cardiac sarcoplasmic reticulum. Evidence for modulation by phospholamban of both Ca2+ affinity and Vmax (Ca) of calcium transport.
PubMed:
Photoinduced Electron Transfer Reactions of alpha-Cyclopropyl- and alpha-Epoxy Ketones. Tandem Fragmentation-Cyclization to Bi-, Tri-, and Spirocyclic Ketones.
PubMed:
Stimulation of the Ca(2+)-ATPase of sarcoplasmic reticulum by disulfiram.
PubMed:
Methyl jasmonate-induced overproduction of paclitaxel and baccatin III in Taxus cell suspension cultures.
PubMed:
Evidence that the effects of phospholipids on the activity of the Ca(2+)-ATPase do not involve aggregation.
PubMed:
Mechanism of stimulation of the calcium adenosinetriphosphatase by jasmone.
PubMed:
Modifying effects of components of plant essence on the induction of sister-chromatid exchanges in cultured Chinese hamster ovary cells.
PubMed:
Synthesis of 2-alkylcyclopentenones. Jasmone, dihydrojasmone, and a prostaglandin precursor.