jasmone
3-methyl-2-pent-2-enylcyclopent-2-en-1-one
 
Notes:
None found
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CAS Number: 68043-00-5Picture of molecule3D/inchi
XlogP3-AA: 2.20 (est)
Molecular Weight: 164.24772000
Formula: C11 H16 O
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Category: natural substances and extractives
 
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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)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
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.
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Safety References:
EPI System: View
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EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 10261
National Institute of Allergy and Infectious Diseases: Data
 3-methyl-2-pent-2-enylcyclopent-2-en-1-one
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References:
 3-methyl-2-pent-2-enylcyclopent-2-en-1-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 10261
Pubchem (sid): 162569842
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
HMDB (The Human Metabolome Database): Search
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 dianthus caryophyllus absolute @ 0.56%
Data  GC  Search Trop  Picture
 found in nature
 salvia officinalis oil albania @ 1.00%
Data  GC  Search Trop  Picture
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Synonyms:
3-methyl-2-pent-2-enylcyclopent-2-en-1-one
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Articles:
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.
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