Category:flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | white crystalline solid (est) |
Assay: | 98.00 to 100.00
|
Food Chemicals Codex Listed: | No |
Specific Gravity: | 0.82200 @ 25.00 °C.
|
Refractive Index: | 1.43500 @ 20.00 °C.
|
Melting Point: | 29.00 to 31.00 °C. @ 760.00 mm Hg
|
Boiling Point: | 134.00 °C. @ 10.00 mm Hg
|
Boiling Point: | 195.00 °C. @ 110.00 mm Hg
|
Vapor Pressure: | 0.016000 mmHg @ 25.00 °C. (est) |
Flash Point: | 225.00 °F. TCC ( 107.22 °C. )
|
logP (o/w): | 5.053 (est) |
Soluble in: |
| alcohol | | dipropylene glycol | | water, 4.53 mg/L @ 25 °C (est) |
Insoluble in: |
| water |
Organoleptic Properties:
Odor Type: waxy |
Odor Strength:medium , recommend smelling in a 10.00 % solution or less |
Substantivity: > 8 hour(s) at 100.00 % |
fatty waxy dairy milky coconut nutty herbal earthy |
Odor Description:at 10.00 % in dipropylene glycol. fatty waxy dairy milky coconut nutty herbal earthy |
fatty waxy mushroom coconut earthy chicken fat fatty |
Odor Description:Fatty, waxy, mushroom, coconut and earthy with a mild chicken fat nuance Mosciano, Gerard P&F 23, No. 1, 33, (1998) |
Flavor Type: fatty |
fatty |
Taste Description: fatty |
fatty earthy dairy ketonic cheesy |
Taste Description: at 10.00 ppm. Fatty and earthy with a fatty mouthfeel and with a dairy, ketonic and cheesy nuance Mosciano, Gerard P&F 23, No. 1, 33, (1998) |
Odor and/or flavor descriptions from others (if found). |
Bedoukian Research |
METHYL UNDECYL KETONE ≥99.0%, Kosher |
Odor Description:A fatty, herbaceous, earthy aroma For a fatty, herbaceous note in fragrances. |
Taste Description:Fatty, waxy Fatty, waxy notes for a variety of dairy flavors, especially milk. May also be useful for milky notes in coconut. |
Firmenich |
2-TRIDECANONE min. 98%, Kosher, Halal for flavor |
Taste Description:Powerful fatty, milky and herbaceous notes 2-TRIDECANONE brings typical fatty profile with slightly spicy character and dairy, ketonic and cheesy nuances. It works nicely in cheese, butter, nut, meat and tropical fruit flavors. |
Cosmetic Information:
Suppliers:
Advanced Biotech |
2-TRIDECANONE NATURAL
98% min. Odor: Waxy |
Alfrebro |
METHYL UNDECYL KETONE NATURAL
Odor: Warm, Herbaceous, Slightly Spicy |
Apple Flavor & Fragrance |
2-Tridecanone
|
Augustus Oils |
2 Tridecanone
|
Services |
Bedoukian Research |
METHYL UNDECYL KETONE
≥99.0%, Kosher Odor: A fatty, herbaceous, earthy aroma Use: For a fatty, herbaceous note in fragrances. Flavor: Fatty, waxy Fatty, waxy notes for a variety of dairy flavors, especially milk. May also be useful for milky notes in coconut. |
Beijing Lys Chemicals |
2-Tridecanone
|
BOC Sciences |
For experimental / research use only. |
METHYL UNDECYL KETONE 99.0%
|
Charkit Chemical |
METHYL UNDECYL KETONE FEMA 3388
|
CJ Latta & Associates |
2-TRIDECANONE
|
DeLong Chemicals America |
2-Tridecanone
|
EMD Millipore |
For experimental / research use only. |
2-Tridecanone
|
Ernesto Ventós |
2-TRIDECANONE FIRMENICH 959922
Odor: OILY,HERBAL,FRUITY,BURNT |
Firmenich |
2-TRIDECANONE min. 98%, Kosher, Halal
for flavor Flavor: Powerful fatty, milky and herbaceous notes 2-TRIDECANONE brings typical fatty profile with slightly spicy character and dairy, ketonic and cheesy nuances. It works nicely in cheese, butter, nut, meat and tropical fruit flavors. |
Inoue Perfumery |
METHYL UNDECYL KETONE
|
Lluch Essence |
METHYL UNDECYL KETONE
|
M&U International |
.TRIDECANONE-2-ONE
|
Nagar Haveli Perfumes & Aromatics |
Methyl Undecyl Ketone
Natural Odor: fatty waxy dairy milky coconut nutty herbal earthy, mushroom |
Penta International |
METHYL UNDECYL KETONE NATURAL
|
Penta International |
METHYL UNDECYL KETONE
|
R C Treatt & Co Ltd |
2-Tridecanone
|
Reincke & Fichtner |
2-Tridecanone
|
Shanghai Vigen Fine Chemical |
2-Tridecanone
|
Sigma-Aldrich |
2-Tridecanone, ≥96%, FG
Odor: spicy; herbaceous |
Certified Food Grade Products |
SRS Aromatics |
2-TRIDECANONE
|
Synerzine |
2-Tridecanone Natural
|
Synerzine |
2-Tridecanone
|
TCI AMERICA |
For experimental / research use only. |
2-Tridecanone >95.0%(GC)
|
Tengzhou Xiang Yuan Aroma Chemicals |
2-Tridecanone
|
Tianjin Danjun International |
2-Tridecanone
|
Vigon International |
Methyl Undecyl Ketone
(2-Tridecanone) Odor: WARM-OILY, WAXY |
WholeChem |
2-Tridecanone
|
Safety Information:
Preferred SDS: View |
European information : |
Most important hazard(s): | None - None found. |
S 02 - Keep out of the reach of children. S 24/25 - Avoid contact with skin and eyes.
|
|
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
|
Safety in Use Information:
Category: | flavor and fragrance agents |
RIFM Fragrance Material Safety Assessment: Search |
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice |
Recommendation for 2-tridecanone usage levels up to: | | 0.5000 % in the fragrance concentrate.
|
|
Maximised Survey-derived Daily Intakes (MSDI-EU): | 62.00 (μg/capita/day) |
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS). |
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library |
publication number: 6 |
Click here to view publication 6 |
| average usual ppm | average maximum ppm |
baked goods: | - | 5.00000 |
beverages(nonalcoholic): | - | - |
beverages(alcoholic): | - | - |
breakfast cereal: | - | - |
cheese: | - | - |
chewing gum: | - | - |
condiments / relishes: | - | - |
confectionery froastings: | - | - |
egg products: | - | - |
fats / oils: | - | 3.00000 |
fish products: | - | - |
frozen dairy: | - | 3.00000 |
fruit ices: | - | 3.00000 |
gelatins / puddings: | - | 3.00000 |
granulated sugar: | - | - |
gravies: | - | - |
hard candy: | - | 3.00000 |
imitation dairy: | - | - |
instant coffee / tea: | - | - |
jams / jellies: | - | - |
meat products: | - | - |
milk products: | - | 3.00000 |
nut products: | - | - |
other grains: | - | - |
poultry: | - | - |
processed fruits: | - | - |
processed vegetables: | - | - |
reconstituted vegetables: | - | - |
seasonings / flavors: | - | - |
snack foods: | - | - |
soft candy: | - | - |
soups: | - | - |
sugar substitutes: | - | - |
sweet sauces: | - | - |
Safety References:
European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
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European Food Safety Authority (EFSA) reference(s):
|
Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 7 (FGE.07): Saturated and unsaturated aliphatic secondary alcohols, ketones and esters of secondary alcohols and saturated linear or branched-chain carboxylic acids from chemical group 5 View page or View pdf
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Flavouring Group Evaluation 7, Revision 1 (FGE.07Rev1): Saturated and unsaturated aliphatic secondary alcohols, ketones and esters of secondary alcohols and saturated linear or branched-chain carboxylic acids from chemical group 5 (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Scientific opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) on a request from the Commission View page or View pdf
|
Flavouring Group Evaluation 7, Revision 2 (FGE.07Rev2) : Saturated and unsaturated aliphatic secondary alcohols, ketones and esters of secondary alcohols and saturated linear or branched-chain carboxylic acids from chemical group 5 View page or View pdf
|
Safety and efficacy of saturated and unsaturated aliphatic secondary alcohols, ketones and esters with esters containing secondary alcohols belonging to chemical group 5 when used as flavourings for all animal species View page or View pdf
|
EPI System: View |
AIDS Citations:Search |
Cancer Citations:Search |
Toxicology Citations:Search |
EPA Substance Registry Services (TSCA):593-08-8 |
EPA ACToR:Toxicology Data |
EPA Substance Registry Services (SRS):Registry |
Laboratory Chemical Safety Summary :11622 |
National Institute of Allergy and Infectious Diseases:Data |
WGK Germany:2 |
tridecan-2-one |
Chemidplus:0000593088 |
EPA/NOAA CAMEO:hazardous materials |
References:
Other Information:
Potential Blenders and core components note
For Odor |
acidic |
2- ethyl butyric acid FL/FR |
aldehydic |
acetyl nonyryl FL/FR |
dodecanal (aldehyde C-12 lauric) FL/FR |
animal |
civet (natural) FL/FR |
buttery |
acetoin FL/FR |
butter cream fragrance FR |
butyl butyryl lactate FL/FR |
cheesy |
butyric acid FL/FR |
citrus |
2- tetradecenal FL/FR |
coconut |
coconut decanone methyl FR |
delta- decalactone FL/FR |
gamma- heptalactone FL/FR |
delta- nonalactone FL/FR |
gamma- octalactone FL/FR |
delta- octalactone FL/FR |
creamy |
creamy lactone FL/FR |
para- vanillic acid FL/FR |
dairy |
milk fragrance FR |
earthy |
methyl undecylenate FL/FR |
fatty |
allyl octanoate FL/FR |
(Z)- dairy lactone FL/FR |
2,4- decadien-1-ol FL/FR |
(E,E)-2,4- decadien-1-ol FL/FR |
decane nitrile FR |
decanol FL/FR |
2- decen-1-ol FL/FR |
(E)-2- decen-1-ol FL/FR |
(E)-2- decenal FL/FR |
ethyl undecylenate FL/FR |
delta- juniper lactone FL/FR |
methyl 10-undecenoate FL/FR |
4- methyl octanoic acid FL/FR |
(Z)-2- nonenal CS |
delta- octadecalactone FL/FR |
octanoic acid FL/FR |
(Z)- oleic acid FL/FR |
(E,Z,Z)-2,4,7- tridecatrienal FL/FR |
fermented |
butyl laevo-lactate FL/FR |
floral |
alpha- amyl cinnamaldehyde / methyl anthranilate schiff's base FR |
decanal / methyl anthranilate schiff's base FR |
(±)-4- ethyl octanal FL/FR |
jasmin absolute (from pommade) FL/FR |
jasmin concrete FR |
jasmin concrete morocco FR |
rose concrete (rosa damascena) FR |
fruity |
allyl cyclohexyl propionate FL/FR |
ethyl hexanoate FL/FR |
4- heptanone FL/FR |
methyl (Z)-5-octenoate FL/FR |
green |
butyl lactate FL/FR |
iso butyl methyl ketone FL/FR |
green cognac oil FL/FR |
3,7- dimethyl-6-octenoic acid FL/FR |
geranium thiazole FL/FR |
3- heptanone FL/FR |
(Z)-3- hepten-1-ol FL/FR |
(Z)-4- heptenal diethyl acetal FL/FR |
ivy dioxolane FR |
herbal |
butyl levulinate FL/FR |
3- octanone FL/FR |
musk |
iso ambrettolide FL/FR |
musty |
3- acetyl-2,5-dimethyl furan FL/FR |
hazelnut pyrazine FL/FR |
menthofuran FL/FR |
nutty |
2- acetyl-3-ethyl pyrazine FL/FR |
pistachio fragrance FR |
oily |
amyl laurate FL/FR |
soapy |
benzyl laurate FL/FR |
ethyl undecanoate FL/FR |
tonka |
6- amyl-alpha-pyrone FL/FR |
vegetable |
mesityl oxide FL/FR |
waxy |
iso amyl laurate FL/FR |
(Z)-4- decen-1-ol FL/FR |
(E)-2- decen-1-yl acetate FL/FR |
1- dodecanol FL/FR |
ethyl palmitate FL/FR |
methyl laurate FL/FR |
methyl myristate FL/FR |
methyl palmitate FL/FR |
methyl undecanoate FR |
myristic acid FL/FR |
2,4- nonadien-1-ol FL/FR |
nonanoic acid FL/FR |
octyl isobutyrate FL/FR |
palmitic acid FR |
delta- tetradecalactone FL/FR |
tetradecanal FL/FR |
For Flavor |
No flavor group found for these |
amyl laurate FL/FR |
2- butyl thiophene FL |
(Z)-4- decen-1-ol FL/FR |
(E)-2- decen-1-ol FL/FR |
(E)-2- decen-1-yl acetate FL/FR |
6- decenoic acid FL |
6,7- dimethyl dihydrocyclopentapyrazine FL |
dimethyl dihydrocyclopentapyrazine FL |
2,5- dithiahexane FL |
(±)-4- ethyl octanal FL/FR |
(Z)-3- hepten-1-ol FL/FR |
3- methyl crotonic acid FL |
methyl myristate FL/FR |
methyl palmitate FL/FR |
S- methyl thiopropionate FL |
delta- octadecalactone FL/FR |
2- tetradecenal FL/FR |
|
3-( methyl thio) methyl thiophene FL |
acidic |
acidic |
2- ethyl butyric acid FL/FR |
propionic acid FL |
aldehydic |
acetyl nonyryl FL/FR |
animal |
civet (natural) FL/FR |
astringent |
2,3- dimethyl quinoxaline FL |
bitter |
glyceryl tributyrate FL |
(E,Z,Z)-2,4,7- tridecatrienal FL/FR |
buttery |
butyl laevo-lactate FL/FR |
cabbage |
methyl 2-thiofuroate FL |
coconut |
delta- decalactone FL/FR |
(R)- massoia lactone FL |
delta- octalactone FL/FR |
coffee |
difurfuryl ether FL |
creamy |
acetoin FL/FR |
6- amyl-alpha-pyrone FL/FR |
butyl butyryl lactate FL/FR |
creamy lactone FL/FR |
delta- nonalactone FL/FR |
octyl isobutyrate FL/FR |
para- vanillic acid FL/FR |
dairy |
methyl (Z)-5-octenoate FL/FR |
ethereal |
benzyl laurate FL/FR |
fatty |
allyl octanoate FL/FR |
iso amyl laurate FL/FR |
(Z)- dairy lactone FL/FR |
(E,E)-2,4- decadien-1-ol FL/FR |
2,4- decadien-1-ol FL/FR |
ethyl undecylenate FL/FR |
delta- juniper lactone FL/FR |
4- methyl octanoic acid FL/FR |
2,4- nonadien-1-ol FL/FR |
nonanoic acid FL/FR |
(E)-2- octenoic acid FL |
(Z)- oleic acid FL/FR |
tetradecanal FL/FR |
(E,E)-2,4- undecadienal FL |
floral |
3,7- dimethyl-6-octenoic acid FL/FR |
jasmin absolute (from pommade) FL/FR |
fruity |
allyl cyclohexyl propionate FL/FR |
ethyl (E)-2-octenoate FL |
ethyl hexanoate FL/FR |
4- heptanone FL/FR |
fusel |
green cognac oil FL/FR |
green |
butyl lactate FL/FR |
iso butyl methyl ketone FL/FR |
dihydroxyacetophenone (mixed isomers) FL |
geranium thiazole FL/FR |
heptanal 2,3-butane diol acetal FL |
(Z)-4- heptenal diethyl acetal FL/FR |
2- methyl-5-isopropyl pyrazine FL |
herbal |
butyl levulinate FL/FR |
ketonic |
3- heptanone FL/FR |
lactonic |
gamma- heptalactone FL/FR |
gamma- octalactone FL/FR |
meaty |
lamb flavor FL |
milky |
dextro,laevo-3-( methyl thio) butanone FL |
mushroom |
3- octanone FL/FR |
musk |
iso ambrettolide FL/FR |
musty |
hazelnut pyrazine FL/FR |
menthofuran FL/FR |
nutty |
3- acetyl-2,5-dimethyl furan FL/FR |
2- acetyl-3-ethyl pyrazine FL/FR |
nutty thiazole FL |
potato |
mesityl oxide FL/FR |
soapy |
dodecanal (aldehyde C-12 lauric) FL/FR |
1- dodecanol FL/FR |
octanoic acid FL/FR |
sour |
butyric acid FL/FR |
waxy |
decanol FL/FR |
2- decen-1-ol FL/FR |
(E)-2- decenal FL/FR |
ethyl palmitate FL/FR |
ethyl undecanoate FL/FR |
methyl 10-undecenoate FL/FR |
methyl laurate FL/FR |
methyl undecylenate FL/FR |
myristic acid FL/FR |
delta- tetradecalactone FL/FR |
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| hendecyl methyl ketone | | hexadecylmethyl ketone | | ketone, methyl undecyl | | methyl N-undecyl ketone | | methyl undecyl ketone | | methyl undecyl ketone, natural | | tridecan-2-one | 2- | tridecanone natural | | tridecanone-2 |
Articles:
US Patents:3,952,024 - Furfurylthioacetone |
PubMed:North American Invasion of the Tawny Crazy Ant (Nylanderia fulva) Is Enabled by Pheromonal Synergism from Two Separate Glands. |
US Patents:Certain 2,5-dimethyl-3-thiopyrazines |
PubMed:Insecticidal Constituents of Essential Oil Derived from Zanthoxylum armatum against Two Stored-Product Insects. |
PubMed:Repellency and oviposition deterrence of wild tomato leaf extracts to spider mites, Tetranychus urticae Koch. |
PubMed:Chemical composition and larvicidal activity of Zanthoxylum armatum against diamondback moth, Plutella xylostella. |
PubMed:Odorant-binding proteins display high affinities for behavioral attractants and repellents in the natural predator Chrysopa pallens. |
PubMed:Larvicidal activity of the essential oil from Tetradium glabrifolium fruits and its constituents against Aedes albopictus. |
PubMed:A transferrin gene associated with development and 2-tridecanone tolerance in Helicoverpa armigera. |
PubMed:Cytochrome P450s from the fall armyworm (Spodoptera frugiperda): responses to plant allelochemicals and pesticides. |
PubMed:Identification of the 2-tridecanone responsive region in the promoter of cytochrome P450 CYP6B6 of the cotton bollworm, Helicoverpa armigera (Lepidoptera: Noctuidae). |
PubMed:A facile synthesis of 5,5-dideutero-4-dimethyl(phenyl)silyl-6-undecyl-tetrahydropyran-2-one as a deuterium labeled synthon for (-)-tetrahydrolipstatin and (+)-δ-hexadecanolide. |
PubMed:Wild tomato leaf extracts for spider mite and cowpea aphid control. |
PubMed:Structure elucidation and characterization of microbial 2-tridecyl sophorosides (biosurfactants). |
PubMed:Characterization of novel single-variety oxygenated sesquiterpenoid hop oil fractions via headspace solid-phase microextraction and gas chromatography-mass spectrometry/olfactometry. |
PubMed:Defensive chemicals of tawny crazy ants, Nylanderia fulva (Hymenoptera: Formicidae) and their toxicity to red imported fire ants, Solenopsis invicta (Hymenoptera: Formicidae). |
PubMed:Antioxidant and antimicrobial properties of the essential oil and extracts of Zanthoxylum alatum grown in north-western Himalaya. |
PubMed:2-undecanone and 2-tridecanone in field-grown onion. |
PubMed:The potential impact of washing machines on laundry malodour generation. |
PubMed:Molecular cloning and recombinant expression of cytochrome P450 CYP6B6 from Helicoverpa armigera in Escherichia coli. |
PubMed:Synthesis of methyl ketones by metabolically engineered Escherichia coli. |
PubMed:Metathesis-mediated synthesis of (R)-10-methyl-2-tridecanone, the southern corn rootworm pheromone. |
PubMed:Engineering of bacterial methyl ketone synthesis for biofuels. |
PubMed:2-undecanone rich leaf essential oil from Zanthoxylum armatum. |
PubMed:Synthesis and antimicrobial activity of long-chain 3,4-Epoxy-2-alkanones. |
PubMed:First report of the repellency of 2-tridecanone against ticks. |
PubMed:Enzymatic functions of wild tomato methylketone synthases 1 and 2. |
PubMed:HPLC assay for characterizing alpha-cyano-3-phenoxybenzyl pyrethroids hydrolytic metabolism by Helicoverpa armigera (Hubner) based on the quantitative analysis of 3-phenoxybenzoic acid. |
PubMed:Multiple biochemical and morphological factors underlie the production of methylketones in tomato trichomes. |
PubMed:Chemical composition and antimicrobial activity of the essential oils of leaves, roots and bark of Glossocalyx staudtii. |
PubMed:Mandibular gland secretions of meliponine worker bees: further evidence for their role in interspecific and intraspecific defence and aggression and against their role in food source signalling. |
PubMed:Repellency property of long chain aliphatic methyl ketones against Anopheles gambiae s.s. |
PubMed:A cut-off in ocular chemesthesis from vapors of homologous alkylbenzenes and 2-ketones as revealed by concentration-detection functions. |
PubMed:Insecticidal activity of 2-tridecanone against the cowpea weevil Callosobruchus maculatus (Coleoptera: Bruchidae). |
PubMed:Seasonal variation in volatile compound profiles of preen gland secretions of the dark-eyed junco (Junco hyemalis). |
PubMed:Chemical boundaries for detection of eye irritation in humans from homologous vapors. |
PubMed:Natural products: repellency and toxicity of wild tomato leaf extracts to the two-spotted spider mite, Tetranychus urticae Koch. |
PubMed:Chemical profiles of scent gland secretions in the cyphophthalmid opilionid harvestmen, Siro duricorius and S. exilis. |
PubMed:Natural products: seasonal variation in trichome counts and contents in Lycopersicum hirsutum f. glabratum. |
PubMed:Test of the Binding Threshold Hypothesis for olfactory receptors: explanation of the differential binding of ketones to the mouse and human orthologs of olfactory receptor 912-93. |
PubMed:Persistence of 2-tridecanone on the leaves of seven vegetables. |
PubMed:Janus kinase 3: a novel target for selective transplant immunosupression. |
PubMed:Responses of female orange wheat Blossom midge, Sitodiplosis mosellana, to wheat panicle volatiles. |
PubMed:Identification of the female-produced sex pheromone of the scarab beetle, Hoplia equina. |
PubMed:Seasonal variation in the essential oil of Pilocarpus microphyllus Stapf. |
PubMed:Resistance to 2-tridecanone in Tetranychus urticae: effects of induced resistance, cross-resistance and heritability. |
PubMed:Production and quantification of methyl ketones in wild tomato accessions. |
PubMed:Inducible P450s of the CYP9 family from larval Manduca sexta midgut. |
PubMed:Accumulation and turnover of 2-tridecanone in Tetranychus urticae and its consequences for resistance of wild and cultivated tomatoes. |
PubMed:Volatile compounds from Escherichia coli O157:H7 and their absorption by strawberry fruit. |
PubMed:Electroantennogram and oviposition bioassay responses of Culex quinquefasciatus and Culex tarsalis (Diptera: Culicidae) to chemicals in odors from Bermuda grass infusions. |
PubMed:A fatty acid alpha-ketol, a product of the plant lipoxygenase pathway, is oxidized to 3(Z)-dodecendioic acid by a bacterial monooxygenase. |
PubMed:Volatile ketones from interdigital glands of black-tailed deer,Odocileus hemionus columbianus. |
PubMed:Expression of cytochrome P450 genes of the CYP4 family in midgut and fat body of the tobacco hornworm, Manduca sexta. |
PubMed:Glutathione S-transferases from larval Manduca sexta midgut: sequence of two cDNAs and enzyme induction. |
PubMed:Ketone EC50 values in the Microtox test. |
PubMed:Fatty acid elongation in the biosynthesis of (Z)-10-heptadecen-2-one and 2-tridecanone in ejaculatory bulb microsomes of Drosophila buzzatii. |
PubMed:Influence of life history differences of two tachinid parasitoids ofHelicoverpa zea (Boddie) (Lepidoptera: Noctuidae) on their interactions with glandular trichome/methyl ketone-based insect resistance in tomato. |
PubMed:(Z)-10-Heptadecen-2-one and other 2-ketones in the aggregation pheromone blend ofDrosophila martensis, D. buzzatii, andD. serido. |
PubMed:Mandibular gland secretions of the male beewolvesPhilanthus crabroniformis, P. barbatus, andP. pulcher (Hymenoptera: Sphecidae). |
PubMed:Mortality and inhibition ofHelicoverpa zea Egg parasitism rates byTrichogramma in relation to trichome/methyl ketone-mediated insect resistance ofLycopersicon hirsutum f. glabratum, accession PI 134417. |
PubMed:Behavioral response ofTrichogramma pretiosum riley andTelenomus sphingis (Ashmead) to trichome/methyl ketone mediated resistance in tomato. |
PubMed:Chemistry of mandibular and Dufour's gland secretions of ants in genusMyrmecocystus. |
PubMed:Toxicity of allelochemicals from wild insect-resistant tomatoLycopersicon hirsutum f.glabratum toCampoletis sonorensis, a parasitoid ofHeliothis zea. |
PubMed:Inhibition ofCampoletis sonorensis parasitism ofHeliothis zea and of parasitoid development by 2-tridecanone-mediated insect resistance of wild tomato. |
PubMed:Activity of volatile compounds in glandular trichomes ofLycopersicon species against two insect herbivores. |
PubMed:Ester and ketone components of aggregation pheromone ofDrosophila hydei (Diptera: Drosophilidae). |
PubMed:[Produktion von 2-Tridecanon durch verschiedene Kultur- und Wildtomatenpflanzen (Lycopersicon spp.).] |
PubMed:Identification of a female-produced sex pheromone from the southern corn rootworm,Diabrotica undecimpunctata howardi Barber. |
PubMed:Toxicity studies of analogs of 2-tridecanone, a naturally occurring toxicant from a wild tomato. |
PubMed:Effect of day length and light intensity on 2-tridecanone levels and resistance inLycopersicon hirsutum f.glabratum toManduca sexta. |
PubMed:Soldier-specific chemicals of the termiteCurvitermes strictinasus Mathews (Isoptera, Nasutitermitinae). |
PubMed:2-Tridecanone: A Naturally Occurring Insecticide from the Wild Tomato Lycopersicon hirsutum f.glabratum. |
PubMed:Resistance plasmids in Pseudomonas cepacia 4G9. |
PubMed:A novel ketone monooxygenase from Pseudomonas cepacia. Purification and properties. |
PubMed:Source of oxygen in the conversion of 2-tridecanone to undecyl acetate by Pseudomonas cepacia and Nocardia sp. |
PubMed:Purification and properties of undecyl acetate esterase from Pseudomonas cepacia grown on 2-tridecanone. |
PubMed:Specificity and induction of undecyl acetate esterase from Pseudomonas cepacia grown on 2-tridecanone. |
PubMed:Oxidative degradation of methyl ketones. II. Chemical pathway for degradation of 2-tridecanone by Pseudomonas multivorans and Pseudomonas aeruginosa. |
PubMed:Bacterial oxidation of 2-tridecanone to 1-undecanol. |
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Isol. from plant oils, e.g. palm oil, coconut oil. Also found in American cranberry, rabbiteye, blueberry, raspberry, grapefruit, onion, ginger and cheeses. Used as a flavouring essence
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