|
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... |
| 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 |
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 |
| 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 |
| No odor group found for these |
| 2- | methyl-3-pentyl quinoxaline | |
| 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 |
| delta- | octalactone | FL/FR |
| gamma- | octalactone | FL/FR |
| creamy |
| | creamy lactone | FL/FR |
| para- | vanillic acid | FL/FR |
| | milk fragrance | FR |
| | methyl undecylenate | FL/FR |
| fatty |
| | allyl octanoate | FL/FR |
| (Z)- | dairy lactone | FL/FR |
| (E,E)-2,4- | decadien-1-ol | FL/FR |
| 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 |
| truffle |
| 2- | methyl acetoin | |
| vegetable |
| | mesityl oxide | FL/FR |
| waxy |
| iso | amyl laurate | FL/FR |
| (Z)-4- | decen-1-ol | FL/FR |
| (Z)-5- | decen-1-ol | |
| (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)-5- | decen-1-ol | |
| (E)-2- | decen-1-ol | FL/FR |
| (Z)-4- | 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 |
| 2- | methyl acetoin | |
| 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 |
| 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 |
| 2- | methyl-3-pentyl quinoxaline | |
| (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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