EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

2-tridecanone
methyl undecyl ketone

Supplier Sponsors

Name:tridecan-2-one
CAS Number: 593-08-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:209-784-0
FDA UNII: 5Q35VHX26K
Nikkaji Web:J94.924H
Beilstein Number:1757402
MDL:MFCD00008968
CoE Number:11194
XlogP3:5.20 (est)
Molecular Weight:198.34942000
Formula:C13 H26 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:298 2-tridecanone
DG SANTE Food Flavourings:07.103 tridecan-2-one
FEMA Number:3388 2-tridecanone
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):593-08-8 ; 2-TRIDECANONE
 
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:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
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 ppmaverage 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
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:
 tridecan-2-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:593-08-8
Pubchem (cid):11622
Pubchem (sid):134977844
Pherobase:View
 
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
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB34148
FooDB:FDB012424
Export Tariff Code:2914.19.0000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
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:
FLbacon
FRbutter
FLcheese
FLchicken
FRcoconut
FLdairy
FLfat
FLfruit tropical fruit
FRfungus
FRherbal
FLmilk
FLnut
FRorris
FRpineapple
 
Occurrence (nature, food, other):note
 blood orange oil italy @ 1.10%
Data GC Search Trop Picture
 butter
Search PMC Picture
 cascarilla bark oil @ trace%
Data GC Search Trop Picture
 champaca concrete @ 0.02%
Data GC Search Trop Picture
 cheese cheddar cheese
Search PMC Picture
 cochlospermum planchonii oil @ 0.40%
Data GC Search Trop Picture
 cochlospermum tinctorium oil @ 1.00%
Data GC Search Trop Picture
 coconut oil
Search Trop Picture
 croton flavens l. (welensali) leaf oil curacao @ 0.30%
Data GC Search Trop Picture
 cymbopogon citratus (dc.) stapf. oil cuba @ 0.40%
Data GC Search Trop Picture
 genet absolute @ 0.50%
Data GC Search Trop Picture
 glycosmis pentaphylla (cor.) bark oil india @ 28.10%
Data GC Search Trop Picture
 glycosmis pentaphylla (cor.) leaf oil india @ 35.00%
Data GC Search Trop Picture
 laurel leaf oil turkey @ 0.10%
Data GC Search Trop Picture
 lemongrass oil rwanda @ 0.32%
Data GC Search Trop Picture
 lemongrass oil yunnan @ 0.19%
Data GC Search Trop Picture
 mango fruit
Search Trop Picture
 meat cooked meat
Search PMC Picture
 onion bulb
Search Trop Picture
 palm oil
Search PMC Picture
 rue flower oil colombia @ 1.39%
Data GC Search Trop Picture
 rue oil china @ 0.80%
Data GC Search Trop Picture
 rue oil cuba @ 3.72%
Data GC Search Trop Picture
 tomato leaf
Search Trop Picture
 witch hazel leaf oil @ 0.04%
Data GC Search Trop Picture
 zanthoxylum nitidum l. leaf oil australia @ 7.70%
Data GC Search Trop Picture
 
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.
 
Notes:
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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