Name: | 6,10,14-trimethylpentadeca-5,9,13-trien-2-one |
CAS Number: | 762-29-8 | 3D/inchi
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ECHA EINECS - REACH Pre-Reg: | 212-097-9 |
FDA UNII: | 26A08O86E6 |
Beilstein Number: | 1781239 |
MDL: | MFCD00036517 |
CoE Number: | 11206 |
XlogP3-AA: | 5.60 (est) |
Molecular Weight: | 262.43630000 |
Formula: | C18 H30 O |
NMR Predictor: | Predict (works with chrome, Edge or firefox) |
EFSA/JECFA Comments: |
JECFA evaluated 2,6,10-trimethyl-2,6,10-pentadecatrien-14-one (CASrn as in Register). (R)- or (S)- enantiomer not specified by CASrn in Register.
Mixture of (5E,9E)-, (5Z,9Z)-, (5E,9Z)- and (5Z,9E)-isomers (EFFA, 2010a). |
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: | 1123 2,6,10-trimethyl-2,6,10-pentadecatrien-14-one |
DG SANTE Food Flavourings: | 07.114 6,10,14-trimethylpentadeca-5,9,13-trien-2-one |
FEMA Number: | 3442 2,6,10-trimethyl-2,6,10-pentadecatrien-14-one |
FDA: | No longer provide for the use of these seven synthetic flavoring substances |
FDA Mainterm (SATF): | 762-29-8 ; 2,6,10-TRIMETHYL-2,6,10-PENTADECATRIEN-14-ONE |
Physical Properties:
Appearance: | pale greenish yellow clear liquid (est) |
Assay: | 96.00 to 100.00 sum of isomers
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Food Chemicals Codex Listed: | No |
Specific Gravity: | 0.88500 to 0.89500 @ 25.00 °C.
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Pounds per Gallon - (est).: | 7.364 to 7.447
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Refractive Index: | 1.47800 to 1.48300 @ 20.00 °C.
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Boiling Point: | 147.00 to 148.00 °C. @ 0.50 mm Hg
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Boiling Point: | 302.00 °C. @ 760.00 mm Hg
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Vapor Pressure: | 0.000009 mmHg @ 25.00 °C. (est) |
Flash Point: | 230.00 °F. TCC ( 110.00 °C. )
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logP (o/w): | 5.721 (est) |
Soluble in: |
| alcohol | | water, 0.04178 mg/L @ 25 °C (est) |
Insoluble in: |
| water |
Organoleptic Properties:
Odor Type: fruity |
fruity winey floral creamy |
Odor Description:at 100.00 %. fruity wine floral creamy |
Odor and/or flavor descriptions from others (if found). |
Bedoukian Research |
FARNESYL ACETONE ≥95.0%, Kosher |
Odor Description:Fruity, wine-like, somewhat floral Low impact enables this material to be used as a floral base for fruit and floral fragrances. |
Taste Description:winey A good floral fixative for fruit flavors. |
Cosmetic Information:
Suppliers:
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.
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Hazards identification |
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Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
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Pictogram | |
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Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
oral-rat LD50 [sex: M,F] > 5000 mg/kg (De Groot et al., 1974)
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Dermal Toxicity: |
Not determined
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Inhalation Toxicity: |
Not determined
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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 farnesyl acetone usage levels up to: | | 5.0000 % in the fragrance concentrate.
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Maximised Survey-derived Daily Intakes (MSDI-EU): | 0.085 (μg/capita/day) |
Maximised Survey-derived Daily Intakes (MSDI-USA): | ND (μg/capita/day) |
Threshold of Concern: | 540 (μg/person/day) |
Structure Class: | II |
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: 8 |
Click here to view publication 8 |
| average usual ppm | average maximum ppm |
baked goods: | - | - |
beverages(nonalcoholic): | - | 2.00000 |
beverages(alcoholic): | - | - |
breakfast cereal: | - | - |
cheese: | - | - |
chewing gum: | - | - |
condiments / relishes: | - | 1.00000 |
confectionery froastings: | - | 3.00000 |
egg products: | - | - |
fats / oils: | - | - |
fish products: | - | - |
frozen dairy: | - | 2.00000 |
fruit ices: | - | 2.00000 |
gelatins / puddings: | - | 2.00000 |
granulated sugar: | - | - |
gravies: | - | - |
hard candy: | - | - |
imitation dairy: | - | - |
instant coffee / tea: | - | - |
jams / jellies: | - | 1.00000 |
meat products: | - | - |
milk products: | - | - |
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):
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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 63 (FGE.63): Consideration of aliphatic secondary alcohols, ketones and related esters evaluated by JECFA (59th meeting) structurally related to saturated and unsaturated aliphatic secondary alcohols, ketones and esters of secondary alcohols and saturated linear or branched-chain carboxylic acids evaluated by EFSA in FGE.07 (2005) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) 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
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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
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Scientific Opinion on Flavouring Group Evaluation 63, Revision 1 (FGE.63Rev1): Consideration of aliphatic secondary alcohols, ketones and related esters evaluated by JECFA (59th and 69th meetings) structurally related to saturated and unsaturated aliphatic secondary alcohols, ketones and esters of secondary alcohols and saturated linear or branched-chain carboxylic acids evaluated by EFSA in FGE.07Rev4 (2012) View page or View pdf
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Scientific Opinion on Flavouring Group Evaluation 63, Revision 2 (FGE.63Rev2): Consideration of aliphatic secondary alcohols, ketones and related esters evaluated by JECFA (59th and 69th meetings) structurally related to saturated and unsaturated aliphatic secondary alcohols, ketones and esters of secondary alcohols and saturated linear or branched-chain carboxylic acids evaluated by EFSA in FGE.07Rev4 View page or View pdf
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Scientific Opinion on Flavouring Group Evaluation 63, Revision 3 (FGE.63Rev3): aliphatic secondary alcohols, ketones and related esters evaluated by JECFA (59th and 69th meetings) structurally related to saturated and unsaturated aliphatic secondary alcohols, ketones and esters of secondary alcohols and saturated linear or branched-chain carboxylic acids evaluated by EFSA in FGE.07Rev4 View page or View pdf
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EPI System: View |
AIDS Citations:Search |
Cancer Citations:Search |
Toxicology Citations:Search |
EPA Substance Registry Services (TSCA):762-29-8 |
EPA ACToR:Toxicology Data |
EPA Substance Registry Services (SRS):Registry |
Laboratory Chemical Safety Summary :61206 |
National Institute of Allergy and Infectious Diseases:Data |
WGK Germany:2 |
6,10,14-trimethylpentadeca-5,9,13-trien-2-one |
Chemidplus:0000762298 |
References:
Other Information:
Potential Blenders and core components note
For Odor |
No odor group found for these |
(E+Z)-4,8- dimethyl-3,7-nonadien-2-one FL/FR |
balsamic |
balsamic |
benzyl cinnamate FL/FR |
cinnamyl butyrate FL/FR |
cinnamyl formate FL/FR |
opoponax oil (balsamodendron kafal) FL/FR |
opoponax resinoid (balsamodendron kafal) FR |
terpinyl cinnamate FL/FR |
caramellic |
diethyl malate FL/FR |
citrus |
2- heptanol FL/FR |
earthy |
amyl octanoate FL/FR |
ethereal |
iso amyl acetoacetate FL/FR |
iso butyl alcohol FL/FR |
methyl acetate FL/FR |
2- methyl-1-butanol FL/FR |
fatty |
butyl undecylenate FL/FR |
(Z)- dairy lactone FL/FR |
4- ethyl octanoic acid FL/FR |
ethyl undecylenate FL/FR |
fermented |
methyl decanoate FL/FR |
3- methyl-1-pentanol FL/FR |
floral |
acetal 318 FR |
iso amyl angelate FL/FR |
alpha- amyl cinnamaldehyde FL/FR |
benzyl acetate FL/FR |
benzyl acetoacetate FL/FR |
benzyl formate FL/FR |
citronellyl butyrate FL/FR |
citronellyl hexanoate FL/FR |
citronellyl propionate FL/FR |
(E)- citronellyl tiglate FL/FR |
dihydrojasmone FL/FR |
dimethyl anthranilate FL/FR |
dimethyl benzyl carbinyl acetate FL/FR |
geraniol FL/FR |
menthadienyl formate FR |
methoxymelonal FL/FR |
methyl benzyl acetate (mixed ortho-,meta-,para-) FL/FR |
alpha-iso methyl ionone (90% min.) FL/FR |
methyl ionyl acetate FL/FR |
3- nonanon-1-yl acetate FL/FR |
orris rhizome concrete butter (iris pallida) FL/FR |
petitgrain lemon oil FL/FR |
phenethyl isobutyrate FL/FR |
phenethyl isovalerate FL/FR |
1- phenyl propyl butyrate FL/FR |
2- phenyl propyl isobutyrate FL/FR |
4- phenyl-3-buten-2-ol FL/FR |
iso propyl benzoate FL/FR |
rose oil (rosa damascena) bulgaria FL/FR |
rose undecene FR |
terpinyl valerate FL/FR |
tetrahydroionyl acetate FR |
fruity |
benzaldehyde / methyl anthranilate schiff's base FR |
iso butyl acetoacetate FL/FR |
butyl anthranilate FL/FR |
iso butyl anthranilate FL/FR |
iso butyl furyl propionate FL/FR |
butyl hexanoate FL/FR |
citronellyl isobutyrate FL/FR |
(Z)-beta- damascone FL/FR |
(E)-beta- damascone FL/FR |
beta- damascone FL/FR |
gamma- decalactone FL/FR |
diethyl laevo-tartrate FL/FR |
diethyl sebacate FL/FR |
dodecyl propionate FL/FR |
eriocephalus punctulatus flower oil FR |
ethyl 2-ethyl acetoacetate FL/FR |
ethyl 3,5,5-trimethyl hexanoate FR |
ethyl heptanoate FL/FR |
ethyl levulinate FL/FR |
geranyl acetoacetate FL/FR |
heptyl isobutyrate FL/FR |
3- mercaptohexyl acetate FL/FR |
methyl (Z)-3-hexenoate FL/FR |
methyl isobutyrate FL/FR |
methyl nonanoate FL/FR |
(E)-7- methyl-3-octen-2-one FL/FR |
2- pentanone FL/FR |
propyl 2-methyl butyrate FL/FR |
propyl heptanoate FL/FR |
rhubarb pyran FR |
sorbyl butyrate FL/FR |
4-(para- tolyl)-2-butanone FL/FR |
tropical ionone FL/FR |
green |
iso amyl 3-(2-furan) propionate FL/FR |
benzaldehyde dimethyl acetal FL/FR |
butyl lactate FL/FR |
green cognac oil FL/FR |
heptanal (aldehyde C-7) FL/FR |
(Z)-3- hexen-1-yl butyrate FL/FR |
(Z)-3- hexen-1-yl isovalerate FL/FR |
hexoxyacetaldehyde dimethyl acetal FR |
hexyl isobutyrate FL/FR |
hexyl phenyl acetate FL/FR |
herbal |
iso amyl tiglate FL/FR |
chamomile isobutyrate FR |
chamomile propionate FR |
chamomile valerate FR |
clary propyl acetate FR |
clary sage concrete FL/FR |
white cognac oil FL/FR |
ethyl chrysanthemate FR |
methyl cyclogeranate (Firmenich) FR |
phenethyl senecioate FL/FR |
honey |
methyl hydrocinnamate FL/FR |
powdery |
alpha- methyl ionone FL/FR |
spicy |
para- anisyl formate FL/FR |
vanilla |
vanilla tahitensis fruit absolute FR |
vanilla tahitensis fruit absolute CO2 extract FL/FR |
vanilla tahitensis fruit oil CO2 extract FR |
vanillyl isobutyrate FL/FR |
waxy |
allyl nonanoate FL/FR |
iso amyl laurate FL/FR |
ethyl nonanoate FL/FR |
ethyl octanoate FL/FR |
ethyl palmitate FL/FR |
winey |
butyl angelate FL/FR |
2- hexanol FL/FR |
methyl 3-acetoxyoctanoate FL/FR |
woody |
2- decalinyl acetate FR |
kaempferia galanga rhizome oil FL/FR |
For Flavor |
No flavor group found for these |
1- acetyl cyclohexyl acetate FL |
iso amyl angelate FL/FR |
amyl angelate FL |
amyl octanoate FL/FR |
iso amyl tiglate FL/FR |
2- amyl-5 or 6-keto-1,4-dioxane FL |
butyl angelate FL/FR |
2- butyl furan FL |
2- butyl thiophene FL |
iso butyraldehyde propylene glycol acetal FL |
diethyl laevo-tartrate FL/FR |
diethyl malate FL/FR |
2,4- difurfuryl furan FL |
S-(2,5- dimethyl-3-furyl) ethane thioate FL |
(E+Z)-4,8- dimethyl-3,7-nonadien-2-one FL/FR |
dodecyl propionate FL/FR |
ethyl 3-hydroxyoctanoate FL |
ethyl aconitate FL |
geranyl acetoacetate FL/FR |
2- hexanol FL/FR |
methyl 3-acetoxyoctanoate FL/FR |
methyl benzyl acetate (mixed ortho-,meta-,para-) FL/FR |
methyl hydrocinnamate FL/FR |
oenanthic ether FL |
phenethyl senecioate FL/FR |
1- phenyl propyl butyrate FL/FR |
2- phenyl propyl isobutyrate FL/FR |
propyl 2-methyl butyrate FL/FR |
iso propyl benzoate FL/FR |
sorbyl propionate FL |
|
iso amyl 3-(2-furan) propionate FL/FR |
benzyl acetoacetate FL/FR |
iso butyl furyl propionate FL/FR |
beta- damascone FL/FR |
balsamic |
balsamic |
opoponax oil (balsamodendron kafal) FL/FR |
berry |
heptyl isobutyrate FL/FR |
burnt |
ethyl 2-furoate FL |
camphoreous |
kaempferia galanga rhizome oil FL/FR |
citrus |
petitgrain lemon oil FL/FR |
ethereal |
iso butyl alcohol FL/FR |
methyl acetate FL/FR |
methyl isobutyrate FL/FR |
2- methyl-1-butanol FL/FR |
fatty |
iso amyl laurate FL/FR |
(Z)- dairy lactone FL/FR |
4- ethyl octanoic acid FL/FR |
ethyl undecylenate FL/FR |
methyl decanoate FL/FR |
(E)-7- methyl-3-octen-2-one FL/FR |
floral |
citronellyl hexanoate FL/FR |
citronellyl propionate FL/FR |
dihydrojasmone FL/FR |
dimethyl benzyl carbinyl acetate FL/FR |
geraniol FL/FR |
alpha-iso methyl ionone (90% min.) FL/FR |
orris rhizome concrete butter (iris pallida) FL/FR |
rose oil (rosa damascena) bulgaria FL/FR |
tropical ionone FL/FR |
fruity |
acetyl isovaleryl FL |
iso amyl acetoacetate FL/FR |
benzyl acetate FL/FR |
benzyl formate FL/FR |
iso butyl acetoacetate FL/FR |
iso butyl anthranilate FL/FR |
butyl anthranilate FL/FR |
butyl hexanoate FL/FR |
citronellyl butyrate FL/FR |
citronellyl isobutyrate FL/FR |
(E)-beta- damascone FL/FR |
(Z)-beta- damascone FL/FR |
gamma- decalactone FL/FR |
diethyl sebacate FL/FR |
dimethyl anthranilate FL/FR |
ethyl 2-ethyl acetoacetate FL/FR |
ethyl heptanoate FL/FR |
ethyl levulinate FL/FR |
2- heptanol FL/FR |
hexyl phenyl acetate FL/FR |
2- hexyl-4-acetoxytetrahydrofuran FL |
methoxymelonal FL/FR |
methyl (Z)-3-hexenoate FL/FR |
methyl 4-phenyl butyrate FL |
alpha- methyl ionone FL/FR |
3- nonanon-1-yl acetate FL/FR |
2- pentanone FL/FR |
phenethyl isovalerate FL/FR |
2- phenyl-4-pentenal FL |
sorbyl butyrate FL/FR |
terpinyl cinnamate FL/FR |
terpinyl valerate FL/FR |
4-(para- tolyl)-2-butanone FL/FR |
fusel |
green cognac oil FL/FR |
white cognac oil FL/FR |
green |
benzaldehyde dimethyl acetal FL/FR |
butyl lactate FL/FR |
(E)- citronellyl tiglate FL/FR |
heptanal (aldehyde C-7) FL/FR |
(Z)-3- hexen-1-yl butyrate FL/FR |
(Z)-3- hexen-1-yl isovalerate FL/FR |
hexyl isobutyrate FL/FR |
herbal |
clary sage concrete FL/FR |
honey |
phenethyl isobutyrate FL/FR |
spicy |
para- anisyl formate FL/FR |
benzyl cinnamate FL/FR |
cinnamyl formate FL/FR |
tropical |
alpha- amyl cinnamaldehyde FL/FR |
3- mercaptohexyl acetate FL/FR |
vanilla |
vanilla tahitensis fruit absolute CO2 extract FL/FR |
vanillyl isobutyrate FL/FR |
waxy |
allyl nonanoate FL/FR |
butyl undecylenate FL/FR |
ethyl nonanoate FL/FR |
ethyl octanoate FL/FR |
ethyl palmitate FL/FR |
4- phenyl-3-buten-2-ol FL/FR |
propyl heptanoate FL/FR |
whiskey |
3- methyl-1-pentanol FL/FR |
winey |
cinnamyl butyrate FL/FR |
methyl nonanoate FL/FR |
woody |
methyl ionyl acetate FL/FR |
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| farnesylacetone | 6,10,14- | trimethyl pentadeca-5,9,13-trien-2-one | | trimethyl pentadecatrien-2-one | 2,6,10- | trimethyl-2,6,10-pentadecatrien-14-one | 6,10,14- | trimethyl-5,9,13-pentadecatrien-2-one | 6,10,14- | trimethylpentadeca-5,9,13-trien-2-one |
Articles:
PubMed:Tomato carotenoid cleavage dioxygenases 1A and 1B: Relaxed double bond specificity leads to a plenitude of dialdehydes, mono-apocarotenoids and isoprenoid volatiles. |
PubMed:Formation of norisoprenoid flavor compounds in carrot (Daucus carota L.) roots: characterization of a cyclic-specific carotenoid cleavage dioxygenase 1 gene. |
PubMed:5E- and 5Z-farnesylacetones from Sargassum siliquastrum as novel selective L-type calcium channel blockers. |
PubMed:Phytochemical analysis and allelopathic activity of essential oils of Ecballium elaterium A. Richard growing in Iran. |
PubMed:Vasodilatation effect of farnesylacetones, active constituents of Sargassum siliquastrum, on the basilar and carotid arteries of rabbits. |
PubMed:Linear and cyclic C18 terpenoids from the southern Australian marine brown alga Cystophora moniliformis. |
PubMed:COX-1, COX-2 inhibitors and antifungal agents from Croton hutchinsonianus. |
PubMed:Isolation and characterization of a monoamine oxidase B selective inhibitor from tobacco smoke. |
PubMed:Identification of oxidation products of solanesol produced during air sampling for tobacco smoke by electrospray mass spectrometry and HPLC. |
PubMed:Carotenoid pigmentation affects the volatile composition of tomato and watermelon fruits, as revealed by comparative genetic analyses. |
PubMed:Cholinesterase inhibitory activity of two farnesylacetone derivatives from the brown alga Sargassum sagamianum. |
PubMed:Studies on the interactions of tobacco leaf and tobacco smoke constituents and monoamine oxidase. |
PubMed:Analysis of free and bound volatiles by gas chromatography and gas chromatography-mass spectrometry in uncased and cased tobaccos. |
PubMed:Modulation of membrane fluidity and lipidic metabolism in transformed rat fibroblasts induced by the sesquiterpenic hormone farnesylacetone. |
PubMed:Farnesylacetone, a sesquiterpenic hormone of Crustacea, inhibits electron transport in isolated rat liver mitochondria. |
PubMed:Comparative effect of farnesylacetone on macromolecular synthesis in gonads of crustaceans. |
PubMed:Inhibition of transmethylases by unsaturated carbonyl derivatives. |
PubMed:[In vitro inhibition of tRNA methyltransferases by queen substance, a pheromone of queen honeybees]. |
PubMed:Anticonvulsant activity of farnesylacetone epoxide--a novel marine natural product. |
PubMed:[Inhibition of biological methylations by t,t-farnesylacetone, a constituant of the androgenic gland of the male crab, Carcinus maenas]. |
PubMed:[The quantitative composition of natural and technologically changed aromas of plants. IV. Enzymic and thermal reaction products formed during the processing of tomatoes (author's transl)]. |
PubMed:6,10,14-Trimethylpentadecan-2-one and 6,10,14-trimethyl-5-trans, 9-trans, 13-pentadecatrien-2-one from the androgenic glands of the male crab Carcinus maenas. |
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