Identification

Namefarnesyl acetone
IUPAC6,10,14-trimethylpentadeca-5,9,13-trien-2-one
CAS Number762-29-8
EINECS212-097-9
FDA UNII26A08O86E6
Molecular FormulaC18 H30 O
Molecular Weight262.43630000
MDL NumberMFCD00036517
Beilstein1781239
CoE Number11206

Regulatory

JECFA Food Flavoring1123 2,6,10-trimethyl-2,6,10-pentadecatrien-14-one
DG SANTE Food Flavourings07.114 6,10,14-trimethylpentadeca-5,9,13-trien-2-one
FEMA Number3442
FDANo 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
Food Chemicals Codex Listed No
Specific Gravity 0.88500 to 0.89500 @ 25.00 °C.
Pounds per Gallon - (est). 7.364 to 7.447
Refractive Index 1.47800 to 1.48300 @ 20.00 °C.
Boiling Point 147.00 to 148.00 °C. @ 0.50 mm Hg, 302.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.000009 mmHg @ 25.00 °C. (est)
Flash Point 230.00 °F. TCC ( 110.00 °C. )
logP (o/w) 5.721 (est)
Soluble in alcohol
Insoluble in water

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesperfuming agents

Organoleptic Properties

Odor Description
at 100.00 %.
Fruity, wine-like, somewhat floral
Taste Description winey

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicityoral-rat LD50 [sex: M,F] > 5000 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for farnesyl acetone usage levels up to5.0000 % in the fragrance concentrate.
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 Concern540 (μg/person/day)
Structure ClassII
baked goods-
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum-
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy-
imitation dairy-
instant coffee / tea-
jams / jellies-
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-

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Potential Uses

fixer FR floral FR fruit FL tomato

Natural Occurrence

cerastium candidissimum corr. oil greece @ 4.20% Data laurel leaf oil turkey @ <0.10% Data mushroom PMC plumcot fruit PMC tomato fruit watermelon fruit juice

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 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.