Identification

Namefarnesal
IUPAC3,7,11-trimethyldodeca-2,6,10-trienal
CAS Number19317-11-4
EINECS242-957-9
FDA UNIIR265G157TQ
Molecular FormulaC15 H24 O
Molecular Weight220.35548000
MDL NumberMFCD00038089
Beilstein1723427
CoE Number5148

Regulatory

JECFA Food Flavoring1228 3,7,11-trimethyl-2,6,10-dodecatrienal
DG SANTE Food Flavourings05.148 farnesal
FEMA Number4019
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)19317-11-4 ; FARNESAL

Physical Properties

Appearance pale yellow to yellow clear liquid (est)
Assay 99.00 to 100.00 sum of isomers
Food Chemicals Codex Listed No
Specific Gravity 0.89000 to 0.90000 @ 25.00 °C.
Pounds per Gallon - (est). 7.406 to 7.489
Refractive Index 1.49400 to 1.50400 @ 20.00 °C.
Boiling Point 126.00 to 129.00 °C. @ 3.50 mm Hg, 198.00 to 201.00 °C. @ 8.00 mm Hg
Acid Value 3.00 max. KOH/g
Vapor Pressure 0.000187 mmHg @ 25.00 °C. (est)
Flash Point > 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w) 5.013 (est)
Soluble in alcohol
Insoluble in water

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesperfuming agents

Organoleptic Properties

Odor Description at 100.00 %.

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
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
IFRA Critical EffectDermal sensitization and systemic toxicity
IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%)Category 1: Products applied to the lips
NotesIFRA FLAVOR REQUIREMENTS:
Maximised Survey-derived Daily Intakes (MSDI-EU)0.49 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)0.20 (μg/capita/day)
Threshold of Concern1800 (μg/person/day)
Structure ClassI
baked goods2.00000
beverages(nonalcoholic)0.10000
beverages(alcoholic)0.30000
breakfast cereal0.10000
cheese-
chewing gum2.00000
condiments / relishes-
confectionery froastings0.30000
egg products0.30000
fats / oils0.30000
fish products-
frozen dairy0.50000
fruit ices0.20000
gelatins / puddings0.20000
granulated sugar-
gravies0.30000
hard candy0.50000
imitation dairy-
instant coffee / tea0.10000
jams / jellies0.50000
meat products-
milk products0.20000
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors0.50000
snack foods0.50000
soft candy0.50000
soups0.10000
sugar substitutes-
sweet sauces-

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Potential Uses

FR floral FR jasmin FR narcissus FR neroli FR rose FR tuberose

Natural Occurrence

ginger rhizome ginger rhizome oil lemongrass plant tomato fruit

Synonyms

farnesal, pract. 3,7,11- trimethyl dodeca-2,6,10-trienone 3,7,11- trimethyl-2,6,10-dodecatrienal 3,7,11- trimethyldodeca-2,6,10-trienal PubMed: Aldoketoreductase family 1B10 (AKR1B10) as a biomarker to distinguish hepatocellular carcinoma from benign liver lesions. PubMed: Cloning and characterization of four rabbit aldo-keto reductases featuring broad substrate specificity for xenobiotic and endogenous carbonyl compounds: relationship with multiple forms of drug ketone reductases. PubMed: Farnesyl phosphatase, a Corpora allata enzyme involved in juvenile hormone biosynthesis in Aedes aegypti. PubMed: Aldehyde dehydrogenase 3 converts farnesal into farnesoic acid in the corpora allata of mosquitoes. PubMed: Naphthyl groups in chiral recognition: structures of salts and esters of 2-methoxy-2-naphthylpropanoic acids. PubMed: Selective inhibition of human type-5 17β-hydroxysteroid dehydrogenase (AKR1C3) by baccharin, a component of Brazilian propolis. PubMed: Moths behaving like butterflies. Evolutionary loss of long range attractant pheromones in castniid moths: a Paysandisia archon model. PubMed: Design, synthesis and evaluation of caffeic acid phenethyl ester-based inhibitors targeting a selectivity pocket in the active site of human aldo-keto reductase 1B10. PubMed: Overexpression and oncogenic function of aldo-keto reductase family 1B10 (AKR1B10) in pancreatic carcinoma. PubMed: Identification, functional characterization, and regulation of the enzyme responsible for floral (E)-nerolidol biosynthesis in kiwifruit (Actinidia chinensis). PubMed: A coordinated expression of biosynthetic enzymes controls the flux of juvenile hormone precursors in the corpora allata of mosquitoes. PubMed: Roles of rat and human aldo-keto reductases in metabolism of farnesol and geranylgeraniol. PubMed: Rat aldose reductase-like protein (AKR1B14) efficiently reduces the lipid peroxidation product 4-oxo-2-nonenal. PubMed: Identification of a novel abscisic acid-regulated farnesol dehydrogenase from Arabidopsis. PubMed: 2,3-Dihydrohomofarnesal: female sex attractant pheromone component of Callosobruchus rhodesianus (Pic). PubMed: Chromene-3-carboxamide derivatives discovered from virtual screening as potent inhibitors of the tumour maker, AKR1B10. PubMed: Farnesylcysteine lyase is involved in negative regulation of abscisic acid signaling in Arabidopsis. PubMed: NADP+-dependent farnesol dehydrogenase, a corpora allata enzyme involved in juvenile hormone synthesis. PubMed: Kinetic studies of AKR1B10, human aldose reductase-like protein: endogenous substrates and inhibition by steroids. PubMed: Homofarnesals: female sex attractant pheromone components of the southern cowpea weevil, Callosobruchus chinensis. PubMed: Zeolite NaY-promoted cyclization of farnesal: a short route to nanaimoal. PubMed: Enzymatic characteristics of an aldo-keto reductase family protein (AKR1C15) and its localization in rat tissues. PubMed: Arabidopsis thaliana plants possess a specific farnesylcysteine lyase that is involved in detoxification and recycling of farnesylcysteine. PubMed: A facile phenol-driven intramolecular diastereoselective thermal/base-catalyzed dipolar [2+2] annulation reactions: an easy access to complex bioactive natural and unnatural benzopyran congeners. PubMed: The retinoid-X receptor ortholog, ultraspiracle, binds with nanomolar affinity to an endogenous morphogenetic ligand. PubMed: A modular and concise total synthesis of (+/-)-daurichromenic acid and analogues. PubMed: Absolute configuration of chiral terpenes in marking pheromones of bumblebees and cuckoo bumblebees. PubMed: Chemical ecology of oribatid mites III. Chemical composition of oil gland exudates from two oribatid mites, Trhypochthoniellus sp. and Trhypochthonius japonicus (Acari: Trhypochthoniidae). PubMed: Juvenile hormone biosynthesis in moths: synthesis and evaluation of farnesol homologs as alternate substrates of farnesol oxidase. PubMed: A novel, inducible, citral lyase purified from spores of Penicillium digitatum. PubMed: Alpha-phosphono lactone analogues of farnesyl pyrophosphate: an asymmetric synthesis via ring-closing metathesis. PubMed: Study on the biosynthesis of dolichol in yeast: recognition of the prenyl chain length in polyprenol reduction. PubMed: Farnesol oxidation in insects: evidence that the biosynthesis of insect juvenile hormone is mediated by a specific alcohol oxidase. PubMed: Lysosomal prenylcysteine lyase is a FAD-dependent thioether oxidase. PubMed: Neuropeptide regulation of biosynthesis of the juvenoid, methyl farnesoate, in the edible crab, Cancer pagurus. PubMed: Phosphonate and bisphosphonate analogues of farnesyl pyrophosphate as potential inhibitors of farnesyl protein transferase. PubMed: Substrate specificity for the epoxidation of terpenoids and active site topology of house fly cytochrome P450 6A1. PubMed: Lipoperoxidase activity of Pityrosporum: characterisation of by-products and possible rôle in pityriasis versicolor. PubMed: A model for farnesoid feedback control in the mevalonate pathway. PubMed: Formation of farnesal and 3-hydroxy-2,3-dihydrofarnesal from farnesol by protoplasts of Botryococcus braunii. PubMed: Hormonal effects on insects and other endoparasites in vitro. PubMed: Identification of thoracic gland constituents from maleXylocopa spp. latreille (Hymenoptera: Anthophoridae) from arizona. PubMed: Sex pheromones of rice moth,Corcyra cephalonica Stainton : I. Identification of male pheromone. PubMed: Farnesol and farnesal dehydrogenase(s) in corpora allata of the tobacco hornworm moth, Manduca sexta. PubMed: Soldier-specific chemicals of the termiteCurvitermes strictinasus Mathews (Isoptera, Nasutitermitinae). PubMed: The in vitro effects of farnesol and derivatives on Hymenolepis diminuta. PubMed: [Juvenile hormone in diapausing Pieris brassicae and mutations. Tetrahydrofolic acid and pterins incubated in chrysalids, provoking ontogenic and mutagenic genetic information alterations in Drosophila melanogaster].