sucrose octaacetate

1,3,4,6-tetra-O-acetyl hex-2-ulofuranosyl 2,3,4,6-tetra-O-acetyl hexopyranoside

CAS: 126-14-7 C28 H38 O19 MW: 678.59566000

Identification

Namesucrose octaacetate
IUPAC[4-acetyloxy-2,5-bis(acetyloxymethyl)-2-[3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxolan-3-yl] acetate
CAS Number126-14-7
EINECS204-772-1
FDA UNII07V591057T
Molecular FormulaC28 H38 O19
Molecular Weight678.59566000
MDL NumberMFCD00006623
Beilstein0079290
CoE Number11819

Regulatory

DG SANTE Food Flavourings16.081 sucrose octaacetate
DG SANTE Food Contact Materialssucrose octaacetate
FEMA Number3038
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)126-14-7 ; SUCROSE OCTAACETATE
FDA RegulationFDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION

Physical Properties

Appearance colorless needles (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 87.00 to 89.00 °C. @ 760.00 mm Hg
Boiling Point 260.00 °C. @ 760.00 mm Hg
Flash Point 527.00 °F. TCC ( 275.00 °C. )
logP (o/w) 1.440 (est)
Soluble in alcohol

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesdenaturants

Organoleptic Properties

Odor Strength none
Odor Description at 100.00 %.

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Human Experience2 % solution: no irritation or sensitization.
Oral/Parenteral Toxicityoral-rat LD50 > 5000 mg/kg
Dermal Toxicityskin-rabbit LD50 > 5000 mg/kg
Inhalation ToxicityNot determined

GHS Classification

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

Safety in Use

Categorysolvents/deluents for flavor and/or fragrance agents
Recommendation for sucrose octaacetate usage levels up tonot for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU)210.00 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI)2700 (μg/person/day)
Threshold of Concern540 (μg/person/day)
Structure ClassII
baked goods-
beverages(nonalcoholic)0.35000
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-
Dairy products, excluding products of category 02.0 (01.0)-
Fats and oils, and fat emulsions (type water-in-oil) (02.0)5.46000
Edible ices, including sherbet and sorbet (03.0)5.40000
Processed fruit (04.1)-
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2)-
Confectionery (05.0)5.40000
Chewing gum (05.3)-
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0)-
Bakery wares (07.0)5.46000
Meat and meat products, including poultry and game (08.0)-
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0)-
Eggs and egg products (10.0)-
Sweeteners, including honey (11.0)-
Salts, spices, soups, sauces, salads, protein products, etc. (12.0)-
Foodstuffs intended for particular nutritional uses (13.0)-
Non-alcoholic ("soft") beverages, excl. dairy products (14.1)5.18000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2)5.18000
Ready-to-eat savouries (15.0)-
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0)-

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Potential Uses

denaturants

Natural Occurrence

not found in nature

Synonyms

acetic acid [3,4,5-triacetyloxy-6-[[3,4-diacetyloxy-2,5-bis(acetyloxymethyl)-2-oxolanyl]oxy]-2-oxanyl]methyl ester [4- acetyloxy-2,5-bis(acetyloxymethyl)-2-[3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxolan-3-yl] acetate octaacetyl sucrose sucrose, octaacetate 1,3,4,6- tetra-O-acetyl hex-2-ulofuranosyl 2,3,4,6-tetra-O-acetyl hexopyranoside [3,4,5- triacetyloxy-6-[3,4-diacetyloxy-2,5-bis(acetyloxymethyl)oxolan-2-yl]oxy-oxan-2-yl]methyl ethanoate PubMed: Field-stepped direct detection electron paramagnetic resonance. PubMed: Multiharmonic electron paramagnetic resonance for extended samples with both narrow and broad lines. PubMed: Rapid-scan EPR of immobilized nitroxides. PubMed: Drinking of flavored solutions by high preferring (WHP) and low preferring (WLP) alcohol-drinking rats. PubMed: Explaining tolerance for bitterness in chocolate ice cream using solid chocolate preferences. PubMed: Rejection thresholds in solid chocolate-flavored compound coating. PubMed: Bitter taste stimuli induce differential neural codes in mouse brain. PubMed: Rejection Thresholds in Chocolate Milk: Evidence for Segmentation. PubMed: Charge-transfer interactions in a multichromophoric hexaarylbenzene containing pyrene and triarylamines. PubMed: Sweet taste and menthol increase cough reflex thresholds. PubMed: Stimulation of the extracellular Ca²⁺-sensing receptor by denatonium. PubMed: B6-MSM consomic mouse strains reveal multiple loci for genetic variation in sucrose octaacetate aversion. PubMed: Enzymatic synthesis of sucrose octaacetate using a novel alkaline protease. PubMed: The perception of quinine taste intensity is associated with common genetic variants in a bitter receptor cluster on chromosome 12. PubMed: Gustatory responsiveness to six bitter tastants in three species of nonhuman primates. PubMed: Impact of electron-electron spin interaction on electron spin relaxation of nitroxide diradicals and tetraradical in glassy solvents between 10 and 300 k. PubMed: Electron spin-lattice relaxation of nitroxyl radicals in temperature ranges that span glassy solutions to low-viscosity liquids. PubMed: Photoinduced electron transfer in arylacridinium conjugates in a solid glass matrix. PubMed: Examination of glass transitions in CO(2)-processed, peracetylated sugars using sum frequency generation spectroscopy. PubMed: Heritability and genetic covariation of sensitivity to PROP, SOA, quinine HCl, and caffeine. PubMed: Deposition of small organic molecules by the displacement of two immiscible supercritical phases. PubMed: Taste masking analysis in pharmaceutical formulation development using an electronic tongue. PubMed: Ultrathin film deposition by liquid CO2 free meniscus coating-uniformity and morphology. PubMed: High resolution 1H NMR structural studies of sucrose octaacetate in supercritical carbon dioxide. PubMed: Enhanced photoluminescence from group 14 metalloles in aggregated and solid solutions. PubMed: The contribution of taste bud populations to bitter avoidance in mouse strains differentially sensitive to sucrose octa-acetate and quinine. PubMed: Variation in intake of sweet and bitter solutions by inbred strains of golden hamsters. PubMed: The distinctiveness of ionic and nonionic bitter stimuli. PubMed: A psychophysical investigation of binary bitter-compound interactions. PubMed: Conditioned acceptance and preference but not altered taste reactivity responses to bitter and sour flavors paired with intragastric glucose infusion. PubMed: A brief-access test for bitter taste in mice. PubMed: High-resolution genetic mapping of the sucrose octaacetate taste aversion (Soa) locus on mouse Chromosome 6. PubMed: Covariation in individuals' sensitivities to bitter compounds: evidence supporting multiple receptor/transduction mechanisms. PubMed: Soa genotype selectively affects mouse gustatory neural responses to sucrose octaacetate. PubMed: Taste receptor cells that discriminate between bitter stimuli. PubMed: Responses to basic taste qualities in rats selectively bred for high versus low saccharin intake. PubMed: A family of candidate taste receptors in human and mouse. PubMed: Sucrose octaacetate avoidance in nontaster mice is not enhanced by two type-A Prp transgenes from taster mice. PubMed: Genetic dissection of gustatory sensitivity to bitterness (sucrose octaacetate) in mice. PubMed: Responses of single taste fibers and whole chorda tympani and glossopharyngeal nerve in the domestic pig, Sus scrofa. PubMed: Palatability and foraging cost interact to control caloric intake. PubMed: Flavor avoidance learning and its implications in reducing strychnine baiting hazards to nontarget animals. PubMed: Behavioral specificity of the bitter taste gene Soa. PubMed: Response of pigs to bitter-tasting compounds. PubMed: Sucralfate impedes intestinal epithelial sheet migration in a Caco-2 cell culture model. PubMed: SW.B6-Soa(b) nontaster congenic strains completed and a sucrose octaacetate congenic quartet tested with other bitters. PubMed: Stimulus specificity in flavor acceptance learning. PubMed: Immediate acceptance of minerals and HCl by calcium-deprived rats: brief exposure tests. PubMed: The importance of taste and palatability in carbohydrate-induced overeating in rats. PubMed: Rapid kinetics of second messenger production in bitter taste. PubMed: C3.SW-Soaa heterozygous congenic taster mice. PubMed: Stimulation of fluid intake by maltodextrins and starch. PubMed: Generation of inositol phosphates in bitter taste transduction. PubMed: Genetics of bitter perception in mice. PubMed: Hydrolysis of sucrose octa-acetate: qualitative differences in taster and demistaster avoidance phenotypes. PubMed: An appetitively conditioned taste elicits a preferential increase in mesolimbic dopamine release. PubMed: Flavor preferences conditioned by intragastric infusions of dilute polycose solutions. PubMed: Consumption of sweet, salty, sour, and bitter solutions by selectively bred alcohol-preferring and alcohol-nonpreferring lines of rats. PubMed: Tolerance of bitter compounds by an herbivore,Cavia porcellus. PubMed: The effect of sweeteners on bitter taste in young and elderly subjects. PubMed: Flavor preference produced by intragastric polycose infusions in rats using a concurrent conditioning procedure. PubMed: Preference and aversion for deterrent chemicals in two species of Peromyscus mouse. PubMed: Selective deacylation on the glucosyl moiety of octa-O-acetylsucrose by enzymic hydrolysis: formation of 2,1',3',4',6'-penta-O-acetylsucrose. PubMed: Chromosome mapping of Soa, a gene influencing gustatory sensitivity to sucrose octaacetate in mice. PubMed: Regioselective enzymic deacetylation of octa-O-acetylsucrose: preparation of hepta-O-acetylsucroses. PubMed: Influence of experience on response to bitter taste. PubMed: Selective deacetylation of sucrose octa-acetate with primary amines to give 2,3,4,6,1',6'-hexa-O-acetylsucrose. PubMed: N.m.r. method for the identification of sucrose acetates. PubMed: Calcium deprivation increases salt intake. PubMed: Effects of early rearing experience on feeding behavior in B6D2F2 mice. PubMed: Sucrose octaacetate-taster mice have more vallate taste buds than non-tasters. PubMed: Sucrose octaacetate tasting in a heterogeneous population of CFW mice. PubMed: The B6.SW bilineal congenic sucrose octaacetate (SOA)-taster mice. PubMed: Failure of zinc gluconate in treatment of acute upper respiratory tract infections. PubMed: Consumption of alcohol compared to another bitter solution in a limited access drinking paradigm. PubMed: Liposomes as model for taste cells: receptor sites for bitter substances including N-C=S substances and mechanism of membrane potential changes. PubMed: Overeating, overweight and obesity induced by an unpreferred diet. PubMed: Oral versus postingestive origin of polysaccharide appetite in the rat. PubMed: Effects of SOA and saccharin adulteration on Polycose preference in rats. PubMed: Increased aversion to bitter-tasting fluids in the Brattleboro rat. PubMed: Single-locus control of sucrose octaacetate tasting among mice. PubMed: Cholecystokinin, diet palatability, and feeding regulation in rats. PubMed: Use of taste repellants and emetics to prevent accidental poisoning of dogs. PubMed: Paraventricular hypothalamic lesions and medial hypothalamic knife cuts produce similar hyperphagia syndromes. PubMed: Dietary quinine reduces body weight and food intake independent of aversive taste. PubMed: Aversions to bitterness and accidental poisonings among preschool children. PubMed: Effect of unpalatable diets, food restriction and saccharin-adulterated diet on tryptic, chymotryptic, and amylolytic activity in pancreas, intestine and feces of rats. PubMed: The genetics of tasting in mice. I. Sucrose octaacetate. PubMed: Dietary preference behavior in rats fed bitter tasting quinine and sucrose octa acetate adulterated diets. PubMed: The role of a noxious taste in determining food intake in the rat. PubMed: Sensory factors which affect the acceptance of raw and heated defatted soybeans by rats. PubMed: Preference aversion in mice to bitter substance.