Identification

Nameskatole
IUPAC3-methyl-1H-indole
CAS Number83-34-1
EINECS201-471-7
FDA UNII9W945B5H7R
Molecular FormulaC9 H9 N
Molecular Weight131.17773000
MDL NumberMFCD00005627
Nikkaji NumberJ3.211E
Beilstein0111296
CoE Number493
XlogP32.60 (est)

Regulatory

JECFA Food Flavoring1304 skatole
DG SANTE Food Flavourings14.004 3-methylindole
FEMA Number3019
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)83-34-1 ; SKATOLE
FDA RegulationFDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION

Physical Properties

Appearance white to tan powder (est)
Assay 97.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 95.00 to 97.00 °C. @ 760.00 mm Hg
Boiling Point 265.00 to 266.00 °C. @ 755.00 mm Hg
Vapor Pressure 0.015000 mmHg @ 25.00 °C. (est)
Flash Point 269.00 °F. TCC ( 131.67 °C. )
logP (o/w) 2.600
Shelf Life 36.00 month(s) or longer if stored properly.
Storage store in cool, dry place in tightly sealed containers, protected from heat and light.
Soluble in alcohol
Stability hair spray

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesperfuming agents

Organoleptic Properties

Odor Strength very high ,
Substantivity 400 hour(s) at 1.00 % in dipropylene glycol
Odor Description
at 0.10 % in dipropylene glycol.
Animalic, warm, sweet, over-ripe fruit
CIVET, POTENT, ANIMALIC, TENACIOUS
Odor sample from Berje Inc.

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Human Experience1 % solution: no irritation or sensitization.
Oral/Parenteral Toxicityoral-rat LD50 3450 mg/kg
Dermal Toxicitysubcutaneous-frog LDLo 1000 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)\nLUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for skatole usage levels up to0.1000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU)2.40 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)0.07 (μg/capita/day)
Structure ClassI
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-

Augustus Oils Ltd

The Premier Supplier

Augustus Oils Ltd, in harmony with nature - to present it at its best...

View All Website +44 (0)1420 590555 essentials@augustus-oils.ltd.uk

Berje Inc.

Where the world comes to its senses

Where the world comes to its senses - Berjé is a global distributor of Essential Oils and Aromatic Chemicals.

View All Website 973-748-8980 tlauzurica@berjeinc.com

BOC Sciences

Best of Chemicals Supplier

Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...

View All Website 1-631-485-4226 account@bocsci.com

Fleurchem, Inc.

Have A Flavorful Day

A leading global manufacturer and supplier of ingredients for Flavors, Fragrances, AromaTherapy, Foods, Beverages, Personal Care Products, and other uses.

View All Website 845-341-2100 info@fleurchem.com

Indukern, S.A. F&F Ingredients Division

Commitment to quality

Idukern F&F Ingredients is your partner for the fragrance and flavor ingredients.

View All Website +34 93 506 91 00 info@indukern.es

Lluch Essence S.L.

A family company dedicated to sales and distribution

Flexibility, availability, price and quality.

View All Website 34 93 379 38 49 web@lluche.com

M&U International LLC

Steady supply & demand

Meeting customers increasing demands at home as well as abroad.

View All Website 908-359-9000 sales@mu-intel.com

Pell Wall Perfumes

Hand-made fragrances

Pell Wall maintains a broad palette of ingredients & in order to keep stocks fresh & the options wide we also sell from our own stock.

View All Website +44 (0) 20 3745 0887 https://pellwall.com/contact-us/

Penta International Corporation

Chemistry innovation

At Penta, our products and services help businesses do business better.

View All Website (973) 740-2300 lisaa@pentamfg.com

PerfumersWorld Ltd.

feeeel... the smell!

The one-stop resource for the creative perfumer.

View All Website +66(0)2-99-800-80 pwenquiries@perfumersworld.com

Prodasynth

PRODUCTEUR PAR ESSENCE

Chemical specialist in manufacturing, distributing and sourcing of tailor-made ingredients for the Flavour & Fragrance industry.

View All Website (33) 4 93 09 00 11 info@prodasynth.com

Sigma-Aldrich

Complete Supply Chain

The perfect blend of products and services that bring your creativity to life.

View All Website 800-244-1173 ff@sial.com

Synerzine, Inc.

Innovation. Customization. Aroma Ingredients.

Synerzine is a leading supplier of flavor and fragrance ingredients.

View All Website (404) 524-6744 info@synerzine.com

TCI AMERICA

Moving Your Chemistry Forward

We continuously strive to advance our technology.

View All Website 1-800-423-8616 Sales-US@TCIchemicals.com;

Tianjin Danjun International Trade Co., LTD.

Quality Products

We know the Chinese chemical market well.

View All Website +86-15822601686 songshasha@danjunchem.com

R C Treatt and Co Ltd

Innovative ingredient solutions

World-leading innovative ingredient solutions provider for the flavour, fragrance and FMCG industries.

View All Website +1 863 668 9500 enquiries@treatt.com

Ernesto Ventós S.A.

Leaders in essence

We employ our five senses to do our job well.

View All Website +1 856 226 7501 info@ventos.com

Zanos Ltd.

Distributor of Speciality Chemicals and Natural Ingredients

Sourcing and supplying quality aroma chemicals and prestige natural ingredients for the flavour and fragrance industry.

View All Website +44 (0) 1565 755899 sales@zanos.co.uk

Potential Uses

FR amber FR animal FL/FR beech FL burnt FR castoreum chanel #5 FR chypre FR cigar FL/FR cistus FR civet FR daffodil fecal FR fern fixer FR floral FR flower shop FR jonquil FR leather FR leather russian leather FR musk FR narcissus FR ocean sea FR tobacco FL/FR valerian FR wallflower

Natural Occurrence

beet beet root bonito dried bonito PMC butter PMC cheese @ 34.00 ± 6 µg% Data PMC cheese mozzarella cheese PMC cheese swiss cheese PMC civet PMC coffee PMC feces milk PMC nectandra wood pork PMC rice bran squid tea green tea

Synonyms

3- methyl indole beta- methyl indole 3- methyl-1H-indole 3- methyl-4,5-benzopyrrole 3- methylindole beta- methylindole scatol (Indukern) skatole 1% in ETOH Info: Skatole PubMed: Fatty acid composition of subcutaneous adipose tissue from entire male pigs with extremely divergent levels of boar taint compounds - An exploratory study. PubMed: Effects of nuclear receptor transactivation on boar taint metabolism and gene expression in porcine hepatocytes. PubMed: In vitro assessment of the effectiveness of non-nutritive sorbent materials as binding agents for boar taint compounds. PubMed: Large scale genome-wide association and LDLA mapping study identifies QTLs for boar taint and related sex steroids. PubMed: Boar taint detection using parasitoid biosensors. PubMed: Identification of odorous compounds in reclaimed water using FPA combined with sensory GC-MS. PubMed: Examination of testicular gene expression patterns in Yorkshire pigs with high and low levels of boar taint. PubMed: Characterization and quantification of odor-active compounds in unsaturated fatty acid/conjugated linoleic acid (UFA/CLA)-enriched butter and in conventional butter during storage and induced oxidation. PubMed: [Identification of volatile organic compounds in the manures of cow, hog and chicken by solid phase microextraction coupled with gas chromatography/mass spectrometry]. PubMed: Flavor improvement in pork from barrows and gilts via inhibition of intestinal skatole formation with resistant potato starch. PubMed: Characterization of odorants causing an atypical aroma in white pepper powder (Piper nigrum L.) based on quantitative measurements and orthonasal breakthrough thresholds. PubMed: The effect of age on distribution of skatole and indole levels in entire male pigs in four breeds: Yorkshire, Landrace, Hampshire and Duroc. PubMed: "Untypical aging off-flavor" in wine: synthesis of potential degradation compounds of indole-3-acetic acid and kynurenine and their evaluation as precursors of 2-aminoacetophenone. PubMed: Sensory characteristics and carcass traits of boars, barrows, and gilts fed high- or adequate-protein diets and slaughtered at 100 or 110 kilograms. PubMed: Palatability of prerigor cooked boar meat. PubMed: Measurement of boar taint in porcine fat using a high-throughput gas chromatography-mass spectrometry protocol. PubMed: Fast and solvent-free quantitation of boar taint odorants in pig fat by stable isotope dilution analysis-dynamic headspace-thermal desorption-gas chromatography/time-of-flight mass spectrometry. PubMed: Skatole metabolism in the pigs with reduced testicular oestrogen synthesis. PubMed: Inhibitory effect of skatole (3-methylindole) on enterohemorrhagic Escherichia coli O157:H7 ATCC 43894 biofilm formation mediated by elevated endogenous oxidative stress. PubMed: Regulation of 3β-hydroxysteroid dehydrogenase and sulphotransferase 2A1 gene expression in primary porcine hepatocytes by selected sex-steroids and plant secondary metabolites from chicory (Cichorium intybus L.) and wormwood (Artemisia sp.). PubMed: Consumer acceptance of fermented sausages made from boars is not distracted by respective information. PubMed: Evaluation of different heating methods for the detection of boar taint by means of the human nose. PubMed: Sensory evaluation of boar loins: trained assessors' olfactory acuity affects the perception of boar taint compounds. PubMed: Surface-enhanced laser desorption/ionisation time-of-flight mass spectrometry: a tool to predict pork quality. PubMed: Quantitative determination of the boar taint compounds androstenone, skatole, indole, 3α-androstenol and 3β-androstenol in wild boars (Sus scrofa) reveals extremely low levels of the tryptophan-related degradation products. PubMed: Threshold detection of boar taint chemicals using parasitic wasps. PubMed: A single nucleotide polymorphism in the CYP2E1 gene promoter affects skatole content in backfat of boars of two commercial Duroc-sired crossbred populations. PubMed: Consumer studies on sensory acceptability of boar taint: a review. PubMed: Effects of corn processing method and dietary inclusion of corn wet distillers grains with solubles on odor and gas production in cattle manure. PubMed: Predicting the likelihood of developing boar taint: early physical indicators in entire male pigs. PubMed: Effects of statins on the recovery of olfactory function in a 3-methylindole-induced anosmia mouse model. PubMed: The effect of cereal type and enzyme supplementation on carcass characteristics, volatile fatty acids and intestinal microflora and boar taint in entire male pigs. PubMed: Determination of the boar taint compound skatole in meat juice by means of stable isotope dilution analysis-direct immersion-solid phase microextraction-gas chromatography/mass spectrometry. PubMed: Feeding dried chicory root to pigs decrease androstenone accumulation in fat by increasing hepatic 3β hydroxysteroid dehydrogenase expression. PubMed: [Contemporary views on etiology and pathogenesis of halitosis]. PubMed: Early immunocastration of male pigs with Improvac(®) - effect on boar taint, hormones and reproductive organs. PubMed: Acceptability of entire male pork with various levels of androstenone and skatole by consumers according to their sensitivity to androstenone. PubMed: Review of analytical methods to measure boar taint compounds in porcine adipose tissue: the need for harmonised methods. PubMed: Development of a candidate reference method for the simultaneous quantitation of the boar taint compounds androstenone, 3α-androstenol, 3β-androstenol, skatole, and indole in pig fat by means of stable isotope dilution analysis-headspace solid-phase microextraction-gas chromatography/mass spectrometry. PubMed: Boar taint detection using parasitoid biosensors. PubMed: Effect of a hay-based diet or different upland grazing systems on milk volatile compounds. PubMed: The sensitivity of Flemish citizens to androstenone: influence of gender, age, location and smoking habits. PubMed: Comparison of heating methods and the use of different tissues for sensory assessment of abnormal odours (boar taint) in pig meat. PubMed: Prevalence and relationships of sensory taint, 5α-androstenone and skatole in fat and lean tissue from the loin (Longissimus dorsi) of barrows, gilts, sows, and boars from selected abattoirs in the United States. PubMed: Relationship between olfactory function and olfactory neuronal population in C57BL6 mice injected intraperitoneally with 3-methylindole. PubMed: Gender-related differences in cytochrome P450 in porcine liver--implication for activity, expression and inhibition by testicular steroids. PubMed: Influence of soiling on boar taint in boars. PubMed: In vivo effect of dried chicory root (Cichorium intybus L.) on xenobiotica metabolising cytochrome P450 enzymes in porcine liver. PubMed: Characterization of porcine pregnane X receptor, farnesoid X receptor and their splice variants. PubMed: In vitro cytochrome P450 2E1 and 2A activities in the presence of testicular steroids. PubMed: Biochemical, nutritional and genetic effects on boar taint in entire male pigs. PubMed: Characterization and quantification of odor-active compounds in unsaturated fatty acid/conjugated linoleic acid (UFA/CLA)-enriched butter and in conventional butter during storage and induced oxidation. PubMed: Marinating as a technology to shift sensory thresholds in ready-to-eat entire male pork meat. PubMed: Effect of feeding fermentable fibre-rich feedstuffs on meat quality with emphasis on chemical and sensory boar taint in entire male and female pigs. PubMed: A sensory description of boar taint and the effects of crude and dried chicory roots (Cichorium intybus L.) and inulin feeding in male and female pork. PubMed: Effects of hCG stimulation on hepatic activities of cytochromes P4502E1 and P4502A in pubertal male pigs. PubMed: Effect of polymorphism in the porcine cytochrome b5 ( CYB5A) gene on androstenone and skatole concentrations and sexual development in Swedish pig populations. PubMed: Halitosis among racially diverse populations: an update. PubMed: Effect of a gonadotropin-releasing hormone vaccine (Improvac) on steroid hormones, boar taint compounds and performance in entire male pigs. PubMed: Regulation of CYP2A6 protein expression by skatole, indole, and testicular steroids in primary cultured pig hepatocytes. PubMed: Long-term effect of vaccination against gonadotropin-releasing hormone, using Improvac, on hormonal profile and behaviour of male pigs. PubMed: Effect of testicular steroids on catalytic activities of cytochrome P450 enzymes in porcine liver microsomes. PubMed: Flavor improvement in pork from barrows and gilts via inhibition of intestinal skatole formation with resistant potato starch. PubMed: Effect of dietary melengestrol acetate on the incidence of acute interstitial pneumonia in feedlot heifers. PubMed: Production of indolic compounds by rumen bacteria isolated from grazing ruminants. PubMed: Effect of hCG administration on the relationship between testicular steroids and indolic compounds in fat and plasma in entire male pigs. PubMed: Effects of sex, weight, diet and hCG administration on levels of skatole and indole in the liver and hepatic activities of cytochromes P4502E1 and P4502A6 in pigs. PubMed: Boar taint is related to endocrine and anatomical changes at puberty but not to aggressive behaviour in entire male pigs. PubMed: Influence of volatile compounds on the development of off-flavours in pig back fat samples classified with boar taint by a test panel. PubMed: Characterization of odorants causing an atypical aroma in white pepper powder (Piper nigrum L.) based on quantitative measurements and orthonasal breakthrough thresholds. PubMed: Free oestrone in adipose tissue and its relation to androstenone and skatole in entire male pigs. PubMed: Effects of resistant potato starch on odor emission from feces in Swine production units. PubMed: The effect of age on distribution of skatole and indole levels in entire male pigs in four breeds: Yorkshire, Landrace, Hampshire and Duroc. PubMed: The effects of castration on the eating quality of dry-cured ham. PubMed: "Untypical aging off-flavor" in wine: synthesis of potential degradation compounds of indole-3-acetic acid and kynurenine and their evaluation as precursors of 2-aminoacetophenone. PubMed: Factors affecting the level of boar taint in entire male pigs as assessed by consumer sensory panel. PubMed: Reaction to boar odour by different South African consumer groups. PubMed: Role of 4-phenyl-3-buten-2-one in boar taint: identification of new compounds related to sensorial descriptors in pig fat. PubMed: Temporal aspects related to the perception of skatole and androstenone, the major boar odour compounds. PubMed: Characterization of acute interstitial pneumonia in cattle in southern Alberta feedyards. PubMed: Role of aldehyde oxidase in the hepatic in vitro metabolism of 3-methylindole in pigs. PubMed: Boar taint in pigs selected for components of efficient lean growth rate. PubMed: Relationship between metabolism of androstenone and skatole in intact male pigs. PubMed: Effect of melengestrol acetate on development of 3-methylindole-induced pulmonary edema and emphysema in sheep. PubMed: The measurement of the responses to different odour intensities of `boar taint' using a sensory panel and an electronic nose. PubMed: Relationship between oxidation and conjugation metabolism of skatole in pig liver and concentrations of skatole in fat. PubMed: Sensory characteristics and carcass traits of boars, barrows, and gilts fed high- or adequate-protein diets and slaughtered at 100 or 110 kilograms. PubMed: The problem of taint in pork-III. Odour profile of pork fat and the interrelationships between androstenone, skatole and indole concentrations. PubMed: The problem of taint in pork-II. The influence of skatole, androstenone and indole, Presented individually and in combination in a model lipid base, on odour perception. PubMed: The problem of taint in pork: 1. Detection thresholds and odour profiles of androstenone and skatole in a model system. PubMed: Breed differences in boar taint: relationship between tissue levels boar taint compounds and sensory analysis of taint. PubMed: Palatability of prerigor cooked boar meat. PubMed: Zinc suppression of free radicals induced in cultures of rat hepatocytes by iron, t-butyl hydroperoxide, and 3-methylindole. PubMed: Reduction of 3-methylindole production and prevention of acute bovine pulmonary edema and emphysema with lasalocid. PubMed: Duration of inhibition of 3-methylindole production by monensin. PubMed: Production and origin of oral malodor: a review of mechanisms and methods of analysis. PubMed: Attractants for synanthropic flies. Identification of attractants and coattractants for Hippelates eye gnats (Diptera: Chloropidae).