W301912
Skatole
≥98%
Synonym(s):
3-Methylindole, Skatole
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About This Item
Empirical Formula (Hill Notation):
C9H9N
CAS Number:
Molecular Weight:
131.17
Flavis number:
14.004
PubChem Substance ID:
UNSPSC Code:
12164502
FEMA Number:
3019
NACRES:
NA.21
EC Number:
201-471-7
MDL number:
Beilstein/REAXYS Number:
111296
Organoleptic:
animalic
Biological source:
synthetic
Agency:
meets purity specifications of JECFA
Food allergen:
no known allergens
Product Name
Skatole, ≥98%
InChI
1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3
SMILES string
Cc1c[nH]c2ccccc12
InChI key
ZFRKQXVRDFCRJG-UHFFFAOYSA-N
biological source
synthetic
agency
meets purity specifications of JECFA
assay
≥98%
bp
265-266 °C (lit.)
mp
92-97 °C (lit.)
application(s)
flavors and fragrances
documentation
see Safety & Documentation for available documents
food allergen
no known allergens
organoleptic
animalic
Quality Level
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Related Categories
Application
- Microbiome-metabolomics analysis reveals abatement effects of itaconic acid on odorous compound production in Arbor Acre broilers.: Investigates the impact of itaconic acid on the microbiome and metabolomics profiles of broilers, significantly reducing skatole production, which is a key contributor to odors in poultry (Zhu et al., 2023).
- Postmortomics: The Potential of Untargeted Metabolomics to Highlight Markers for Time Since Death.: Discusses the potential of untargeted metabolomics in forensic science to identify time-since-death markers, including skatole, which is relevant in decomposition studies (Pesko et al., 2020).
- A versatile method for producing labeled or unlabeled Aß55, Aß40, and other ß-amyloid family peptides.: This article describes methods for producing peptides in biochemistry, including skatole, used in research contexts related to protein misfolding diseases (Zerweck et al., 2019).
- Chemical-Mediated Digestion: An Alternative Realm for Middle-down Proteomics: Explores alternative methods for protein digestion in proteomics, using chemical mediators including skatole to facilitate the process, offering new avenues for the study of protein structures and functions (Srzentic et al., 2018).
Disclaimer
For R&D or non-EU Food use. Not for retail sale.
General description
Skatole is an indole derivative with a strong fecal odor that occurs naturally in feces formed due to the degradation of tryptophan. It is found in several flowers such as jasmine owing to its flowery smell when present in low concentration. Skatole is also one of the key contributors to the development of boar taint in fat samples.
hcodes
pcodes
Hazard Classifications
Aquatic Chronic 2
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
269.6 °F
flash_point_c
132 °C
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Skatole (2010)
Role of 4-phenyl-3-buten-2-one in boar taint: identification of new compounds related to sensorial descriptors in pig fat.
Rius Sole MA & Garcia Regueiro JA.
Journal of Agricultural and Food Chemistry, 49(11), 5303-5309 (2001)
Walter S Leal et al.
PloS one, 3(8), e3045-e3045 (2008-08-30)
Synthetic mosquito oviposition attractants are sorely needed for surveillance and control programs for Culex species, which are major vectors of pathogens causing various human diseases, including filariasis, encephalitis, and West Nile encephalomyelitis. We employed novel and conventional chemical ecology approaches
James B Y H Behrendorff et al.
Chemical research in toxicology, 25(9), 1964-1974 (2012-08-21)
Cytochrome P450 2F1 (P450 2F1) is expressed exclusively in the human respiratory tract and is implicated in 3-methylindole (3MI)-induced pneumotoxicity via dehydrogenation of 3MI to a reactive electrophilic intermediate, 3-methyleneindolenine (3-MEI). Studies of P450 2F1 to date have been limited
Mechanisms of 3-methylindole pneumotoxicity.
G S Yost
Chemical research in toxicology, 2(5), 273-279 (1989-09-01)
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