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Merck

W301912

Sigma-Aldrich

Skatole

≥98%

Sinónimos:

3-Methylindole, Skatole

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About This Item

Fórmula empírica (notación de Hill):
C9H9N
Número de CAS:
Peso molecular:
131.17
Número de FEMA:
3019
Beilstein:
111296
Número CE:
Número MDL:
Código UNSPSC:
12164502
ID de la sustancia en PubChem:
Número Flavis:
14.004
NACRES:
NA.21
Organoléptico:
animalic
origen biológico:
synthetic
Agency:
meets purity specifications of JECFA
alérgeno alimentario:
no known allergens
En este momento no podemos mostrarle ni los precios ni la disponibilidad

origen biológico

synthetic

Nivel de calidad

Agency

meets purity specifications of JECFA

Ensayo

≥98%

bp

265-266 °C (lit.)

mp

92-97 °C (lit.)

aplicaciones

flavors and fragrances

Documentación

see Safety & Documentation for available documents

alérgeno alimentario

no known allergens

Organoléptico

animalic

cadena SMILES

Cc1c[nH]c2ccccc12

InChI

1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3

Clave InChI

ZFRKQXVRDFCRJG-UHFFFAOYSA-N

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Descripción general

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.[1] Skatole is also one of the key contributors to the development of boar taint in fat samples.[2]

Aplicación


  • 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).

Cláusula de descargo de responsabilidad

For R&D or non-EU Food use. Not for retail sale.

Pictogramas

Environment

Frases de peligro

Consejos de prudencia

Clasificaciones de peligro

Aquatic Chronic 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

269.6 °F

Punto de inflamabilidad (°C)

132 °C


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Skatole (2010)
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
Mechanisms of 3-methylindole pneumotoxicity.
G S Yost
Chemical research in toxicology, 2(5), 273-279 (1989-09-01)
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
Hang Wang et al.
Waste management & research : the journal of the International Solid Wastes and Public Cleansing Association, ISWA, 31(2), 223-231 (2013-01-12)
Manure produced from confined animal farms can threaten public and environmental health if not managed properly. Herein, a full-scale commercial bioconversion operation in DeQing County, China for value-added swine manure reduction using house fly, Musca domestica L., larvae is reported.

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