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Merck

12084

Supelco

Capsaicin

analytical standard

Synonym(e):

trans-8-Methyl-N-vanillyl-6-nonensäureamid

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About This Item

Lineare Formel:
(CH3)2CHCH=CH(CH2)4CONHCH2C6H3-4-(OH)-3-(OCH3)
CAS-Nummer:
Molekulargewicht:
305.41
Beilstein:
2816484
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
41116107
PubChem Substanz-ID:
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

Beschreibung

analytical standard for food analysis

Assay

≥98.5% (HPLC)

Haltbarkeit

limited shelf life, expiry date on the label

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

mp (Schmelzpunkt)

62-65 °C (lit.)

Löslichkeit

H2O: insoluble

Anwendung(en)

cleaning products
cosmetics
flavors and fragrances
food and beverages
forensics and toxicology
personal care
pharmaceutical (small molecule)

Format

neat

Lagertemp.

2-8°C

SMILES String

COc1cc(CNC(=O)CCCC\C=C\C(C)C)ccc1O

InChI

1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+

InChIKey

YKPUWZUDDOIDPM-SOFGYWHQSA-N

Angaben zum Gen

human ... TRPV1(7442)

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Anwendung

This analytical standard was used as follows:
  • Determination of capsaicin in samples of chili pepper, black pepper powder, and chili pepper sauce by cyclic voltammetry using an office paper-based carbon black-screen printed electrode (CB-SPE)
  • Development of an electrochemical sensor based on Ag/Ag2O-loaded poly(sodium-4-styrenesulfonate) (PSS) functionalized-reduced graphene oxide (rGO) composite (Ag/Ag2O-PSS-Rgo) to determine capsaicin in chili pepper samples
  • Multi-residue analysis of six capsaicinoids in green bell pepper samples using an online supercritical fluid extraction combined with reverse phase-liquid chromatography-tandem mass spectrometry (RP-LC-MS/MS)
  • Evaluation of an immunoaffinity chromatography (IAC) based cleanup using polyclonal antibodies (pAb) for the determination of capsaicin and dihydrocapsaicin in different types of vegetable oil samples by LC-MS/MS
  • Thin layer chromatographic (TLC) separation and determination of capsaicin in ethanolic extracts of Capsicum annum Linn

Biochem./physiol. Wirkung

Prototyp Vanilloid-Rezeptoragonist; Neurotoxin; aktiviert sensorische Neuronen, was zu unmyelierten C-Fasern führt, von denen viele Substanz P enthalten. Topische Applikation desensibilisiert die sensorischen Nervenendigungen, was eine paradoxe antinozizeptive Wirkung ergibt; systemische Verabreichung kann neurotoxisch auf Capsaicin-sensitive Zellen wirken, insbesondere bei neugeborenen Tieren. Aktiver Bestandteil von Chilischoten.

Leistungsmerkmale und Vorteile

Superior quality of pure E-Capsaicin, with a guaranteed assay of =99.0% by HPLC.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 2 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flammpunkt (°F)

235.4 °F - closed cup

Flammpunkt (°C)

113 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Study of capsaicin content in various parts of pepper fruit by liquid chromatography with electrochemical detection.
Supalkova, Veronika, et al.
Acta Chimica Slovenica, 54.1, 55-55 (2007)
S W Hwang et al.
Proceedings of the National Academy of Sciences of the United States of America, 97(11), 6155-6160 (2000-05-24)
Capsaicin, a pungent ingredient of hot peppers, causes excitation of small sensory neurons, and thereby produces severe pain. A nonselective cation channel activated by capsaicin has been identified in sensory neurons and a cDNA encoding the channel has been cloned
Jennifer Leech et al.
American journal of respiratory and critical care medicine, 188(9), 1069-1075 (2013-10-08)
Antitussive therapies are accompanied by a substantial placebo effect, indicating that inhibitory circuits in the brain have a significant capacity to regulate cough neural processing. However, essentially nothing is known about the identity of these inhibitory circuits or how they
Zohar Bromberg et al.
PloS one, 8(2), e57149-e57149 (2013-03-08)
The heat shock response (HSR) is a highly conserved molecular response to various types of stresses, including heat shock, during which heat-shock proteins (Hsps) are produced to prevent and repair damages in labile proteins and membranes. In cells, protein unfolding
Emma C Y Hilton et al.
The Journal of allergy and clinical immunology, 132(4), 847-855 (2013-06-20)
Inhaled capsaicin elicits cough reproducibly in human subjects and is widely used in the study of cough and antitussive therapies. However, the traditional end points C2 and C5 (the concentrations of capsaicin inducing at least 2 or 5 coughs, respectively)

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