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21750 Sigma

Capsaicin

from Capsicum sp., ≥50% (HPLC)

Synonym: 8-Methyl-N-vanillyl-trans-6-nonenamide

  • CAS Number 404-86-4

  • Linear Formula (CH3)2CHCH=CH(CH2)4CONHCH2C6H3-4-(OH)-3-(OCH3)

  • Molecular Weight 305.41

  •  Beilstein Registry Number 2816484

  •  EC Number 206-969-8

  •  MDL number MFCD00017259

  •  PubChem Substance ID 57647941

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Properties

Related Categories Amides, Building Blocks, C8 to C20+, Carbonyl Compounds, Chemical Synthesis,
biological source   from Capsicum sp.
InChI Key   YKPUWZUDDOIDPM-SOFGYWHQSA-N
assay   ≥50% (HPLC)
impurities   ~35% dihydrocapsaicin
mp   62-65 °C(lit.)
  62-65 °C
solubility   H2O: insoluble
storage temp.   2-8°C
Gene Information   human ... CYP1A2(1544), TRPV1(7442)
rat ... Trpv1(83810), Trpv4(66026)

Description

Packaging

1, 5 g in glass bottle

100 mg in glass bottle

Biochem/physiol Actions

Prototype vanilloid receptor agonist. Neurotoxin; activates sensory neurons that give rise to unmyelinated C-fibers, many of which contain substance P. Topical application desensitizes the sensory nerve endings giving a paradoxical antinociceptive effect; systemic administration can be neurotoxic to capsaicin-sensitive cells, especially in newborn animals. Active component of chili peppers.

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Laboratory Gloves
Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN 1544PSN1 6.1 / PGIII
WGK Germany 
3
RTECS 
RA8530000
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C

Documents

Certificate of Analysis

Protocols & Articles
Peer-Reviewed Papers
15

References

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