M2028 Sigma-Aldrich


≥95%, from Capsicum sp.

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/REAXYS Number 2816484

  •  EC Number 206-969-8

  •  MDL number MFCD00017259

  •  PubChem Substance ID 24896598

  •  NACRES NA.77



Related Categories Alkaloid, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, C-CH, Cell Biology,
biological source   Capsicum sp.
assay   ≥95%
mp   62-65 °C (lit.)
solubility   H2O: insoluble
  ethanol: soluble
storage temp.   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+
Gene Information   human ... CYP1A2(1544), TRPV1(7442)
rat ... Trpv1(83810), Trpv4(66026)



Capsaicin has been used:
• to study its effects on chromatin remodeling and gene expression related to synaptic plasticity
• to study TRPV1 channel signaling in H2C1 cells (which are human embryonic kidney 293 cells expressing TRPV1 channels)


1 g in glass bottle

250 mg in glass bottle

50 mg in poly 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.

Safety & Documentation

Safety Information

Signal word 
Hazard statements 
UN 1544PSN1 6.1 / PGIII
WGK Germany 
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C

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