Basic information Safety Supplier Related

(2E)-3-(1H-Imidazole-4-yl)propenoic acid

Basic information Safety Supplier Related

(2E)-3-(1H-Imidazole-4-yl)propenoic acid Basic information

Product Name:
(2E)-3-(1H-Imidazole-4-yl)propenoic acid
Synonyms:
  • (2E)-3-(1H-Imidazole-4-yl)acrylic acid
  • (2E)-3-(1H-Imidazole-4-yl)propenoic acid
  • (E)-3-(1H-Imidazol-4-yl)propenoic acid
  • (E)-Urocanic acid
  • (αE)-1H-Imidazole-4-acrylic acid
  • trans-Urocanic acid
  • (2E)-3-(1H-Imidazol-4-yl)acrylic acid
  • (2E)-3-(1H-Imidazol-4-yl)prop-2-enoic acid
CAS:
3465-72-3
MF:
C6H6N2O2
MW:
138.12
EINECS:
203-258-4
Mol File:
3465-72-3.mol
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(2E)-3-(1H-Imidazole-4-yl)propenoic acid Chemical Properties

Melting point:
225 °C
Boiling point:
456.9±20.0 °C(Predicted)
Density 
1.430±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMF: 3 mg/ml; DMSO: 15 mg/ml; PBS (pH 7.2): 0.3 mg/ml
form 
powder to crystal
pka
3.55±0.10(Predicted)
color 
White to Almost white
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Safety Information

HS Code 
2933.29.9000
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(2E)-3-(1H-Imidazole-4-yl)propenoic acid Usage And Synthesis

Uses

trans-urocanic acid (trans-UCA), a natural epidermal constituent, inhibits human natural killer cell (NK) activity in vitro. trans-urocanic acid is active in regulating an immune function[1].

Definition

ChEBI: The trans-isomer of urocanic acid.

IC 50

Human Endogenous Metabolite

References

[1] J Uksila, et al. Trans-urocanic acid, a natural epidermal constituent, inhibits human natural killer cell activity in vitro. Exp Dermatol. 1994 Apr;3(2):61-5. DOI:10.1111/j.1600-0625.1994.tb00048.x
[2] Kazuyo Kaneko, et al. cis-Urocanic acid enhances prostaglandin E2 release and apoptotic cell death via reactive oxygen species in human keratinocytes. J Invest Dermatol. 2011 Jun;131(6):1262-71. DOI:10.1038/jid.2011.37

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