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3465-72-3

3465-72-3 structure
3465-72-3 structure
  • Name: trans-Urocanic acid
  • Chemical Name: (2E)-3-(1H-Imidazol-4-yl)acrylic acid
  • CAS Number: 3465-72-3
  • Molecular Formula: C6H6N2O2
  • Molecular Weight: 138.124
  • Catalog: Research Areas Inflammation/Immunology
  • Create Date: 2018-04-07 08:00:00
  • Modify Date: 2024-01-06 12:16:57
  • 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].
Name (2E)-3-(1H-Imidazol-4-yl)acrylic acid
Synonyms 2-Propenoic acid, 3-(1H-imidazol-4-yl)-, (2E)-
Trans-Urocanic acid
(E)-3-(1H-Imidazol-5-yl)-2-propenoic acid
(E)-urocanic acid
E-3-(imidazol-4-yl)propenoic acid
(2E)-3-(1H-Imidazol-4-yl)acrylic acid
(Z)-4-pyridalacetophenone
trans-4-imidazoleacrylic acid
(2E)-3-(1H-imidazol-4-yl)prop-2-enoic acid
(E)-3-(1H-imidazol-4-yl)acrylic acid
1-phenyl-3-(4-pyridinyl)-2-propen-1-one
Urocanic acid
2-propenoic acid, 3-(1H-imidazol-5-yl)-, (2E)-
3-(1H-imidazol-4-yl)prop-2-enoic acid
(E)-3-(1H-imidazol-4-yl)-2-propenoic acid
Urocanate
(E)-3-(imidazol-4-yl)acrylic acid
E-3-(4-Pyridyl)-1-phenylprop-2-en-1-on
4-Imidazoleacrylic Acid
(2E)-3-(1H-Imidazol-5-yl)acrylic acid
Description 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].
Related Catalog
Target

Human Endogenous Metabolite
In Vitro trans-urocanic acid (trans-UCA) partially inhibits cytotoxic function of IL-2-activated NK cells and reduces IL-2-induced activation of NK cells[1]. trans-urocanic acid (trans-UCA;100 μg/mL) slightly decreases cell proliferation and viability of primary human keratinocytes[2]. Cell Proliferation Assay[2] Cell Line: Primary human keratinocytes Concentration: 100 μg/mL Incubation Time: 24 hours Result: Decreased cell proliferation and viability.
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.

[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.
Density 1.4±0.1 g/cm3
Boiling Point 456.9±20.0 °C at 760 mmHg
Molecular Formula C6H6N2O2
Molecular Weight 138.124
Flash Point 230.1±21.8 °C
Exact Mass 138.042923
PSA 65.98000
LogP 0.01
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.674
Storage condition 2-8C
HS Code 2933290090
178764-94-8 structure

178764-94-8

~%

3465-72-3 structure

3465-72-3
Literature: Masuda Yakugaku Zasshi, 1956 , vol. 76, p. 325,327, 328 Chem.Abstr., 1956 , p. 13880
71-00-1 structure

71-00-1

~%

3465-72-3 structure

3465-72-3
Literature: Langer, Martin; Pauling, Andrea; Retey, Janos Angewandte Chemie, 1995 , vol. 107, # 13/14 p. 1585 - 1587
6630-42-8 structure

6630-42-8

~%

3465-72-3 structure

3465-72-3
Literature: Edlbacher; v.Bidder Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1942 , vol. 276, p. 126,128 Full Text Show Details Masuda Yakugaku Zasshi, 1956 , vol. 76, p. 325,327, 328 Chem.Abstr., 1956 , p. 13880
507-29-9 structure

507-29-9

~%

3465-72-3 structure

3465-72-3
Literature: Valeev; Salikhov; Krasnoslobodtseva; Sharipov; Spirikhin; Tolstikov Chemistry of Natural Compounds, 2007 , vol. 43, # 2 p. 143 - 148
3034-50-2 structure

3034-50-2
141-82-2 structure

141-82-2

~%

3465-72-3 structure

3465-72-3
Literature: Horii et al. Yakugaku Zasshi, 1954 , vol. 74, p. 408 Chem.Abstr., 1955 , p. 5451
7699-35-6 structure

7699-35-6

~%

3465-72-3 structure

3465-72-3
Literature: Kpissay, Armah; Kuhl, C. Nicole; Mohammad, Taj; Haber, Ken; Morrison, Harry Tetrahedron Letters, 1997 , vol. 38, # 49 p. 8435 - 8438
HS Code 2933290090
Summary 2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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