CAS 3465-72-3|trans-Urocanic acid

Introduction:Basic information about CAS 3465-72-3|trans-Urocanic acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Nametrans-Urocanic acid
CAS Number3465-72-3Molecular Weight138.124
Density1.4±0.1 g/cm3Boiling Point456.9±20.0 °C at 760 mmHg
Molecular FormulaC6H6N2O2Melting Point/
MSDS/Flash Point230.1±21.8 °C

Names

Name(2E)-3-(1H-Imidazol-4-yl)acrylic acid
SynonymMore Synonyms

trans-Urocanic acid BiologicalActivity

Descriptiontrans-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 CatalogResearch Areas >>Inflammation/Immunology
Target

Human Endogenous Metabolite

In Vitrotrans-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.

Chemical & Physical Properties

Density1.4±0.1 g/cm3
Boiling Point456.9±20.0 °C at 760 mmHg
Molecular FormulaC6H6N2O2
Molecular Weight138.124
Flash Point230.1±21.8 °C
Exact Mass138.042923
PSA65.98000
LogP0.01
Vapour Pressure0.0±1.2 mmHg at 25°C
Index of Refraction1.674
InChIKeyLOIYMIARKYCTBW-OWOJBTEDSA-N
SMILESO=C(O)C=Cc1cnc[nH]1
Storage condition2-8C

Safety Information

HS Code2933290090

Customs

HS Code2933290090
Summary2933290090. 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%

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
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