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104-98-3

104-98-3 structure
104-98-3 structure
  • Name: Urocanic acid
  • Chemical Name: urocanic acid
  • CAS Number: 104-98-3
  • Molecular Formula: C6H6N2O2
  • Molecular Weight: 138.124
  • Catalog: Research Areas Others
  • Create Date: 2018-09-11 11:33:26
  • Modify Date: 2025-08-23 06:29:43
  • Urocanic acid, produced in the upper layers of mammalian skin, is a major absorber of ultraviolet radiation (UVR).
Name urocanic acid
Synonyms (2E)-3-(1H-Imidazol-4-yl)acrylic acid
urocanoic acid
(2E)-3-(1H-imidazol-4-yl)prop-2-enoic acid
(E)-3-(1H-imidazol-4-yl)acrylic acid
RARECHEM AL BK 0762
(Z/E)-3-(1H-imidazol-4-yl)-2-propenoic acid
3-(1H-imidazol-4-yl)prop-2-enoic acid
imidazoleacrylicacid
(E)-3-(1H-imidazol-4-yl)-2-propenoic acid
3-imidazol-4-ylacrylic
Urocanate
4-Imidazoleacrylic Acid
2-Propenoic acid, 3-(1H-imidazol-4-yl)-, (2E)-
UROCANINIC ACID
Trans-Urocanic acid
(E)-3-(1H-Imidazol-5-yl)-2-propenoic acid
3-(1H-Imidazol-4-yl)acrylic acid
Urocanic caid
Urocanic acid
3-imidazol-4-yl-acrylic acid
2-propenoic acid, 3-(1H-imidazol-5-yl)-, (2E)-
urosanic acid
4-imidazoleacrylate
MFCD00005203
(2E)-3-(1H-Imidazol-5-yl)acrylic acid
EINECS 203-258-4
Description Urocanic acid, produced in the upper layers of mammalian skin, is a major absorber of ultraviolet radiation (UVR).
Related Catalog
Target

Human Endogenous Metabolite

In Vitro Urocanic acid (UCA) is formed in the upper layers of the epidermis where filaggrin, a histidine-rich filamentous protein produced after caspase-14 cleavage of profilaggrin, is broken down by proteinases into component amino acids[1].
References

[1]. Gibbs NK, et al. Recent advances in urocanic acid photochemistry, photobiology and photoimmunology. Photochem Photobiol Sci. 2008 Jun;7(6):655-67.
Density 1.4±0.1 g/cm3
Boiling Point 456.9±20.0 °C at 760 mmHg
Melting Point 226-228 °C(lit.)
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 2-8°C
Water Solubility SLIGHTLY SOLUBLE

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NI3425200
CHEMICAL NAME :
Imidazole-4-acrylic acid
CAS REGISTRY NUMBER :
104-98-3
BEILSTEIN REFERENCE NO. :
0081405
LAST UPDATED :
199701
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C6-H6-N2-O2
MOLECULAR WEIGHT :
138.14
WISWESSER LINE NOTATION :
T5M CNJ D1U1VQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Human Cells - not otherwise specified
DOSE/DURATION :
1 mmol/L
REFERENCE :
JIDEAE Journal of Investigative Dermatology. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1938- Volume(issue)/page/year: 65,400,1975
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS NI3425200
HS Code 29332990
HS Code 29332990
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