CAS 104-98-3

Urocanic acid

Description:

Urocanic acid is an organic compound with the chemical formula C6H6N2O2, classified as an imidazole derivative. It is a colorless to pale yellow crystalline solid that is soluble in water and alcohol. Urocanic acid is primarily found in the skin, where it plays a role in the photoprotection of cells against ultraviolet (UV) radiation. It is formed from the breakdown of histidine, an amino acid, and is involved in various biological processes, including the regulation of immune responses. The compound exhibits a unique property of undergoing tautomerization, existing in both the keto and enol forms, which can influence its reactivity and biological activity. Urocanic acid has been studied for its potential therapeutic applications, particularly in dermatology, due to its ability to absorb UV light and its role in skin health. Additionally, it has been investigated for its effects on immune modulation, making it a subject of interest in research related to skin disorders and cancer.

Formula: C₆H₆N₂O₂

InChI: InChI=1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)

InChI key: InChIKey=LOIYMIARKYCTBW-UHFFFAOYSA-N

SMILES: C(=CC(O)=O)C1=CN=CN1

Synonyms:

• (2E)-3-(1H-imidazol-5-yl)prop-2-enoate
• (2E)-3-(1H-imidazol-5-yl)prop-2-enoic acid
• (2Z)-3-(1H-imidazol-5-yl)prop-2-enoic acid
• 2-Propenoic acid, 3-(1H-imidazol-4-yl)-
• 2-Propenoic acid, 3-(1H-imidazol-5-yl)-
• 3-(1H-Imidazol-4-yl)-2-propenoic acid
• 3-(1H-Imidazol-4-yl)acrylic acid
• 3-(1H-Imidazol-5-yl)-2-propenoic acid
• 3-(1H-imidazol-5-yl)prop-2-enoic acid
• 3-(4-Imidazolyl)acrylic acid
• 4-Imidazoleacrylic acid
• 4-Imidazolylacrylic acid
• 5-Imidazoleacrylic acid
• Imidazole-4-acrylic acid
• NSC 66357
• Urocanic acid

trans-Urocanic Acid

CAS: 104-98-3, 3465-72-3

Formula: C₆H₆N₂O₂

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 138.13

Ref: 3B-I0002

Urocanic acid

CAS: 104-98-3

Formula: C₆H₆N₂O₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 138.1240

Ref: IN-DA003HZB

3-(1H-imidazol-4-yl)acrylic acid

CAS: 104-98-3

3-(1H-imidazol-4-yl)acrylic acid

Purity: 97%

Molecular weight: 138.12404g/mol

Ref: 54-OR24942

Urocanic acid

CAS: 104-98-3

Urocanic acid

Purity: ≥98%

Molecular weight: 138.12g/mol

Ref: 54-BUP19050

Urocanic acid

CAS: 104-98-3

Urocanic acid

Purity: ≥98%

Molecular weight: 138.12g/mol

Ref: 54-BUP19975

Urocanic acid

CAS: 104-98-3

Formula: C₆H₆N₂O₂

Color and Shape: Neat

Molecular weight: 138.12

Ref: 04-C17897490

Urocanic Acid

CAS: 104-98-3

Applications Urocanic acid (cas# 104-98-3) is a useful research chemical.

Formula: C₆H₆N₂O₂

Color and Shape: White Powder

Molecular weight: 138.12

Ref: TR-U847063

3-(1H-Imidazol-4-yl)acrylic acid

CAS: 104-98-3

Purity: 95.0%

Color and Shape: Solid

Molecular weight: 138.12600708007812

Ref: 10-F217914

Urocanic acid

CAS: 104-98-3

Urocanic acid (4-Imidazoleacrylic acid), synthesized in the epidermis, functions as a primary absorber of ultraviolet (UV) radiation in mammalian skin.

Formula: C₆H₆N₂O₂

Purity: 99.49% - 99.84%

Color and Shape: Solid

Molecular weight: 138.12

Ref: TM-T4759

Urocanic Acid-13C2d

Controlled Product

CAS: 104-98-3

Formula: C₄C₂H₅DN₂O₂

Color and Shape: Neat

Molecular weight: 141.12

Ref: TR-U847064

Urocanic acid

CAS: 104-98-3

Urocanic acid is a naturally occurring skin protectant, which is derived from the amino acid histidine. It is predominantly found in the stratum corneum of the skin, where it plays a crucial role in photoprotection. The mode of action of urocanic acid involves the absorption of ultraviolet (UV) radiation, effectively mitigating the potential damage from UV exposure by dissipating the energy as harmless heat. This UV-filtering capability helps to preserve the structural and functional integrity of skin cells.

Formula: C₆H₆N₂O₂

Purity: Min. 95%

Color and Shape: Beige Powder

Molecular weight: 138.12 g/mol

Ref: 3D-FU29984