Urocanic acid is an alpha,beta-unsaturated monocarboxylic acid that is prop-2-enoic acid substituted by a 1H-imidazol-4-yl group at position 3.
Definition
Urocanic acid is an alpha,beta-unsaturated monocarboxylic acid that is prop-2-enoic acid substituted by a 1H-imidazol-4-yl group at position 3. It is a metabolite of hidtidine. It has a role as a chromophore and a human metabolite. It is a member of imidazoles and an alpha,beta-unsaturated monocarboxylic acid. It is a conjugate acid of a urocanate.
Source: PubChem
US FDA substance register · UNII G8D26XJJ3B · registered name UROCANIC ACID · single chemical substance
Cosmetic roles
Safety & regulatory references
- Banned
- Argentina · ASEAN · Brazil · Canada · China · European Union · South Korea · Taiwan
Source: ASEAN Cosmetic Directive · Health Canada Cosmetic Ingredient Hotlist · MFDS (Korea) cosmetic regulatory information
Not classified under Korea’s toxic-substance GHS list · existing chemical substance
Health Canada Cosmetic Ingredient Hotlist · prohibited in cosmetics
Restriction II/418
Source: EU CosIng ingredient list
Reviewed by CIR: Final Report on the Safety Assessment of Urocanic Acid
CIR reviewed this ingredient and flagged its status as: Insufficient data ingredients with no uses reported to FDA's Voluntary Cosmetic Registration Program (VCRP) (insufficient data or use not supported — CIR's own classification, not a full safety-as-used conclusion).
More data — names, identifiers, properties, test records, literature
Names & identifiers
- CAS No.chemical registry number
- 104-98-3
- EC No.EU chemical inventory number
- 203-258-4
- DTXSIDUS EPA chemical ID
- DTXSID50859181
- DTXCIDUS EPA compound ID
- DTXCID10809662
- IUPAC
- 3-(1H-Imidazol-5-yl)prop-2-enoic acid
- Molecular formula
- C6H6N2O2
- Molecular weight
- 138.126 g/mol
Measured properties
- Appearance
- Solid · solid
- Melting point
- 225 °C
- Solubility
- 1500 mg/L (at 17 °C) · 1.5 mg/mL at 17 °C
- Melting/freezing point
- 217~222 ℃
- Molecular weight
- 138.13
Values measured on the substance itself. The KOSHA data are a reference for writing and reviewing safety data sheets, not a specification for a commercial raw material.
Source: PubChem · KOSHA safety data sheets (Korea)
Related literature
- Cis-Urocanic Acid · 2020
- Urocanic acid suppresses induction of immunity in human skin · 2010
- Interaction and reactivity of urocanic acid towards peroxyl radicals · 2005
- A Femtosecond Absorption Study of Skin’s Ultraviolet Chromophore: Urocanic Acid · 1996
- Final Report on the Safety Assessment of Urocanic Acid · 1995
Linked databases 18
- ASEAN Cosmetic Directive
- Australian Industrial Chemicals Inventory (AICIS)
- ChEBI 2
- ChEMBL
- EU CosIng ingredient list 2
- Health Canada Cosmetic Ingredient Hotlist
- Korea toxic substances GHS register (NIER)
- KOSHA safety data sheets (Korea)
- MFDS (Korea) cosmetic regulatory information 2 3
- PubChem 2
- Tlooto literature search 2 3 4 5
- UniChem cross-reference IDs
- US Cosmetic Ingredient Review (CIR) 2 3
- US EPA CompTox dashboard
- US EPA DSSTox chemical database
- US FDA Unique Ingredient Identifier (UNII)
- Wikidata
- Wikipedia · Korean · English · Japanese · Chinese