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CHEBI:132969 - 5-aminolevulinic acid hydrochloride

ChEBI IDCHEBI:132969
ChEBI Name5-aminolevulinic acid hydrochloride
Stars
DefinitionA hydrochloride that is the monohydrochloride of 5-aminolevulinic acid. It is metabolised to protoporphyrin IX, a photoactive compound which accumulates in the skin. Used in combination with blue light illumination for the treatment of minimally to moderately thick actinic keratosis of the face or scalp.
Last Modified10 August 2016
SubmitterSteve
DownloadsMolfile
FormulaC5H9NO3.HCl
Net Charge0
Average Mass167.592
Monoisotopic Mass167.03492
SMILESCl.NCC(=O)CCC(=O)O
InChIInChI=1S/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H
InChIKeyZLHFONARZHCSET-UHFFFAOYSA-N
Wikipedia
Roles Classification
Applications:
photosensitizing agent  A chemical compound that can be excited by light of a specific wavelength and subsequently transfer energy to a chosen reactant. This is commonly molecular oxygen within a cancer tissue, which is converted to (highly rective) singlet state oxygen. This rapidly reacts with any nearby biomolecules, ultimately killing the cancer cells.
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
ChEBI Ontology
Outgoing Relation(s)
5-aminolevulinic acid hydrochloride (CHEBI:132969) has part 5-ammoniolevulinic acid (CHEBI:132970)
5-aminolevulinic acid hydrochloride (CHEBI:132969) has role antineoplastic agent (CHEBI:35610)
5-aminolevulinic acid hydrochloride (CHEBI:132969) has role dermatologic drug (CHEBI:50177)
5-aminolevulinic acid hydrochloride (CHEBI:132969) has role photosensitizing agent (CHEBI:47868)
5-aminolevulinic acid hydrochloride (CHEBI:132969) has role prodrug (CHEBI:50266)
5-aminolevulinic acid hydrochloride (CHEBI:132969) is a hydrochloride (CHEBI:36807)
IUPAC Names 
5-amino-4-oxopentanoic acid hydrochloride
4-carboxy-2-oxobutan-1-aminium chloride
Synonyms  Source
5-aminolevulinic acid.HClChEBI
Aminolevulinic acid hydrochlorideChemIDplus
delta-Aminolevulinic acid hydrochlorideChemIDplus
δ-aminolevulinic acid hydrochlorideChEBI
Brand Names  Source
AMELUZChEBI
LevulanChemIDplus
Levulan KerastickChemIDplus
Manual XrefsDatabases
D02908KEGG DRUG
DB00855DrugBank
Aminolevulinic_acidWikipedia
Registry NumbersSources
Reaxys:3690651Reaxys
CAS:5451-09-2KEGG DRUG
CAS:5451-09-2ChemIDplus
Citations