CHEBI:132969 - 5-aminolevulinic acid hydrochloride

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ChEBI Name 5-aminolevulinic acid hydrochloride
ChEBI ID CHEBI:132969
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C5H10ClNO3
Net Charge 0
Average Mass 167.591
Monoisotopic Mass 167.035
InChI InChI=1S/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H
InChIKey ZLHFONARZHCSET-UHFFFAOYSA-N
SMILES C(C(=O)CN)CC(=O)O.Cl
Roles Classification
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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.
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.
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ChEBI Ontology
Outgoing 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
4-carboxy-2-oxobutan-1-aminium chloride
5-amino-4-oxopentanoic acid hydrochloride
Synonyms Sources
5-aminolevulinic acid.HCl ChEBI
Aminolevulinic acid hydrochloride ChemIDplus
δ-aminolevulinic acid hydrochloride ChEBI
delta-Aminolevulinic acid hydrochloride ChemIDplus
Brand Names Sources
AMELUZ ChEBI
Levulan ChemIDplus
Levulan Kerastick ChemIDplus
Manual Xrefs Databases
Aminolevulinic_acid Wikipedia
D02908 KEGG DRUG
DB00855 DrugBank
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Registry Numbers Types Sources
3690651 Reaxys Registry Number Reaxys
5451-09-2 CAS Registry Number KEGG DRUG
5451-09-2 CAS Registry Number ChemIDplus
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Last Modified
10 August 2016