Discuss This Drug

methyl 5-aminolevulinate

CHEBI:CHEBI_724125

Definition

The methyl ester of 5-aminolevulinic acid. A prodrug, it is metabolised to protoporphyrin IX, a photosensitizer, and is used in the photodynamic treatment of non-melanoma skin cancer (including basal cell carcinoma). Topical application (often as the hydrochloride salt) results in an accumulation of protoporphyrin IX in the skin lesions to which the cream has been applied. Subsequent illumination with red light results in the generation of toxic singlet oxygen that destroys cell membranes and thereby kills the tumour cells.

Chemical Information

Molecular Formula
C6H11NO3
Molecular Mass
145.15640
Charge
0
SMILES
COC(=O)CCC(=O)CN
InChI
InChI=1S/C6H11NO3/c1-10-6(9)3-2-5(8)4-7/h2-4,7H2,1H3
InChIKey
YUUAYBAIHCDHHD-UHFFFAOYSA-N

Alternative Names

  • 5-aminolevulinic acid methyl ester
  • aminolevulinic acid methyl ester
  • methyl 5-amino-4-oxopentanoate
  • Methyl aminolevulinate
  • methyl delta-aminolevulinate

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
337068
oboInOwl#hasDbXref
Wikipedia:Methyl_Aminolevulinate
core#notation
CHEBI:724125

Additional References

Wikipedia:Methyl_Aminolevulinate

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
337068
oboInOwl#hasDbXref
Wikipedia:Methyl_Aminolevulinate
oboInOwl#id
CHEBI:724125
core#notation
CHEBI:724125
chebi#has_functional_parent
http://purl.obolibrary.org/obo/CHEBI_17549
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50266
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_113430
owl#annotatedSource
t280246
owl#someValuesFrom
t573548