Molecular Identity
5-Aminolevulinic Acid
5-amino-4-oxopentanoic acid
PubChem CID: 137
5-aminolevulinic acid is the simplest delta-amino acid in which the hydrogens at the gamma position are replaced by an oxo group. It is metabolised to protoporphyrin IX, a photoactive compound which accumulates in the skin. Used (in the form of the hydrochloride salt)in combination with blue light illumination for the treatment of minimally to moderately thick actinic keratosis of the face or scalp. It has a role as an antineoplastic agent, a photosensitizing agent, a dermatologic drug, a prodrug, a mouse metabolite, a Saccharomyces cerevisiae metabolite, a plant metabolite, an Escherichia coli metabolite and a human metabolite. It is a delta-amino acid and a 4-oxo monocarboxylic acid. It is functionally related to a 4-oxopentanoic acid. It is a conjugate base of a 5-ammoniolevulinic acid. It is a conjugate acid of a 5-aminolevulinate. It is a tautomer of a 5-ammoniolevulinate.
2D Structure
Properties
C5H9NO3
Molecular Formula
131.13
Molecular Weight
g/mol
131.0582
Exact Mass
Da
-3.8
XLogP
Drug-like (Lipinski: < 5)
80.4
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
4
H-Bond Acceptors
121
Complexity
SMILES
Canonical SMILES
SMILES: C(CC(=O)O)C(=O)CNIsomeric SMILES
SMILES: C(CC(=O)O)C(=O)CNSynonyms(20)
5-Aminolevulinic acidAminolevulinic acid106-60-55-Amino-4-oxopentanoic acid5-Aminolevulinatedelta-aminolevulinic acid5-ALA5-amino-4-oxo-pentanoic aciddelta-ALA5-amino-levulinate5-amino-levulinic acid5-Amino-4-oxopentanoateAmino-levulinic aciddelta-aminolevulinate4-oxo-5-amino-pentanoic acid
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to 5-Aminolevulinic Acid
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