General Information
Drug ID
DR00057
Drug Name
Aminolevulinic acid
Synonyms
5-ALA; 5-Amino-4-oxopentanoate; 5-Amino-4-oxopentanoic acid; 5-Amino-4-oxovaleric acid; 5-Aminolevulinate; 5-Aminolevulinic acid; 5-amino-levulinate; Aladerm; Aminolevulinate; Aminolevulinic; Delta-ALA; Delta-aminolevulinic acid; Kerastick; Levulinic acid, 5-amino-(8CI); Pentanoic acid, 5-amino-4-oxo-(9CI)
Drug Type
Small molecular drug
Indication Photodynamic therapy [ICD11:EK90.0] Approved [1]
Therapeutic Class
Photosensitizing Agents
Structure
3D MOL 2D MOL
Formula
C5H9NO3
Canonical SMILES
C(CC(=O)O)C(=O)CN
InChI
InChI=1S/C5H9NO3/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9)
InChIKey
ZGXJTSGNIOSYLO-UHFFFAOYSA-N
CAS Number
CAS 106-60-5
Pharmaceutical Properties Molecular Weight 131.13 Topological Polar Surface Area 80.4
Heavy Atom Count 9 Rotatable Bond Count 4
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
XLogP
-3.8
PubChem CID
137
PubChem SID
103182993 ,104098261 ,104170099 ,104293958 ,108134724 ,11342129 ,11362312 ,11364476 ,11367038 ,11369600 ,11372726 ,11374315 ,11377762 ,11485579 ,11487714 ,11489478 ,11491469 ,11492433 ,11495396 ,118693344 ,121362447 ,124799829 ,125662954 ,126523837 ,126579879 ,126630164 ,15170674 ,24438516 ,3719 ,46506856 ,47589325 ,47662632 ,50002793 ,50122683 ,51031867 ,51091887 ,53789366 ,5427092 ,56320695 ,56322917 ,57319985 ,8144107 ,8150474 ,841472 ,85083671 ,85291378 ,92298402 ,92712186 ,93166418 ,99451455
ChEBI ID
ChEBI:17549
TTD Drug ID
D0Y7ZD
DT(s) Transporting This Drug PAT1 Transporter Info Proton-coupled amino acid transporter 1 Substrate [2]
PEPT1 Transporter Info Peptide transporter 1 Substrate [3]
PEPT2 Transporter Info Peptide transporter 2 Substrate [4]
Drug-Transporter Activity Data
Drug-Transporter Activity Data PAT1 Transporter Info Km =6800 microM Monkey kidney fibroblast-like cell (COS)7-hPAT1 [2]
PEPT1 Transporter Info Km =394 microM Oocytes-PEPT1 [5]
PEPT1 Transporter Info Km =1600 microM Oocytes-PEPT1 [3]
PEPT2 Transporter Info Km =227 microM Oocytes-PEPT2 [5]
References
1 Aminolevulinic acid was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Delta-aminolevulinic acid is a substrate for the amino acid transporter SLC36A1 (hPAT1). Br J Pharmacol. 2010 Mar;159(6):1339-53.
3 Transport of the photodynamic therapy agent 5-aminolevulinic acid by distinct H+-coupled nutrient carriers coexpressed in the small intestine. J Pharmacol Exp Ther. 2010 Jan;332(1):220-8.
4 PEPT2-mediated transport of 5-aminolevulinic acid and carnosine in astrocytes. Brain Res. 2006 Nov 29;1122(1):18-23.
5 Delta-aminolevulinic acid transport by intestinal and renal peptide transporters and its physiological and clinical implications. J Clin Invest. 1998 Jun 15;101(12):2761-7.

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