Drug Information
General Information | ||||||
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Drug ID |
DR00057
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Drug Name |
Aminolevulinic acid
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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)
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Drug Type |
Small molecular drug
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Indication | Photodynamic therapy [ICD11:EK90.0] | Approved | [1] | |||
Therapeutic Class |
Photosensitizing Agents
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Structure |
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3D MOL | 2D MOL | |||||
Formula |
C5H9NO3
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Canonical SMILES |
C(CC(=O)O)C(=O)CN
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InChI |
InChI=1S/C5H9NO3/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9)
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InChIKey |
ZGXJTSGNIOSYLO-UHFFFAOYSA-N
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CAS Number |
CAS 106-60-5
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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
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PubChem CID | ||||||
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
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ChEBI ID |
ChEBI:17549
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TTD Drug ID | ||||||
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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