5-aminolevulinic acid

Ligand id: 4784

Name: 5-aminolevulinic acid

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 80.39
Molecular weight 131.06
XLogP -1.55
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

References
1. Anderson CM, Jevons M, Thangaraju M, Edwards N, Conlon NJ, Woods S, Ganapathy V, Thwaites DT. (2010)
Transport of the photodynamic therapy agent 5-aminolevulinic acid by distinct H+-coupled nutrient carriers coexpressed in the small intestine.
J. Pharmacol. Exp. Ther.332 (1): 220-8. [PMID:19789362]
2. Bhardwaj RK, Herrera-Ruiz D, Sinko PJ, Gudmundsson OS, Knipp G. (2005)
Delineation of human peptide transporter 1 (hPepT1)-mediated uptake and transport of substrates with varying transporter affinities utilizing stably transfected hPepT1/Madin-Darby canine kidney clones and Caco-2 cells.
J. Pharmacol. Exp. Ther.314 (3): 1093-100. [PMID:15901802]
3. Döring F, Walter J, Will J, Föcking M, Boll M, Amasheh S, Clauss W, Daniel H. (1998)
Delta-aminolevulinic acid transport by intestinal and renal peptide transporters and its physiological and clinical implications.
J. Clin. Invest.101 (12): 2761-7. [PMID:9637710]
4. Irie M, Terada T, Sawada K, Saito H, Inui K. (2001)
Recognition and transport characteristics of nonpeptidic compounds by basolateral peptide transporter in Caco-2 cells.
J. Pharmacol. Exp. Ther.298 (2): 711-7. [PMID:11454935]
5. Neumann J, Brandsch M. (2003)
Delta-aminolevulinic acid transport in cancer cells of the human extrahepatic biliary duct.
J. Pharmacol. Exp. Ther.305 (1): 219-24. [PMID:12649372]
6. Sala-Rabanal M, Loo DD, Hirayama BA, Turk E, Wright EM. (2006)
Molecular interactions between dipeptides, drugs and the human intestinal H+ -oligopeptide cotransporter hPEPT1.
J. Physiol. (Lond.)574 (Pt 1): 149-66. [PMID:16627568]
7. Thwaites DT, Anderson CM. (2011)
The SLC36 family of proton-coupled amino acid transporters and their potential role in drug transport.
Br. J. Pharmacol.164 (7): 1802-16. [PMID:21501141]
8. Xiang J, Hu Y, Smith DE, Keep RF. (2006)
PEPT2-mediated transport of 5-aminolevulinic acid and carnosine in astrocytes.
Brain Res.1122 (1): 18-23. [PMID:17034769]