β-alanine   Click here for help

GtoPdb Ligand ID: 2365

PDB Ligand
Compound class: Metabolite
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 63.32
Molecular weight 89.05
XLogP -1.03
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES NCCC(=O)O
Isomeric SMILES NCCC(=O)O
InChI InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6)
InChI Key UCMIRNVEIXFBKS-UHFFFAOYSA-N
References
1. Anderson CM, Ganapathy V, Thwaites DT. (2008)
Human solute carrier SLC6A14 is the beta-alanine carrier.
J Physiol (Lond.), 586 (Pt 17): 4061-7. [PMID:18599538]
2. Anderson CM, Howard A, Walters JR, Ganapathy V, Thwaites DT. (2009)
Taurine uptake across the human intestinal brush-border membrane is via two transporters: H+-coupled PAT1 (SLC36A1) and Na+- and Cl(-)-dependent TauT (SLC6A6).
J Physiol (Lond.), 587 (Pt 4): 731-44. [PMID:19074966]
3. Cavanaugh DJ, Lee H, Lo L, Shields SD, Zylka MJ, Basbaum AI, Anderson DJ. (2009)
Distinct subsets of unmyelinated primary sensory fibers mediate behavioral responses to noxious thermal and mechanical stimuli.
Proc Natl Acad Sci USA, 106 (22): 9075-80. [PMID:19451647]
4. Davenport AP, Alexander SP, Sharman JL, Pawson AJ, Benson HE, Monaghan AE, Liew WC, Mpamhanga CP, Bonner TI, Neubig RR et al.. (2013)
International Union of Basic and Clinical Pharmacology. LXXXVIII. G protein-coupled receptor list: recommendations for new pairings with cognate ligands.
Pharmacol Rev, 65 (3): 967-86. [PMID:23686350]
5. Lautner RQ, Villela DC, Fraga-Silva RA, Silva N, Verano-Braga T, Costa-Fraga F, Jankowski J, Jankowski V, Sousa F, Alzamora A et al.. (2013)
Discovery and characterization of alamandine: a novel component of the Renin-Angiotensin system.
Circ Res, 112 (8): 1104-11. [PMID:23446738]
6. Lynch JW, Rajendra S, Pierce KD, Handford CA, Barry PH, Schofield PR. (1997)
Identification of intracellular and extracellular domains mediating signal transduction in the inhibitory glycine receptor chloride channel.
EMBO J, 16 (1): 110-20. [PMID:9009272]
7. Shinohara T, Harada M, Ogi K, Maruyama M, Fujii R, Tanaka H, Fukusumi S, Komatsu H, Hosoya M, Noguchi Y et al.. (2004)
Identification of a G protein-coupled receptor specifically responsive to beta-alanine.
J Biol Chem, 279 (22): 23559-64. [PMID:15037633]
8. Solinski HJ, Gudermann T, Breit A. (2014)
Pharmacology and signaling of MAS-related G protein-coupled receptors.
Pharmacol Rev, 66 (3): 570-97. [PMID:24867890]
9. Southern C, Cook JM, Neetoo-Isseljee Z, Taylor DL, Kettleborough CA, Merritt A, Bassoni DL, Raab WJ, Quinn E, Wehrman TS et al.. (2013)
Screening β-Arrestin Recruitment for the Identification of Natural Ligands for Orphan G-Protein-Coupled Receptors.
J Biomol Screen, 18 (5): 599-609. [PMID:23396314]
10. 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]