L-lactic acid   Click here for help

GtoPdb Ligand ID: 2932

Synonyms: (S)-lactate | (S)-lactic acid | L-lactate | lactate
PDB Ligand
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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 1
Topological polar surface area 57.53
Molecular weight 90.03
XLogP -0.59
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)C(O)C
Isomeric SMILES OC(=O)[C@@H](O)C
InChI InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m0/s1
1. Ahmed K, Tunaru S, Tang C, Müller M, Gille A, Sassmann A, Hanson J, Offermanns S. (2010)
An autocrine lactate loop mediates insulin-dependent inhibition of lipolysis through GPR81.
Cell Metab, 11 (4): 311-9. [PMID:20374963]
2. Cai TQ, Ren N, Jin L, Cheng K, Kash S, Chen R, Wright SD, Taggart AK, Waters MG. (2008)
Role of GPR81 in lactate-mediated reduction of adipose lipolysis.
Biochem Biophys Res Commun, 377 (3): 987-91. [PMID:18952058]
3. Liu C, Wu J, Zhu J, Kuei C, Yu J, Shelton J, Sutton SW, Li X, Yun SJ, Mirzadegan T et al.. (2009)
Lactate inhibits lipolysis in fat cells through activation of an orphan G-protein-coupled receptor, GPR81.
J Biol Chem, 284 (5): 2811-22. [PMID:19047060]
4. 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]