Common Name(r)-lactate
DescriptionLactic acid is an organic acid. It is a chiral molecule, consisting of two optical isomers, L-lactic acid and D-lactic acid, with the L-isomer being the most common in living organisms. Lactic acid plays a role in several biochemical processes and is produced in the muscles during intense activity. D-Lactic acid is the end product of the enzyme glyoxalase II (or hydroxyacyl-glutathione hydrolase) (EC 3.1.2.6), which converts the intermediate substrate S-lactoyl-glutathione to reduced glutathione and D-lactate (OMIM: 138790 ). Lactic acid is a microbial metabolite found in Aerococcus, Bacillus, Carnobacterium, Corynebacterium, Enterococcus, Escherichia, Lactobacillus, Lactococcus, Leuconostoc, Oenococcus, Pediococcus, Rhizopus, Saccharomyces, Streptococcus, Tetragenococcus, Vagococcus and Weissella (PMID:26287368 ; PMID:26360870 ).
Structure
Molecular FormulaC3H6O3
Average Mass90.07790
Monoisotopic Mass90.03169
IUPAC Name(2R)-2-hydroxypropanoic acid
Traditional NameD-lactic acid
CAS Registry Number10326-41-7
SMILESC[C@@H](O)C(=O)[O-]
InChI IdentifierInChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m1/s1
InChI KeyJVTAAEKCZFNVCJ-UWTATZPHSA-N
CHEBI IDCHEBI:16004
HMDB IDHMDB0001311
Pathways
NameSMPDB/PathBank
Pyruvate metabolism
Leigh Syndrome
Pyruvate Dehydrogenase Complex Deficiency
Pyruvate Decarboxylase E1 Component Deficiency (PDHE1 Deficiency)
Pyruvaldehyde Degradation
Primary hyperoxaluria II, PH2
Pyruvate kinase deficiency
StateSolid
Water Solubility5.62e+02 g/l
logP-0.79
logS0.79
pKa (Strongest Acidic)3.78
pKa (Strongest Basic)-3.67
Hydrogen Acceptor Count3
Hydrogen Donor Count2
Polar Surface Area57.53 Ų
Rotatable Bond Count1
Physiological Charge-1
Formal Charge0
Refractivity18.84 m³·mol⁻¹
Polarizability8.04

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