(S)-lactic acid (CHEBI:422)

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ChEBI Name	(S)-lactic acid

ChEBI ID	CHEBI:422

ChEBI ASCII Name	(S)-lactic acid

Definition	An optically active form of lactic acid having (S)-configuration.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information	ZINC000004096036

Download	Molfile XML SDF

Wikipedia	License
D-Galactose-1-phosphate is an intermediate in the intraconversion of glucose and uridine diphosphate galactose. It is formed from galactose by galactokinase.The improper metabolism of galactose-1-phosphate is a characteristic of galactosemia. The Leloir pathway is responsible for such metabolism of galactose and its intermediate, galactose-1-phosphate. Deficiency of enzymes found in this pathway can result in galactosemia; therefore, diagnosis of this genetic disorder occasionally involves measuring the concentration of these enzymes. One of such enzymes is galactose-1-phosphate uridylyltransferase (GALT). The enzyme catalyzes the transfer of a UDP-activator group from UDP-glucose to galactose-1-phosphate. Although the cause of enzyme deficiency in the Leloir pathway is still disputed amongst researchers, some studies suggest that protein misfolding of GALT, which may lead to an unfavorable conformational change that impacts its thermal stability and substrate-binding affinity, may play a role in the deficiency of GALT in Type 1 galactosemia. Increase in galactitol concentration can be seen in patients with galactosemia; putting patients at higher risk for presenile cataract.
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Formula

C3H6O3

Net Charge

Average Mass

90.07794

Monoisotopic Mass

90.03169

InChI

InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m0/s1

InChIKey

JVTAAEKCZFNVCJ-REOHCLBHSA-N

SMILES

C[C@H](O)C(O)=O

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). algal metabolite Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae. (via 2-hydroxypropanoic acid ) Daphnia magna metabolite A Daphnia metabolite produced by the species Daphnia magna. (via 2-hydroxypropanoic acid )

ChEBI Ontology
Outgoing	(S)-lactic acid (CHEBI:422) has role Escherichia coli metabolite (CHEBI:76971) (S)-lactic acid (CHEBI:422) has role human metabolite (CHEBI:77746) (S)-lactic acid (CHEBI:422) is a (2S)-2-hydroxy monocarboxylic acid (CHEBI:17375) (S)-lactic acid (CHEBI:422) is a 2-hydroxypropanoic acid (CHEBI:78320) (S)-lactic acid (CHEBI:422) is conjugate acid of (S)-lactate (CHEBI:16651) (S)-lactic acid (CHEBI:422) is enantiomer of (R)-lactic acid (CHEBI:42111)

Incoming	rac-lactic acid (CHEBI:28358) has part (S)-lactic acid (CHEBI:422) (S)-lactate (CHEBI:16651) is conjugate base of (S)-lactic acid (CHEBI:422) (R)-lactic acid (CHEBI:42111) is enantiomer of (S)-lactic acid (CHEBI:422)

IUPAC Name

(2S)-2-hydroxypropanoic acid

Last Modified

18 April 2024