Lactic Acid (CED0000659)

Record Information
Version1.0
Creation Date2014-09-11 05:16:56 UTC
Update Date2026-05-14 18:08:01 UTC
SynCED IDCED0000659
Secondary Accession Numbers
  • CHEM003751
  • T3D4794
Identification
Common NameLactic Acid
ClassSmall Molecule
Description
Lactic Acid (C3H6O3) is an endogenous liquid with an average molecular weight of 90.08 g/mol. Lactic Acid belongs to the alpha hydroxy acids and derivatives, a subclass of hydroxy acids and derivatives within the organic compounds. This compound is a normal intermediate in the fermentation, metabolism, and oxidation of sugar. In industrial applications, Lactic Acid serves as a humectant, antioxidant, preservative, and food preservative. It is further utilized as a solvent, biocide, pH regulating agent, fragrance, and as a softener and conditioner. It is also employed as a flavouring and nutrient, as well as a processing aid not otherwise specified, and may appear as a degradant or impurity. Additionally, it is used in the production of Polyethylene Terephthalate. Lactic Acid is found in drinking water and water supply, as well as in gynecological healthcare, pharmaceutical, and veterinary products. Recorded exposure routes include oral, topical, intravenous, intraperitoneal, irrigation, hemodialysis, and extracorporeal administration. The compound has three recorded protein targets: the NimA-related protein, the bifunctional protein PutA (putA), and the estrogen receptor (ESR1). The concentrated form of the compound is used internally to prevent gastrointestinal fermentation.
Contaminant Type
  • Animal Toxin
  • Food Toxin
  • Household Toxin
  • Natural Compound
  • Organic Compound
  • Plant Toxin
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(-)-Lactic acidChEBI
(R)-(-)-Lactic acidChEBI
D-2-Hydroxypropanoic acidChEBI
D-2-Hydroxypropionic acidChEBI
D-MilchsaeureChEBI
LACTIC ACIDChEBI
D-LactateKegg
(-)-LactateGenerator
(R)-(-)-LactateGenerator
D-2-HydroxypropanoateGenerator
D-2-HydroxypropionateGenerator
LACTateGenerator
L-LactateHMDB
(R)-2-HydroxypropanoateHMDB
(R)-2-Hydroxypropanoic acidHMDB
(R)-2-HydroxypropionateHMDB
(R)-2-Hydroxypropionic acidHMDB
(R)-a-HydroxypropionateHMDB
(R)-a-Hydroxypropionic acidHMDB
(R)-alpha-HydroxypropionateHMDB
(R)-alpha-Hydroxypropionic acidHMDB
(R)-LactateHMDB
(R)-Lactic acidHMDB
D-(-)-LactateHMDB
D-(-)-Lactic acidHMDB
delta-(-)-LactateHMDB
delta-(-)-Lactic acidHMDB
delta-2-HydroxypropanoateHMDB
delta-2-Hydroxypropanoic acidHMDB
delta-2-HydroxypropionateHMDB
delta-2-Hydroxypropionic acidHMDB
delta-LactateHMDB
delta-Lactic acidHMDB
DLAHMDB
L-(+)-LactateHMDB
PropelHMDB
TisulacHMDB
2 Hydroxypropanoic acidHMDB
2 Hydroxypropionic acidHMDB
2-Hydroxypropanoic acidHMDB
Ammonium lactateHMDB
L Lactic acidHMDB
2-Hydroxypropionic acidHMDB
Sarcolactic acidHMDB
D Lactic acidHMDB
Lactate, ammoniumHMDB
L-Lactic acidHMDB
D-Lactic acidChEBI
Chemical FormulaC3H6O3
Average Molecular Mass90.078 g/mol
Monoisotopic Mass90.032 g/mol
CAS Registry Number50-21-5
IUPAC Name(2R)-2-hydroxypropanoic acid
Traditional NameD-lactic acid
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
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha hydroxy acids and derivatives. These are organic compounds containing a carboxylic acid substituted with a hydroxyl group on the adjacent carbon.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassAlpha hydroxy acids and derivatives
Direct ParentAlpha hydroxy acids and derivatives
Alternative Parents
Substituents
  • Alpha-hydroxy acid
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginEndogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateLiquid
AppearanceNot Available
Experimental Properties
PropertyValue
Melting Point16.8°C
Boiling Point122°C at 1.50E+01 mm Hg
Solubility1E+006 mg/L
Predicted Properties
PropertyValueSource
Water Solubility562 g/LALOGPS
logP-0.79ALOGPS
logP-0.47ChemAxon
logS0.79ALOGPS
pKa (Strongest Acidic)3.78ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity18.84 m³·mol⁻¹ChemAxon
Polarizability8.05 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-00kb-0900000000-fb59ec16914501aa19abNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-014j-0900000000-c4d9e12b4b0150eda54bNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-00kb-0900000000-fb59ec16914501aa19abNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0006-9000000000-a3691f383d440fb00e1fNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-01b9-9620000000-f7faa7db9c1be3d9d975Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-9000000000-704f8ff33156c82a02d1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000m-9000000000-023931446d9bb3330e7fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000l-9000000000-0fb29afb128baea2240bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-9000000000-d7cd347946e49a57860eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9000000000-aee01e43e8ee93db755dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000f-9000000000-581a00222505e9e4b458Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9000000000-5bfd9fdf1c0df2054452Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-006x-9000000000-5f417f4a6d08f0ab00edNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00dm-9000000000-df7a94bb1a9cf6e78e1aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004j-9000000000-dc2a1b965287b9dfee9cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-9000000000-c3686a681cc9bbf039e1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-9000000000-ddad20647c2ac56efd22Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-9000000000-b728b45617afcc6b67daNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-9000000000-b586cb8f053eb4465b4eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-9000000000-400a5f1c0dfcc32ef2bbNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0007-9000000000-ad5eb77c7e0a96f3a40aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-9000000000-00ba25458eb6c0cc2940Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-9000000000-00ba25458eb6c0cc2940Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-9000000000-00ba25458eb6c0cc2940Not AvailableView Spectrum
MSMS Spectrumsplash10-002b-9000000000-50213d6b39ef9741c466Not AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
2409.0 Log mg/kg [1400:4300]RatLD50oralpredictedNot AvailableNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Health Effects
Health EffectRelationshipDirectionDescriptionReference
Exposure Sources
Source IDSourceSectorReference
CEDs000115Drinking water?Drinking water can be a medium for synthetic chemical contamination, often originating from various industrial processes and agricultural practices.Drinking water & water supplyNot Available
CEDs000316Gynecologicals?Gynecologicals encompass a range of synthetic chemicals used in the treatment of various women's health issues, including hormonal therapies, contraceptives, and antifungal agents.Healthcare, pharmaceuticals & veterinary productsNot Available
Pathways
0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Aminopeptidase N structureClick to view 3D structureAminopeptidase NP04825Escherichia coli (strain K12)Predicted (SEA)
Prediction Confidence Score
0.308
Applicability Domain
0.308
Statistical Significance
1.10e-04
Supporting Reference Compounds
1
E-value
0.856341
Click to view 3D structureAsc-type amino acid transporter 1P63116RatPredicted (SEA)
Prediction Confidence Score
0.3
Applicability Domain
0.3
Statistical Significance
3.40e-04
Supporting Reference Compounds
2
E-value
2.64687
3-isopropylmalate dehydrogenase structureClick to view 3D structure3-isopropylmalate dehydrogenaseQ5SIY4Thermus thermophilusPredicted (SEA)
Prediction Confidence Score
0.292
Applicability Domain
0.292 Low confidence
Statistical Significance
1.00e-05
Supporting Reference Compounds
1
E-value
0.0778492
Prostaglandin G/H synthase 1 structureClick to view 3D structureProstaglandin G/H synthase 1P23219HumansPredicted (SEA)
Prediction Confidence Score
0.285
Applicability Domain
0.333
Statistical Significance
0.0157
Supporting Reference Compounds
136
E-value
122.301
Prostaglandin G/H synthase 2 structureClick to view 3D structureProstaglandin G/H synthase 2P35354HumansPredicted (SEA)
Prediction Confidence Score
0.285
Applicability Domain
0.333
Statistical Significance
0.0256
Supporting Reference Compounds
201
E-value
199.45
Prostaglandin G/H synthase 1 structureClick to view 3D structureProstaglandin G/H synthase 1P05979Ovis ariesPredicted (SEA)
Prediction Confidence Score
0.282
Applicability Domain
0.333
Statistical Significance
0.012
Supporting Reference Compounds
106
E-value
93.1077
Glutamate receptor ionotropic, kainate 1 structureClick to view 3D structureGlutamate receptor ionotropic, kainate 1P39086HumansPredicted (SEA)
Prediction Confidence Score
0.28
Applicability Domain
0.364
Statistical Significance
7.10e-04
Supporting Reference Compounds
31
E-value
5.52729
Glutamine synthetase structureClick to view 3D structureGlutamine synthetaseP0A9C5Escherichia coli K-12Predicted (SEA)
Prediction Confidence Score
0.276
Applicability Domain
0.276 Low confidence
Statistical Significance
5.20e-04
Supporting Reference Compounds
1
E-value
4.04816
Click to view 3D structureS-methylmethionine--homocysteine S-methyltransferase BHMT2Q9H2M3HumansPredicted (SEA)
Prediction Confidence Score
0.276
Applicability Domain
0.276 Low confidence
Statistical Significance
4.70e-04
Supporting Reference Compounds
1
E-value
3.65891
Metabotropic glutamate receptor 2 structureClick to view 3D structureMetabotropic glutamate receptor 2Q14416HumansPredicted (SEA)
Prediction Confidence Score
0.273
Applicability Domain
0.364
Statistical Significance
0.0069
Supporting Reference Compounds
85
E-value
53.6381
Click to view 3D structureProstaglandin G/H synthase 2P79208Ovis ariesPredicted (SEA)
Prediction Confidence Score
0.271
Applicability Domain
0.333
Statistical Significance
0.0063
Supporting Reference Compounds
50
E-value
49.1229
D-alanyl-D-alanine dipeptidase structureClick to view 3D structureD-alanyl-D-alanine dipeptidaseQ06241Enterococcus faeciumPredicted (SEA)
Prediction Confidence Score
0.265
Applicability Domain
0.308
Statistical Significance
1.50e-04
Supporting Reference Compounds
2
E-value
1.16774
Click to view 3D structureMetabotropic glutamate receptor 2P31421Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.264
Applicability Domain
0.296 Low confidence
Statistical Significance
0.0078
Supporting Reference Compounds
53
E-value
61.1116
Metabotropic glutamate receptor 3 structureClick to view 3D structureMetabotropic glutamate receptor 3P31422Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.264
Applicability Domain
0.296 Low confidence
Statistical Significance
0.0038
Supporting Reference Compounds
39
E-value
29.5049
Click to view 3D structureMetabotropic glutamate receptor 6O15303HumansPredicted (SEA)
Prediction Confidence Score
0.263
Applicability Domain
0.364
Statistical Significance
0.0031
Supporting Reference Compounds
39
E-value
24.3668
Excitatory amino acid transporter 3 structureClick to view 3D structureExcitatory amino acid transporter 3P43005HumansPredicted (SEA)
Prediction Confidence Score
0.261
Applicability Domain
0.364
Statistical Significance
0.0031
Supporting Reference Compounds
13
E-value
23.8997
Succinyl-diaminopimelate desuccinylase structureClick to view 3D structureSuccinyl-diaminopimelate desuccinylaseP44514Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)Predicted (SEA)
Prediction Confidence Score
0.259
Applicability Domain
0.318
Statistical Significance
2.30e-04
Supporting Reference Compounds
2
E-value
1.79053
Click to view 3D structureMetabotropic glutamate receptor 6P35349Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.258
Applicability Domain
0.296 Low confidence
Statistical Significance
0.0022
Supporting Reference Compounds
24
E-value
16.9711
Metabotropic glutamate receptor 1 structureClick to view 3D structureMetabotropic glutamate receptor 1Q13255HumansPredicted (SEA)
Prediction Confidence Score
0.257
Applicability Domain
0.364
Statistical Significance
0.0081
Supporting Reference Compounds
68
E-value
62.9022
Aldo-keto reductase family 1 member C3 structureClick to view 3D structureAldo-keto reductase family 1 member C3P42330HumansPredicted (SEA)
Prediction Confidence Score
0.253
Applicability Domain
0.333
Statistical Significance
0.0327
Supporting Reference Compounds
57
E-value
254.956
Glutamate receptor ionotropic, kainate 1 structureClick to view 3D structureGlutamate receptor ionotropic, kainate 1P22756Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.252
Applicability Domain
0.364
Statistical Significance
0.0025
Supporting Reference Compounds
45
E-value
19.1509
Glutamate receptor ionotropic, kainate 3 structureClick to view 3D structureGlutamate receptor ionotropic, kainate 3P42264Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.252
Applicability Domain
0.364
Statistical Significance
0.002
Supporting Reference Compounds
26
E-value
15.5698
Glutamate receptor ionotropic, kainate 2 structureClick to view 3D structureGlutamate receptor ionotropic, kainate 2P42260Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.252
Applicability Domain
0.364
Statistical Significance
7.50e-04
Supporting Reference Compounds
18
E-value
5.83869
Glutamate transporter homolog structureClick to view 3D structureGlutamate transporter homologO59010Pyrococcus horikoshii (strain ATCC 700860 / DSM 12428 / JCM 9974 /NBRC 100139 / OT-3)Predicted (SEA)
Prediction Confidence Score
0.251
Applicability Domain
0.286 Low confidence
Statistical Significance
7.70e-04
Supporting Reference Compounds
3
E-value
5.99439
Metabotropic glutamate receptor 1 structureClick to view 3D structureMetabotropic glutamate receptor 1P23385Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.248
Applicability Domain
0.296 Low confidence
Statistical Significance
0.0117
Supporting Reference Compounds
45
E-value
91.4728
Estrogen receptor structureClick to view 3D structureEstrogen receptorP03372HumansKnownNot Available
Concentrations
Not Available
External Links
DrugBank IDDB03066
HMDB IDHMDB0001311
FooDB IDFDB030146
Phenol Explorer IDNot Available
KNApSAcK IDC00019549
BiGG ID34414
BioCyc IDD-LACTATE
METLIN ID6150
PDB IDNot Available
Wikipedia LinkLactic_acid
Chemspider ID55423
ChEBI ID42111
PubChem Compound ID61503
Kegg Compound IDC00256
YMDB IDYMDB00247
ECMDB IDECMDB00190
References
Synthesis Reference

Yoshihide Hagiwara, Miyauchi Tetsuji, Yuki Morimasa, “Process for preparing food products containing a lactic acid bacteria-fermented product of a cereal germ.” U.S. Patent US4056637, issued February, 1933.

MSDSNot Available
General ReferencesNot Available