Record Information
Version1.0
Creation date2010-04-08 22:05:44 UTC
Update date2018-05-29 00:37:58 UTC
Primary IDFDB003294
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameL-Lactic acid
DescriptionOccurs in the juice of muscular tissue, bile etc. Flavour ingredient, food antioxidant. Various esters are also used in flavourings Lactic acid is chiral and has two optical isomers. One is known as L-(+)-lactic acid or (S)-lactic acid and the other, its mirror image, is D-(-)-lactic acid or (R)-lactic acid. L-(+)-Lactic acid is the biologically important isomer.
CAS Number79-33-4
Structure
Thumb
Synonyms
SynonymSource
(+)-Lactic acidChEBI
(S)-(+)-Lactic acidChEBI
(S)-2-Hydroxypropanoic acidChEBI
(S)-2-Hydroxypropionic acidChEBI
L-(+)-alpha-Hydroxypropionic acidChEBI
L-(+)-Lactic acidChEBI
L-MilchsaeureChEBI
L-LactateKegg
(+)-LactateGenerator
(S)-(+)-LactateGenerator
(S)-2-HydroxypropanoateGenerator
(S)-2-HydroxypropionateGenerator
L-(+)-a-HydroxypropionateGenerator
L-(+)-a-Hydroxypropionic acidGenerator
L-(+)-alpha-HydroxypropionateGenerator
L-(+)-Α-hydroxypropionateGenerator
L-(+)-Α-hydroxypropionic acidGenerator
L-(+)-LactateGenerator
(alpha)-LactateHMDB
(alpha)-Lactic acidHMDB
(S)-(+)-2-HydroxypropanoateHMDB
(S)-(+)-2-Hydroxypropanoic acidHMDB
(S)-2-Hydroxy-propanoateHMDB
(S)-2-Hydroxy-propanoic acidHMDB
(S)-LactateHMDB
(S)-Lactic acidHMDB
1-Hydroxyethane 1-carboxylateHMDB
1-Hydroxyethane 1-carboxylic acidHMDB
1-HydroxyethanecarboxylateHMDB
1-Hydroxyethanecarboxylic acidHMDB
2-HydroxypropanoateHMDB
2-Hydroxypropanoic acidHMDB
2-HydroxypropionateHMDB
a-HydroxypropanoateHMDB
a-Hydroxypropanoic acidHMDB
a-HydroxypropionateHMDB
a-Hydroxypropionic acidHMDB
alpha-HydroxypropanoateHMDB
alpha-Hydroxypropanoic acidHMDB
alpha-HydroxypropionateHMDB
alpha-Hydroxypropionic acidHMDB
L-(+)- Lactic acidHMDB
L-2-HydroxypropanoateHMDB
L-2-Hydroxypropanoic acidHMDB
LactateHMDB
Lactic acidHMDB
Milk acidHMDB
Sarcolactic acidHMDB
2-Hydroxypropionic acidHMDB
D-Lactic acidHMDB
D Lactic acidHMDB
Lactate, ammoniumHMDB
2 Hydroxypropanoic acidHMDB
2 Hydroxypropionic acidHMDB
Ammonium lactateHMDB
L Lactic acidHMDB
(2S)-2-Hydroxypropanoic acidbiospider
2-Hydroxypropanoic acid, 9CI; L-formdb_source
Espiritinmanual
L-(+)-α-hydroxypropionateGenerator
L-(+)-α-hydroxypropionic acidGenerator
L-Lactic acidbiospider
Paralactic aciddb_source
Propanoic acid, 2-hydroxy-, (S)- (9CI)biospider
Tisulacmanual
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
Polarizability8.06 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC3H6O3
IUPAC name(2S)-2-hydroxypropanoic acid
InChI IdentifierInChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m0/s1
InChI KeyJVTAAEKCZFNVCJ-REOHCLBHSA-N
Isomeric SMILESC[C@H](O)C(O)=O
Average Molecular Weight90.0779
Monoisotopic Molecular Weight90.031694058
Classification
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
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 40.00%; H 6.71%; O 53.28%DFC
Melting PointMp 53°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKapKa 3.79 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]15D +3.82 (H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider ID96860
ChEMBL IDCHEMBL330546
KEGG Compound IDC00186
Pubchem Compound ID107689
Pubchem Substance IDNot Available
ChEBI ID422
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00190
CRC / DFC (Dictionary of Food Compounds) IDCVR18-C:CVR25-C
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID34179
KNApSAcK IDC00001191
HET ID2OP
Flavornet IDNot Available
GoodScent IDrw1107811
SuperScent IDNot Available
Wikipedia IDLactic_acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
Pathways
NameSMPDB LinkKEGG Link
GluconeogenesisSMP00128 map00010
Pyruvate MetabolismSMP00060 map00620
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
acidic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference