Record Information
Version1.0
Creation date2010-04-08 22:05:44 UTC
Update date2018-05-29 00:37:56 UTC
Primary IDFDB003292
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameLactic acid
DescriptionWidely distributed in nature as a fermentation product from starch, molasses, potatoes etc. "Natural" lactic acid is produced commercially by fermentation of beet/cane sugar or glucose. No commercial lactic acid is dairy-based. Synthetic lactic acid is a racemic mixture of the L- and D-forms. Among the oldest known preservatives used to preserve milk products and a broad range of traditional fermented vegetables. The modern use of lactic acid as a food additive covers several functions: flavouring, acidity control, preservation. Due to its mild flavour, lactic acid can be used in high concentrationsand is also in brewing, manuf. of cheese and confectionery 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. Lactic acid is found in many foods, some of which are sunflower, apple, common grape, and borage.
CAS Number50-21-5
Structure
Thumb
Synonyms
SynonymSource
2-Hydroxypropionic acidChEBI
Lactic acidChEBI
LactateKegg
2-HydroxypropionateGenerator
2-HydroxypropanoateGenerator
2 Hydroxypropanoic acidHMDB
2 Hydroxypropionic acidHMDB
Ammonium lactateHMDB
D Lactic acidHMDB
D-Lactic acidHMDB
L Lactic acidHMDB
L-Lactic acidHMDB
Lactate, ammoniumHMDB
Sarcolactic acidHMDB
2-Hydroxypropanoic acidMeSH
(+-)-2-Hydroxypropanoic acidbiospider
(+/-)-Lactic acidbiospider
α-Hydroxypropanoic acidbiospider
α-Hydroxypropionic acidbiospider
1-Hydroxyethane 1-carboxylic acidbiospider
1-Hydroxyethanecarboxylic acidbiospider
2-Hydroxy-2-methylacetic acidbiospider
alpha-Hydroxypropanoic acidbiospider
alpha-Hydroxypropionic acidbiospider
Chem-Castdb_source
DL-Lactic acidbiospider
E270db_source
Enyperdb_source
FEMA 2611db_source
Kerlactinedb_source
Lactasolbiospider
Lactic acid, 8CI, JAN, USANdb_source
Lactogyndb_source
Lactolavoldb_source
Lactovagandb_source
Propanoic acid, 2-hydroxy- (9CI)biospider
Propionic acid, 2-hydroxy-biospider
Tonsillosandb_source
Variclenedb_source
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC3H6O3
IUPAC name2-hydroxypropanoic acid
InChI IdentifierInChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)
InChI KeyJVTAAEKCZFNVCJ-UHFFFAOYSA-N
Isomeric SMILESCC(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 Point16.8 oC
Boiling PointNot Available
Experimental Water Solubility1000 mg/mLMERCK INDEX (2001)
Experimental logP-0.72HANSCH,C ET AL. (1995)
Experimental pKa3.86
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-014i-1900000000-e4b0458c1830f2273dbfView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00kb-9000000000-e9462d6d6eeac598b73bView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00kb-0900000000-31df199e59f138c8cc73View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-01b9-9620000000-f7faa7db9c1be3d9d975View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0007-9000000000-d5da3d894fa63e70ca23View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dl-9000000000-02a1cd4a8992ca170923View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dj-9000000000-aea7835dfa5a89c7ad72View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05dj-9000000000-853c8ae85554cbf4f3aaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dl-9000000000-02a1cd4a8992ca170923View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dj-9000000000-aea7835dfa5a89c7ad72View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05dj-9000000000-853c8ae85554cbf4f3aaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dl-9000000000-02a1cd4a8992ca170923View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dj-9000000000-aea7835dfa5a89c7ad72View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05dj-9000000000-853c8ae85554cbf4f3aaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dl-9000000000-02a1cd4a8992ca170923View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dj-9000000000-aea7835dfa5a89c7ad72View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05dj-9000000000-853c8ae85554cbf4f3aaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dl-9000000000-02a1cd4a8992ca170923View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dj-9000000000-aea7835dfa5a89c7ad72View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05dj-9000000000-853c8ae85554cbf4f3aaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-b6d22eee857dbd8c67c1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0079-9000000000-79419ab380c5c954afa8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-1ab6a665296f80ee0127View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-b6d22eee857dbd8c67c1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0079-9000000000-79419ab380c5c954afa8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-1ab6a665296f80ee0127View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-b6d22eee857dbd8c67c1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0079-9000000000-79419ab380c5c954afa8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-1ab6a665296f80ee0127View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-b6d22eee857dbd8c67c1View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0002-9000000000-6b805941ef8da414e517View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC01432
Pubchem Compound ID612
Pubchem Substance IDNot Available
ChEBI ID28358
Phenol-Explorer IDNot Available
DrugBank IDDB04398
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDCVR18-C:CVR18-C
EAFUS ID1973
Dr. Duke IDLACTIC-ACID
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1007391
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 / Bioactivities
DescriptorIDDefinitionReference
acidulant64047 Any substance which is added to food to preserve or enhance its flavour and/or appearance.DUKE
anti leukorrheicDUKE
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.DUKE
anti vaginitic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti xeroticDUKE
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
irritantDUKE
keratolyticDUKE
EnzymesNot Available
PathwaysNot Available
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.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).