Back to Compounds

Showing Compound Galactaric acid (FDB001205)

Record Information
Version1.0
Creation date2010-04-08 22:04:52 UTC
Update date2019-11-26 02:56:06 UTC
Primary IDFDB001205
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameGalactaric acid
DescriptionPresent in ripe fruits of peach and pear. Formed in grapes and grape must by the action of Botrytis cinerea on galacturonic acid Galactaric acid is the dicarboxylic sugar acid resulting from oxidation glactose with dilute nitric acid. It is a substrate of galactarate O-hydroxycinnamoyltransferase [EC 2.3.1.130]. (KEGG); It forms a crystalline powder which melts at 213 °C. It is insoluble in alcohol, and nearly insoluble in cold water. Due to the symmetry in the molecule, it is optically inactive even though it has chiral carbon atoms (i.e., it is a meso compound). When heated with pyridine to 140 °C, it is converted into allommic acid. When digested with fuming hydrochloric acid for some time it is converted into a 2,5-furandicarboxylic acid (FDCA) while on heating with barium sulfide it is transformed into athiophene carboxylic acid. The ammonium salt yields on dry distillation carbon dioxide, ammonia, pyrrol and other substances. The acid when fused with caustic alkalis yields oxalic acid. Galactaric acid is found in many foods, some of which are alcoholic beverages, fruits, pomes, and peach.
CAS Number526-99-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility63.1 g/LALOGPS
logP-1.8ALOGPS
logP-3.1ChemAxon
logS-0.52ALOGPS
pKa (Strongest Acidic)2.83ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area155.52 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity38.14 m³·mol⁻¹ChemAxon
Polarizability17.03 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H10O8
IUPAC name2,3,4,5-tetrahydroxyhexanedioic acid
InChI IdentifierInChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)
InChI KeyDSLZVSRJTYRBFB-UHFFFAOYSA-N
Isomeric SMILESOC(C(O)C(O)C(O)=O)C(O)C(O)=O
Average Molecular Weight210.1388
Monoisotopic Molecular Weight210.037567296
Classification
Description Belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentGlucuronic acid derivatives
Alternative Parents
Substituents
  • Glucuronic acid or derivatives
  • Medium-chain hydroxy acid
  • Medium-chain fatty acid
  • Beta-hydroxy acid
  • Hydroxy fatty acid
  • Monosaccharide
  • Hydroxy acid
  • Dicarboxylic acid or derivatives
  • Alpha-hydroxy acid
  • Fatty acyl
  • Fatty acid
  • Secondary alcohol
  • Polyol
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSD-Glucaric acid, non-derivatized, GC-MS Spectrumsplash10-000t-0933000000-4354d91fb6ad4c55395cSpectrum
GC-MSD-Glucaric acid, non-derivatized, GC-MS Spectrumsplash10-000t-0933000000-4354d91fb6ad4c55395cSpectrum
Predicted GC-MSD-Glucaric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05bf-9400000000-b80ffbca6c943091f16eSpectrum
Predicted GC-MSD-Glucaric acid, 6 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00b9-6011394000-83b916b3001ad13cf34dSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - , negativesplash10-000i-9210000000-dfdea7f6942307da57532017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-2940000000-22b8846ff96b55a077942015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4r-8900000000-38caf68471e622d345342015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-9200000000-c906f4dd996e2d278b622015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0adr-8920000000-2a3c57d9a8f8d68f48502015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4r-9600000000-1a400678d7f40d843bb42015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ap0-9400000000-287c531a974e2bd85d702015-04-25View Spectrum
NMRNot Available
ChemSpider ID2301286
ChEMBL IDCHEMBL1232958
KEGG Compound IDC00879
Pubchem Compound ID3037582
Pubchem Substance IDNot Available
ChEBI ID30852
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00639
CRC / DFC (Dictionary of Food Compounds) IDBWF61-Y:BWF61-Y
EAFUS IDNot Available
Dr. Duke IDMUCIC-ACID
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDGAE
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDMucic acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
Processing...
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
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).