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Record Information |
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Version | 1.0 |
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Creation Date | 2016-09-30 22:20:07 UTC |
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Update Date | 2020-06-04 21:05:04 UTC |
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BMDB ID | BMDB0000143 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | D-Galactose |
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Description | D-Galactose, also known as alpha-D-gal or alpha D-galactose, belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. D-Galactose exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. D-Galactose exists in all living species, ranging from bacteria to humans. D-Galactose participates in a number of enzymatic reactions, within cattle. In particular, D-Galactose and sorbitol can be converted into melibiitol through its interaction with the enzyme Alpha-galactosidase a. In addition, D-Galactose and D-mannose can be converted into epimelibiose through its interaction with the enzyme Alpha-galactosidase a. In cattle, D-galactose is involved in the metabolic pathway called the galactose metabolism pathway. D-Galactose is a potentially toxic compound. D-Galactose has been found to be associated with several diseases known as eosinophilic esophagitis, patent ductus venosus, and colorectal cancer; also d-galactose has been linked to several inborn metabolic disorders including galactose-1-phosphate uridyltransferase deficiency and galactosemia type 1. |
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Structure | |
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Synonyms | Value | Source |
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ALPHA D-GALACTOSE | ChEBI | alpha-D-Gal | ChEBI | Gal-alpha | ChEBI | alpha-D-Galactose | Kegg | a D-GALACTOSE | Generator | Α D-galactose | Generator | a-D-Gal | Generator | Α-D-gal | Generator | Gal-a | Generator | Gal-α | Generator | a-D-Galactose | Generator | Α-D-galactose | Generator | (+)-Galactose | HMDB | 5Abp | HMDB | 8Abp | HMDB | alpha-D-Galactopyranose | HMDB | D-(+)-Galactose | HMDB | D-Hexose | HMDB | GAL | HMDB | Galactose | HMDB | Galactose (NF) | HMDB | GLA | HMDB | GLC | HMDB | Hexose | HMDB | SHU 508 a | MeSH, HMDB | SH-TA-508 | MeSH, HMDB | SHU 508 | MeSH, HMDB | Levovist | MeSH, HMDB | SHU-508 | MeSH, HMDB |
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Chemical Formula | C6H12O6 |
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Average Molecular Weight | 180.1559 |
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Monoisotopic Molecular Weight | 180.063388116 |
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IUPAC Name | Not Available |
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Traditional Name | Not Available |
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CAS Registry Number | 59-23-4 |
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SMILES | Not Available |
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InChI Identifier | InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4+,5-,6+/m1/s1 |
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InChI Key | WQZGKKKJIJFFOK-PHYPRBDBSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbohydrates and carbohydrate conjugates |
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Direct Parent | Hexoses |
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Alternative Parents | |
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Substituents | - Hexose monosaccharide
- Oxane
- Secondary alcohol
- Hemiacetal
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Hydrocarbon derivative
- Primary alcohol
- Alcohol
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic compounds |
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External Descriptors | |
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Ontology |
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Status | Detected and Quantified |
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Origin | |
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Biofunction | Not Available |
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Application | Not Available |
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Cellular locations | - Cytoplasm
- Lysosome
- Mitochondria
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | 170 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 683.0 mg/mL | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | Not Available |
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Spectra |
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Spectra | |
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Biological Properties |
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Cellular Locations | - Cytoplasm
- Lysosome
- Mitochondria
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Biospecimen Locations | - Blood
- Brain
- Liver
- Milk
- Prostate Tissue
- Ruminal Fluid
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Pathways | |
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Normal Concentrations |
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Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Brain | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Liver | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Liver | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 730.39 +/- 277.50 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 500 - 1700 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 1200 - 1760 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 67719.0879 +/- 8881.192 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 443 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 300 +/- 18 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 334 +/- 15 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 318 +/- 19 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 310 +/- 39 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 416.306 (216.479-494.0166) uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 901.88 +/- 624.82 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 190-260 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 932.526 +/- 68.274 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 224.250 +/- 4.996 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 310 +/- 39 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 300 +/- 18 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 334 +/- 15 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 318 +/- 19 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 1023.29 +/- 936.59 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Prostate Tissue | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Ruminal Fluid | Detected and Quantified | 763.813 +/- 751.731 uM | Not Specified | Not Specified | Normal | | details |
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Abnormal Concentrations |
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Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Sub/clinical ketosis | | details | Ruminal Fluid | Detected and Quantified | 2415.813 +/- 1248.434 uM | Not Specified | Not Specified | Rumen acidosis | | details |
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External Links |
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HMDB ID | HMDB0000143 |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB021787 |
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KNApSAcK ID | C00001119 |
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Chemspider ID | Not Available |
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KEGG Compound ID | C00984 |
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BioCyc ID | ALPHA-D-GALACTOSE |
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BiGG ID | Not Available |
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Wikipedia Link | Galactose |
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METLIN ID | Not Available |
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PubChem Compound | 439357 |
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PDB ID | Not Available |
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ChEBI ID | 28061 |
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References |
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Synthesis Reference | Avigad, Gad. Synthesis of D-galactose-6-t and D-galactosides-6-t. Carbohydrate Research (1967), 3(4), 430-4. |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Faulkner A, Pollock HT: Changes in the concentration of metabolites in milk from cows fed on diets supplemented with soyabean oil or fatty acids. J Dairy Res. 1989 May;56(2):179-83. [PubMed:2760296 ]
- Nakamura T, Kawase H, Kimura K, Watanabe Y, Ohtani M, Arai I, Urashima T: Concentrations of sialyloligosaccharides in bovine colostrum and milk during the prepartum and early lactation. J Dairy Sci. 2003 Apr;86(4):1315-20. doi: 10.3168/jds.S0022-0302(03)73715-1. [PubMed:12741556 ]
- Klein MS, Almstetter MF, Schlamberger G, Nurnberger N, Dettmer K, Oefner PJ, Meyer HH, Wiedemann S, Gronwald W: Nuclear magnetic resonance and mass spectrometry-based milk metabolomics in dairy cows during early and late lactation. J Dairy Sci. 2010 Apr;93(4):1539-50. doi: 10.3168/jds.2009-2563. [PubMed:20338431 ]
- Buitenhuis AJ, Sundekilde UK, Poulsen NA, Bertram HC, Larsen LB, Sorensen P: Estimation of genetic parameters and detection of quantitative trait loci for metabolites in Danish Holstein milk. J Dairy Sci. 2013 May;96(5):3285-95. doi: 10.3168/jds.2012-5914. Epub 2013 Mar 15. [PubMed:23497994 ]
- Scano P, Murgia A, Pirisi FM, Caboni P: A gas chromatography-mass spectrometry-based metabolomic approach for the characterization of goat milk compared with cow milk. J Dairy Sci. 2014 Oct;97(10):6057-66. doi: 10.3168/jds.2014-8247. Epub 2014 Aug 6. [PubMed:25108860 ]
- O'Callaghan TF, Vazquez-Fresno R, Serra-Cayuela A, Dong E, Mandal R, Hennessy D, McAuliffe S, Dillon P, Wishart DS, Stanton C, Ross RP: Pasture Feeding Changes the Bovine Rumen and Milk Metabolome. Metabolites. 2018 Apr 6;8(2). pii: metabo8020027. doi: 10.3390/metabo8020027. [PubMed:29642378 ]
- Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals (2009). Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375?386. Metabolomics.
- A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.
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