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Human Metabolome Database Version 3.5

Showing metabocard for Threonic acid (HMDB00943)

• Identification
• Taxonomy
• Ontology
• Physical properties
• Spectra
• Biological properties
• Concentrations
• Links
• References

• Blood
• Urine

Record Information
Version	3.5
Creation Date	2005-11-16 08:48:42 -0700
Update Date	2013-02-08 17:09:38 -0700
HMDB ID	HMDB00943
Secondary Accession Numbers	None
Metabolite Identification
Common Name	Threonic acid
Description	Threonic acid is probably derived from glycated proteins or from degradation of ascorbic acid. It is a normal component is aqeous humour and blood (PMID 10420182 ). Threonic acid is a substrate of L-threonate 3-dehydrogenase [EC 1.1.1.129] in ascorbate and aldarate metabolism pathway (KEGG).
Structure	Download: MOL | SDF | SMILES | InChI Display: 2D Structure | 3D Structure
Synonyms	(R*,S*)-2,3,4-trihydroxy-Butanoate (R*,S*)-2,3,4-trihydroxy-Butanoic acid Threo-2,3,4-Trihydroxybutyrate Threo-2,3,4-Trihydroxybutyric acid Threonate
Chemical Formula	C4H8O5
Average Molecular Weight	136.1033
Monoisotopic Molecular Weight	136.037173366
IUPAC Name	(2S,3R)-2,3,4-trihydroxybutanoic acid
Traditional IUPAC Name	threonic acid
CAS Registry Number	3909-12-4
SMILES	OC[C@@H](O)[C@H](O)C(O)=O
InChI Identifier	InChI=1S/C4H8O5/c5-1-2(6)3(7)4(8)9/h2-3,5-7H,1H2,(H,8,9)/t2-,3+/m1/s1
InChI Key	JPIJQSOTBSSVTP-GBXIJSLDSA-N
Chemical Taxonomy
Kingdom	Organic Compounds
Super Class	Carbohydrates and Carbohydrate Conjugates
Class	Monosaccharides
Sub Class	Tetroses
Other Descriptors	Aliphatic Acyclic Compounds Organic Compounds Straight Chain Fatty Acids erythronic acid(ChEBI)
Substituents	1,2 Diol Alpha Hydroxy Acid Beta Hydroxy Acid Carboxylic Acid Primary Alcohol Secondary Alcohol Short Chain Hydroxy Acid Sugar Acid
Direct Parent	Tetroses
Ontology
Status	Detected and Quantified
Origin	Endogenous
Biofunction	Not Available
Application	Not Available
Cellular locations	Cytoplasm (predicted from logP)
Physical Properties
State	Solid
Experimental Properties	Property Value Reference Melting Point Not Available Not Available Boiling Point Not Available Not Available Water Solubility 53 mg/mL Not Available LogP Not Available Not Available
Predicted Properties	Property Value Source Water Solubility 488 g/L ALOGPS LogP -2.11 ALOGPS LogP -2.1 ChemAxon LogS 0.55 ALOGPS pKa (strongest acidic) 3.4 ChemAxon pKa (strongest basic) -3 ChemAxon Hydrogen Acceptor Count 5 ChemAxon Hydrogen Donor Count 4 ChemAxon Polar Surface Area 97.99 A2 ChemAxon Rotatable Bond Count 3 ChemAxon Refractivity 26.35 ChemAxon Polarizability 11.61 ChemAxon Formal Charge 0 ChemAxon Physiological Charge -1 ChemAxon
Spectra
	Gas-MS Spectrum 1H NMR Spectrum MS/MS Spectrum Quattro_QQQ 10 MS/MS Spectrum Quattro_QQQ 25 MS/MS Spectrum Quattro_QQQ 40 [1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations	Cytoplasm (predicted from logP)
Biofluid Locations	Urine
Tissue Location	Not Available
Pathways	Not Available
Normal Concentrations
	Biofluid Status Value Age Sex Condition Comments Urine Detected and Quantified 14.8 (8.6-36.1) umol/mmol creatinine Adult (>18 years old) Both Normal by GC-MS Urine Detected and not Quantified Not Applicable Adult (>18 years old) Both Normal Not Available Urine Detected and not Quantified Not Applicable Adult (>18 years old) Both Normal Urine compound detected by GC-MS Urine Detected and Quantified 63.0 +/- 21.0 umol/mmol creatinine Newborn (0-30 days old) Both Normal Not Available Urine Detected and Quantified 10.0 +/- 7.0 umol/mmol creatinine Adult (>18 years old) Both Normal Not Available Urine Detected and Quantified 30.0 (10.2 - 51.3) umol/mmol creatinine Adult (>18 years old) Both Normal urine by NMR Urine Detected and Quantified 14.2 (4.2-36.1) umol/mmol creatinine Newborn (0-30 days old) Both Normal Not Available Urine Detected and Quantified 13.4 (5.1-46.0) umol/mmol creatinine Infant (0-1 year old) Both Normal Not Available Urine Detected and Quantified 4.5 (2.1-13.6) umol/mmol creatinine Children (1-13 year old) Both Normal Not Available Urine Detected and Quantified 3.1(1.7-13.7) umol/mmol creatinine Adolescent (13-18 years old) Both Normal Not Available
Abnormal Concentrations
	Not Available
Associated Disorders and Diseases
Disease References	None
Associated OMIM IDs	None
External Links
DrugBank ID	Not Available
Phenol Explorer Compound ID	Not Available
Phenol Explorer Metabolite ID	Not Available
FoodDB ID	FDB022331
KNApSAcK ID	Not Available
Chemspider ID	133224
KEGG Compound ID	C01620
BioCyc ID	Not Available
BiGG ID	38497
Wikipedia Link	Not Available
NuGOwiki Link	HMDB00943
Metagene Link	HMDB00943
METLIN ID	5891
PubChem Compound	151152
PDB ID	Not Available
ChEBI ID	49059
References
Synthesis Reference	Song J Z; Huang D P; Tian S J; Sun Z P Determination of L-threonate in calcium L-threonate preparations by capillary electrophoresis with indirect UV detection. Electrophoresis (1999), 20(9), 1850-5.
Material Safety Data Sheet (MSDS)	Download (PDF)
General References	Guneral F, Bachmann C: Age-related reference values for urinary organic acids in a healthy Turkish pediatric population. Clin Chem. 1994 Jun;40(6):862-6. Pubmed: 8087979 Chalmers RA, Lawson AM, Hauschildt S, Watts RW: The urinary excretion of glycollic acid and threonic acid by xylitol-infused patients and their relationship to the possible role of 'active glycoladehyde' in the transketolase reaction in vivo. Biochem Soc Trans. 1975;3(4):518-21. Pubmed: 1183712 Harding JJ, Hassett PC, Rixon KC, Bron AJ, Harvey DJ: Sugars including erythronic and threonic acids in human aqueous humour. Curr Eye Res. 1999 Aug;19(2):131-6. Pubmed: 10420182 Leveque N, Mac-Mary S, Muret P, Makki S, Aubin F, Kantelip JP, Heusele C, S S, Humbert P: Evaluation of a sunscreen photoprotective effect by ascorbic acid assessment in human dermis using microdialysis and gas chromatography mass spectrometry. Exp Dermatol. 2005 Mar;14(3):176-81. Pubmed: 15740589 Watts RW, Hauschildt S, Chalmers RA, Lawson AM: Metabolic investigations during xylitol infusion. Int Z Vitam Ernahrungsforsch Beih. 1976;15:216-25. Pubmed: 821885

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