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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-05-22 21:58:23 UTC
Update Date2021-09-14 15:44:52 UTC
HMDB IDHMDB0006293
Secondary Accession Numbers
  • HMDB06293
Metabolite Identification
Common NameL-Erythrulose
DescriptionL-Erythrulose belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn. L-Erythrulose has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make L-erythrulose a potential biomarker for the consumption of these foods. L-Erythrulose is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on L-Erythrulose.
Structure
Data?1582752379
Synonyms
ValueSource
L-Glycero-tetruloseChEBI
(3S)-1,3,4-Trihydroxybutan-2-oneHMDB
ErythruloseMeSH, HMDB
Erythrulose, (R)-isomerMeSH, HMDB
Chemical FormulaC4H8O4
Average Molecular Weight120.1039
Monoisotopic Molecular Weight120.042258744
IUPAC Name(3S)-1,3,4-trihydroxybutan-2-one
Traditional NameL-erythrulose
CAS Registry Number533-50-6
SMILES
OC[C@H](O)C(=O)CO
InChI Identifier
InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h3,5-7H,1-2H2/t3-/m0/s1
InChI KeyUQPHVQVXLPRNCX-VKHMYHEASA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentMonosaccharides
Alternative Parents
Substituents
  • Monosaccharide
  • Beta-hydroxy ketone
  • Acyloin
  • Alpha-hydroxy ketone
  • Secondary alcohol
  • Ketone
  • Polyol
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility915 g/LALOGPS
logP-2ALOGPS
logP-2ChemAxon
logS0.88ALOGPS
pKa (Strongest Acidic)12.32ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity25.64 m³·mol⁻¹ChemAxon
Polarizability10.95 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
DarkChem[M+H]+PredictedNot Available125.70331661259
DarkChem[M-H]-PredictedNot Available120.28531661259

Retention Indices

Underivatized

Not Available

Derivatized

DerivativeValueReference
L-Erythrulose,1TMS,#11272.1085https://arxiv.org/abs/1905.12712
L-Erythrulose,1TMS,#21243.4257https://arxiv.org/abs/1905.12712
L-Erythrulose,1TMS,#31290.5254https://arxiv.org/abs/1905.12712
L-Erythrulose,1TMS,#41311.7422https://arxiv.org/abs/1905.12712
L-Erythrulose,1TMS,#51318.1072https://arxiv.org/abs/1905.12712
L-Erythrulose,2TMS,#11361.3619https://arxiv.org/abs/1905.12712
L-Erythrulose,2TMS,#21393.9092https://arxiv.org/abs/1905.12712
L-Erythrulose,2TMS,#31401.0657https://arxiv.org/abs/1905.12712
L-Erythrulose,2TMS,#41365.2515https://arxiv.org/abs/1905.12712
L-Erythrulose,2TMS,#51374.2428https://arxiv.org/abs/1905.12712
L-Erythrulose,2TMS,#61386.8958https://arxiv.org/abs/1905.12712
L-Erythrulose,2TMS,#71370.445https://arxiv.org/abs/1905.12712
L-Erythrulose,2TMS,#81430.9321https://arxiv.org/abs/1905.12712
L-Erythrulose,2TMS,#91405.5123https://arxiv.org/abs/1905.12712
L-Erythrulose,3TMS,#11443.133https://arxiv.org/abs/1905.12712
L-Erythrulose,3TMS,#21503.5697https://arxiv.org/abs/1905.12712
L-Erythrulose,3TMS,#31443.1078https://arxiv.org/abs/1905.12712
L-Erythrulose,3TMS,#41551.1971https://arxiv.org/abs/1905.12712
L-Erythrulose,3TMS,#51517.9406https://arxiv.org/abs/1905.12712
L-Erythrulose,3TMS,#61510.9698https://arxiv.org/abs/1905.12712
L-Erythrulose,1TBDMS,#11514.0726https://arxiv.org/abs/1905.12712
L-Erythrulose,1TBDMS,#21516.1002https://arxiv.org/abs/1905.12712
L-Erythrulose,1TBDMS,#31531.6254https://arxiv.org/abs/1905.12712
L-Erythrulose,1TBDMS,#41587.2979https://arxiv.org/abs/1905.12712
L-Erythrulose,1TBDMS,#51551.1145https://arxiv.org/abs/1905.12712
L-Erythrulose,2TBDMS,#11804.9889https://arxiv.org/abs/1905.12712
L-Erythrulose,2TBDMS,#21797.9673https://arxiv.org/abs/1905.12712
L-Erythrulose,2TBDMS,#31911.5804https://arxiv.org/abs/1905.12712
L-Erythrulose,2TBDMS,#41844.0756https://arxiv.org/abs/1905.12712
L-Erythrulose,2TBDMS,#51821.9644https://arxiv.org/abs/1905.12712
L-Erythrulose,2TBDMS,#61906.0593https://arxiv.org/abs/1905.12712
L-Erythrulose,2TBDMS,#71858.1467https://arxiv.org/abs/1905.12712
L-Erythrulose,2TBDMS,#81909.8407https://arxiv.org/abs/1905.12712
L-Erythrulose,2TBDMS,#91861.0721https://arxiv.org/abs/1905.12712
L-Erythrulose,3TBDMS,#12097.091https://arxiv.org/abs/1905.12712
L-Erythrulose,3TBDMS,#22178.0164https://arxiv.org/abs/1905.12712
L-Erythrulose,3TBDMS,#32107.6548https://arxiv.org/abs/1905.12712
L-Erythrulose,3TBDMS,#42196.9915https://arxiv.org/abs/1905.12712
L-Erythrulose,3TBDMS,#52129.5125https://arxiv.org/abs/1905.12712
L-Erythrulose,3TBDMS,#62143.7764https://arxiv.org/abs/1905.12712
Spectra

GC-MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9000000000-2cb7e66fe6145a66daf92017-09-01View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-00di-9262000000-6c3f26333dcbcf65e84a2017-10-06View Spectrum

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1900000000-d7c8a475b881347f256f2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0r6r-9500000000-2db5fb9734add52a2c7f2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052o-9000000000-dad4040d50c9149852fb2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-066r-6900000000-a1f6a9b9c72a812741482017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0aor-9500000000-ef69b474a20dfaca964b2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-00aeaeeccfe34e308f162017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-9200000000-a9a8d9113d5cf36859162021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-9100000000-1fce97582b1fa9206aec2021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-f65c9209ee34e46da4c72021-09-07View Spectrum

NMR

Spectrum TypeDescriptionDeposition DateView
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16View Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023881
KNApSAcK IDNot Available
Chemspider ID4573719
KEGG Compound IDC02045
BioCyc IDERYTHRULOSE
BiGG ID38964
Wikipedia LinkErythrulose
METLIN IDNot Available
PubChem Compound5460032
PDB IDLER
ChEBI ID27913
Food Biomarker OntologyNot Available
VMH IDERYTH
MarkerDB IDNot Available
References
Synthesis ReferenceMuller, H.; Montigel, C.; Reichstein, T. Pure l-erythrulose (1,2-ketotetrose). Helvetica Chimica Acta (1937), 20 1468-73.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Simpson GL, Ortwerth BJ: The non-oxidative degradation of ascorbic acid at physiological conditions. Biochim Biophys Acta. 2000 Apr 15;1501(1):12-24. [PubMed:10727845 ]