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Record Information
Version	2.0
Creation Date	2012-05-31 14:04:52 -0600
Update Date	2015-09-13 12:56:14 -0600
Secondary Accession Numbers	ECMDB04096
Identification
Name:	D-Lyxose
Description	D-lyxose is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. Lyxose is an aldopentose - a monosaccharide containing five carbon atoms, and including an aldehyde functional group. It has chemical formula C5H10O5. Lyxose occurs only rarely in nature, for example, as a component of bacterial glycolipids (WikiPedia)
Structure	MOLSDF3D-SDFPDBSMILESInChI View 3D Structure × Structure for #<Compound:0xac850ab4> Close
Synonyms:	α-D-lyxose (+)-Xylose 2,3,4,5-Tetrahydroxypentanal a-D-Lyxose Alpha-D-Lyxose D-Lyxose DL-Xylose L(+)-Xylose L-Lyxose Lyxose Pectin Pectin sugar Pectinose Pentose Trobicin α-D-Lyxose
Chemical Formula:	C5H10O5
Weight:	Average: 150.1299 Monoisotopic: 150.05282343
InChI Key:	SRBFZHDQGSBBOR-AGQMPKSLSA-N
InChI:	InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4+,5?/m1/s1
CAS number:	1114-34-7
IUPAC Name:	(3S,4S,5R)-oxane-2,3,4,5-tetrol
Traditional IUPAC Name:	(3S,4S,5R)-oxane-2,3,4,5-tetrol
SMILES:	[H][C@@]1(O)COC([H])(O)[C@@]([H])(O)[C@@]1([H])O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.
Kingdom	Organic compounds
Super Class	Organic oxygen compounds
Class	Organooxygen compounds
Sub Class	Carbohydrates and carbohydrate conjugates
Direct Parent	Pentoses
Alternative Parents	Oxanes Secondary alcohols Hemiacetals Polyols Oxacyclic compounds Hydrocarbon derivatives
Substituents	Pentose monosaccharide Oxane Secondary alcohol Hemiacetal Oxacycle Organoheterocyclic compound Polyol Hydrocarbon derivative Alcohol Aliphatic heteromonocyclic compound
Molecular Framework	Aliphatic heteromonocyclic compounds
External Descriptors	D-lyxose (CHEBI:82838 ) Aldoses (C00476 )
Physical Properties
State:	Solid
Charge:	0
Melting point:	106.5 °C
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 1220 g/L ALOGPS logP -2.6 ALOGPS logP -2.3 ChemAxon logS 0.91 ALOGPS pKa (Strongest Acidic) 11.31 ChemAxon pKa (Strongest Basic) -3.5 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 5 ChemAxon Hydrogen Donor Count 4 ChemAxon Polar Surface Area 90.15 Ų ChemAxon Rotatable Bond Count 0 ChemAxon Refractivity 29.96 m³·mol⁻¹ ChemAxon Polarizability 13.34 ų ChemAxon Number of Rings 1 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:
SMPDB Pathways:	Not Available
KEGG Pathways:	Pentose and glucuronate interconversions ec00040
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0ue9-1900000000-07783f4be8db8a14f6f0 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0f89-1900000000-eebbf905b1ed94cebf13 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0cka-9100000000-9f3469ad5a1c8e425555 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0002-2900000000-3482c4e67045ff82c4f4 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-001j-4900000000-aedd03247641e8491448 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0006-9000000000-b0a8f8b59e745078a05e View in MoNA MS Mass Spectrum (Electron Ionization) Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195 Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. Pubmed: 18331064
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Download (PDF)
Links
External Links:	Resource Link CHEBI ID 16789 HMDB ID HMDB03402 Pubchem Compound ID 439240 Kegg ID C00476 ChemSpider ID 388377 Wikipedia D-lyxose BioCyc ID CPD-227 EcoCyc ID CPD-227