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D-Xylose (FDB001136)

Record Information
Version1.0
Creation date2010-04-08 22:04:51 UTC
Update date2019-11-26 02:55:59 UTC
Primary IDFDB001136
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameD-Xylose
DescriptionD-Xylose is a flavouring ingredient; sweetener. It is found in straw, corncobs, pecan shells, carrot, dandelion, german camomile, and sweet orange. D-Xylose is a sugar first isolated from wood, and named for it. D-Xylose is classified as a monosaccharide of the aldopentose type, which means that it contains five carbon atoms and includes an aldehyde functional group. It is the precursor to hemicellulose, one of the main constituents of biomass (Wikipedia). Xylose in the urine is a biomarker for the consumption of fruits.
CAS Number58-86-6
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility380 g/LALOGPS
logP-2.3ALOGPS
logP-2.9ChemAxon
logS0.4ALOGPS
pKa (Strongest Acidic)12.33ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area97.99 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.38 m³·mol⁻¹ChemAxon
Polarizability13.45 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H10O5
IUPAC name(2R,3S,4R)-2,3,4,5-tetrahydroxypentanal
InChI IdentifierInChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4+,5+/m0/s1
InChI KeyPYMYPHUHKUWMLA-VPENINKCSA-N
Isomeric SMILESOC[C@@H](O)[C@H](O)[C@@H](O)C=O
Average Molecular Weight150.1299
Monoisotopic Molecular Weight150.05282343
Classification
Description Belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPentoses
Alternative Parents
Substituents
  • Pentose monosaccharide
  • Beta-hydroxy aldehyde
  • Alpha-hydroxyaldehyde
  • Secondary alcohol
  • Polyol
  • Organic oxide
  • Hydrocarbon derivative
  • Short-chain aldehyde
  • Primary alcohol
  • Carbonyl group
  • Aldehyde
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 40.00%; H 6.71%; O 53.28%DFC
Melting PointMp 153° (144-145°)DFC
Boiling PointNot Available
Experimental Water Solubility555 mg/mLMERCK INDEX (1996)
Experimental logPNot Available
Experimental pKapKa1 12.29 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D +19 (H2O, equilib.)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSD-Xylose, non-derivatized, GC-MS Spectrumsplash10-0udi-0920000000-53943f97f7f99da85d3bSpectrum
GC-MSD-Xylose, non-derivatized, GC-MS Spectrumsplash10-0uxr-0920000000-c093331f073f56253951Spectrum
GC-MSD-Xylose, non-derivatized, GC-MS Spectrumsplash10-0udi-0920000000-53943f97f7f99da85d3bSpectrum
GC-MSD-Xylose, non-derivatized, GC-MS Spectrumsplash10-0uxr-0920000000-c093331f073f56253951Spectrum
Predicted GC-MSD-Xylose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-052f-9100000000-3d844ea1b588172feaf0Spectrum
Predicted GC-MSD-Xylose, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05i0-6249400000-6324b88618b9174f1ee5Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0fl0-2900000000-c3d264491ad74c68ca6b2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0ff0-3900000000-c0dfd07fbd8ccb830c4a2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-000b-0900000000-9c4c41394d62ca78b71c2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-000b-0900000000-7134e3fb5f4a8332a8732017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0006-0900000000-8985ea1909d7495509112017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0006-0900000000-aaf3f704297d8e339c0e2017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-1900000000-02fa5cc31ab8dbb905f42016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9300000000-488a7d403a017dcbe6902016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-286fb77ba9fa6970f4f92016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052n-9400000000-d8f5d2f2fe2dafe1333c2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9200000000-a80cc1426d1e82c189c82016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-f3bbaf16dcf20d55da292016-09-12View Spectrum
NMRNot Available
ChemSpider ID119104
ChEMBL IDCHEMBL502135
KEGG Compound IDC00181
Pubchem Compound ID135191
Pubchem Substance IDNot Available
ChEBI ID15936
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00098
CRC / DFC (Dictionary of Food Compounds) IDBTQ50-C:BTQ51-D
EAFUS ID3885
Dr. Duke IDD-XYLOSE|XYLOSE
BIGG ID34162
KNApSAcK IDC00007290
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1005221
SuperScent IDNot Available
Wikipedia IDXylose
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti diabetic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
diagnostic33295 A substance administered to aid diagnosis of a disease.DUKE
dye37958 DUKE
Enzymes
NameGene NameUniProt ID
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenaseDHDHQ9UQ10
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
smoky
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramel
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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).