Showing Compound Card for D-Xylulose (CDB004926)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Created at2020-04-17 18:51:14 UTC
Updated at2020-11-18 16:39:01 UTC
CannabisDB IDCDB004926
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameD-Xylulose
DescriptionD-Xylulose, also known as D-lyxulose or D-threo-pentulose, belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. Xylulose is a ketopentose, a monosaccharide containing five carbon atoms, and including a ketone functional group. L-Xylulose accumulates in the urine in patients with pentosuria, due to a deficiency in L-xylulose reductase. D-Xylulose is an extremely weak basic (essentially neutral) compound (based on its pKa). D-Xylulose, with regard to humans, has been found to be associated with the diseases such as colorectal cancer; D-xylulose has also been linked to several inborn metabolic disorders including pentosuria and ribose-5-phosphate isomerase deficiency. It has the chemical formula C5H10O5. In nature, it occurs in both the L- and D-enantiomers. Since L-xylulose is a reducing sugar like D-glucose, pentosuria patients have been wrongly diagnosed in the past to be diabetic. D-Xylulose is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
b-D-XylulofuranoseHMDB
Β-D-xylulofuranoseHMDB
D-LyxuloseHMDB
D-Threo-2-pentuloseHMDB
D-Threo-pentuloseHMDB
XyluloseHMDB
beta-D-Threo-2-pentulofuranoseHMDB
beta-D-Threo-pentulofuranoseHMDB
Β-D-threo-2-pentulofuranoseHMDB
Β-D-threo-pentulofuranoseHMDB
D-XyluloseHMDB
Chemical FormulaC5H10O5
Average Molecular Weight150.13
Monoisotopic Molecular Weight150.0528
IUPAC Name(2R,3S,4R)-2-(hydroxymethyl)oxolane-2,3,4-triol
Traditional Name(2R,3S,4R)-2-(hydroxymethyl)oxolane-2,3,4-triol
CAS Registry Number20750-28-1
SMILES
OC[C@@]1(O)OC[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C5H10O5/c6-2-5(9)4(8)3(7)1-10-5/h3-4,6-9H,1-2H2/t3-,4+,5-/m1/s1
InChI KeyLQXVFWRQNMEDEE-MROZADKFSA-N
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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPentoses
Alternative Parents
Substituents
  • Pentose monosaccharide
  • Oxolane
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point15 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.2ALOGPS
logP-2.1ChemAxon
logS0.94ALOGPS
pKa (Strongest Acidic)10.29ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area90.15 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity30.4 m³·mol⁻¹ChemAxon
Polarizability13.55 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSD-Xylulose, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052b-8900000000-6174ea340f73118a4e712021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-056r-9000000000-3155b6a3b975db3bc6262021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-cc7ea805a3871cd388b52021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-2900000000-d014866a9eaa4bcc1c152021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05fv-9000000000-fac868271cf0145b751c2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052e-9000000000-3310acb8673d3f763bfa2021-09-23View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Xylulose kinaseXYLB3p22-p21.3O75191 details
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0001644
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022698
KNApSAcK IDC00019684
Chemspider ID25059226
KEGG Compound IDC00310
BioCyc IDD-XYLULOSE
BiGG IDNot Available
Wikipedia LinkXylulose
METLIN IDNot Available
PubChem Compound12358757
PDB IDXLF
ChEBI ID17140
References
General ReferencesNot Available

Enzymes

Enzyme Details
1. Xylulose kinase
General function:
Involved in phosphotransferase activity, alcohol group as acceptor
Specific function:
Not Available
Gene Name:
XYLB
Uniprot ID:
O75191
Molecular weight:
58381.695