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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2008-08-12 12:51:25 UTC
Update Date2020-02-26 21:26:46 UTC
HMDB IDHMDB0006797
Secondary Accession Numbers
  • HMDB06797
Metabolite Identification
Common NameSorbose 1-phosphate
DescriptionSorbose 1-phosphate, also known as L-sorbose 1P, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Sorbose 1-phosphate has been found to be a metabolite of Klebsiella and Lactobacillus (PMID: 6361004 ; PMID: 12177329 ). Sorbose 1-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Sorbose 1-phosphate exists in all living organisms, ranging from bacteria to humans. The enzyme responsible for this is PTS-Sor-EIIA . Sorbose 1-phosphate is formed when extracellular sorbose is taken into the cell.
Structure
Data?1582752406
Synonyms
ValueSource
1-O-Phosphono-L-sorboseChEBI
L-Sorbose 1PChEBI
L-Xylo-hex-2-ulose 1-(dihydrogen phosphate)ChEBI
L-Xylo-hexulose 1-phosphateChEBI
L-Sorbose 1-phosphateKegg
L-Xylo-hex-2-ulose 1-(dihydrogen phosphoric acid)Generator
L-Xylo-hexulose 1-phosphoric acidGenerator
L-Sorbose 1-phosphoric acidGenerator
Sorbose 1-phosphoric acidGenerator
Chemical FormulaC6H13O9P
Average Molecular Weight260.1358
Monoisotopic Molecular Weight260.029718526
IUPAC Name{[(3S,4R,5S)-3,4,5,6-tetrahydroxy-2-oxohexyl]oxy}phosphonic acid
Traditional Namesorbose 1-phosphate
CAS Registry NumberNot Available
SMILES
OC[C@H](O)[C@@H](O)[C@H](O)C(=O)COP(O)(O)=O
InChI Identifier
InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h3,5-8,10-11H,1-2H2,(H2,12,13,14)/t3-,5+,6+/m0/s1
InChI KeyZKLLSNQJRLJIGT-OTWZMJIISA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentMonosaccharide phosphates
Alternative Parents
Substituents
  • Octose monosaccharide
  • Monosaccharide phosphate
  • Glycerone phosphate
  • Monoalkyl phosphate
  • Sugar acid
  • Acyloin
  • Beta-hydroxy ketone
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Alpha-hydroxy ketone
  • Ketone
  • Secondary alcohol
  • Polyol
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Primary alcohol
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility23.4 g/LALOGPS
logP-1.8ALOGPS
logP-3.4ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)1.18ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area164.75 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity48.43 m³·mol⁻¹ChemAxon
Polarizability20.88 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03ds-9510000000-921ed9bae7f11049ffedSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-03gi-9712430000-d87969c89de581d1fd03Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dm-6690000000-dfeb6370e59817a8e900Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03kl-9610000000-101109de21819828084eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9000000000-3abde65654e46218d6c7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ar0-9810000000-4b9e0c4d19e70ee5b08bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9100000000-ff439db07d576bf8c9faSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-beae6709e66bbfc18945Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDFDB024084
KNApSAcK IDC00019630
Chemspider ID388882
KEGG Compound IDC02888
BioCyc IDCPD-531
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound439837
PDB IDNot Available
ChEBI ID38342
Food Biomarker OntologyNot Available
VMH IDSRBL1P
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Sprenger GA, Lengeler JW: L-Sorbose metabolism in Klebsiella pneumoniae and Sor+ derivatives of Escherichia coli K-12 and chemotaxis toward sorbose. J Bacteriol. 1984 Jan;157(1):39-45. [PubMed:6361004 ]
  2. Yebra MJ, Perez-Martinez G: Cross-talk between the L-sorbose and D-sorbitol (D-glucitol) metabolic pathways in Lactobacillus casei. Microbiology. 2002 Aug;148(Pt 8):2351-9. doi: 10.1099/00221287-148-8-2351. [PubMed:12177329 ]