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Sulfoquinovose (M2MDB006009)

Record Information
Version2.0
Creation Date2015-06-30 15:22:55 -0600
Update Date2015-08-05 16:22:05 -0600
Secondary Accession Numbers
  • ECMDB23907
Identification
Name:Sulfoquinovose
DescriptionAn organosulfonate oxoanion that is the conjugate base of 6-sulfoquinovose, obtained by deprotonation of the sulfonate OH group; major species at pH 7.3.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms:
  • 6-Deoxy-6-sulfO-D-glucopyranose
  • 6-Deoxy-6-sulfO-D-glucose
  • 6-Deoxy-6-sulphO-D-glucopyranose
  • 6-Deoxy-6-sulphO-D-glucose
  • Sulphoquinovose
Chemical Formula:C6H12O8S
Weight:Average: 244.21
Monoisotopic: 244.02528852
InChI Key:QFBWOLBPVQLZEH-GASJEMHNSA-N
InChI:InChI=1S/C6H12O8S/c7-3-2(1-15(11,12)13)14-6(10)5(9)4(3)8/h2-10H,1H2,(H,11,12,13)/t2-,3-,4+,5-,6?/m1/s1
CAS number:3458-06-8
IUPAC Name:[(2S,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methanesulfonic acid
Traditional IUPAC Name:sulfoquinovose
SMILES:OC1O[C@H](CS(O)(=O)=O)[C@@H](O)[C@H](O)[C@H]1O
Chemical Taxonomy
Description belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexoses
Alternative Parents
Substituents
  • Hexose monosaccharide
  • Oxane
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Organosulfonic acid
  • Sulfonyl
  • Alkanesulfonic acid
  • Secondary alcohol
  • Hemiacetal
  • Polyol
  • Organoheterocyclic compound
  • Oxacycle
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organosulfur compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:-1
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility228 g/LALOGPS
logP-2.1ALOGPS
logP-3.2ChemAxon
logS-0.03ALOGPS
pKa (Strongest Acidic)-1.3ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area144.52 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity44.32 m³·mol⁻¹ChemAxon
Polarizability20.64 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
Sulfoquinovose <> 6-Deoxy-6-sulfo-D-fructose
SMPDB Pathways:Not Available
KEGG Pathways:Not Available
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0190000000-66ee72a381e6744ae3d4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01ot-3930000000-f8ed6ad1c31e1605e6d0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aba-4900000000-7c28308012a11d380826View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-9420000000-c0a1f7deede7dbfa3c95View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-9100000000-e4cb0d3e0c4ec505ac07View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9300000000-a443bc0c0fe7f4872b54View in MoNA
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID77198
HMDB IDNot Available
Pubchem Compound ID10880539
Kegg IDC20829
ChemSpider IDNot Available
Wikipedia IDSulfoquinovose
BioCyc IDNot Available

Enzymes

Protein Details
1. Sulfoquinovose isomerase
General function:
organic cyclic compound catabolic process
Specific function:
Catalyzes the isomerization of sulfoquinovose (SQ) to 6-deoxy-6-sulfo-D-fructose (SF). In vitro, can also catalyze the interconversion of mannose, fructose and glucose, or lyxose and xylulose, but has extremely low activity with glucose.
Gene Name:
yihS
Uniprot ID:
P32140
Molecular weight:
47432
Reactions
Sulfoquinovose = 6-deoxy-6-sulfo-D-fructose