4-deoxy-β-L-threo-hex-4-enopyranuronose (PAMDB120010)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB120010
Identification
Name: 4-deoxy-β-L-threo-hex-4-enopyranuronose
Description:A hexuronate that results from the removal of a proton from the carboxy group of 4-deoxy-β-L-threo-hex-4-enopyranuronic acid.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • (2S,3R,4S)-2,3,4-trihydroxy-3,4-dihydro-2H-pyran-6-carboxylate
  • 4-deoxy-β-L-threo-hex-4-enopyranuronate
  • 4-deoxy-β-L-threo-hex-4-enopyranuronate
  • 4-deoxy-L-threo-5-hexosulose-uronate
Chemical Formula: C6H7O6
Average Molecular Weight: 175.118
Monoisotopic Molecular Weight: 176.03209
InChI Key: IAKKJSVSFCTLRY-YKKSOZKNSA-M
InChI:InChI=1S/C6H8O6/c7-2-1-3(5(9)10)12-6(11)4(2)8/h1-2,4,6-8,11H,(H,9,10)/p-1/t2-,4+,6+/m0/s1
CAS number: Not Available
IUPAC Name:4-deoxy-β-L-threo-hex-4-enopyranuronate
Traditional IUPAC Name: Not Available
SMILES:C(C1(OC(C(C(C=1)O)O)O))([O-])=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as hemiacetals. These are compounds comprising the hemiacetal functional group, with the general formula R2C(OH)OR' ( R' not Hydrogen ).
Kingdom Organic compounds
Super ClassOrganic oxygen compounds
Class Organooxygen compounds
Sub ClassEthers
Direct Parent Hemiacetals
Alternative Parents
Substituents
  • Secondary alcohol
  • Hemiacetal
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Alcohol
  • Organic anion
  • Aliphatic heteromonocyclic compound
Molecular Framework Aliphatic heteromonocyclic compounds
External Descriptors
  • a modified sugar (CPD-13122)
Physical Properties
State: Not Available
Charge:-1
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight175.116 g/molPubChem
XLogP3-AA-1.1 PubChem
Hydrogen Bond Donor Count3 PubChem
Hydrogen Bond Acceptor Count6 PubChem
Rotatable Bond Count0 PubChem
Exact Mass175.024 g/molPubChem
Monoisotopic Mass175.024 g/molPubChem
Topological Polar Surface Area110 A^2PubChem
Heavy Atom Count12 PubChem
Formal Charge-1 PubChem
Complexity217 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count3 PubChem
Undefined Atom Stereocenter Count0 PubChem
Defined Bond Stereocenter Count0 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
4-deoxy-β-L-threo-hex-4-enopyranuronose → (4S,5S)-4,5-dihydroxy-2,6-dioxohexanoate
Oligosaccharide-With-4-deoxy-D-gluc → 4-deoxy-β-L-threo-hex-4-enopyranuronose
Pathways:
Spectra
Spectra: Not Available
References
References:
  • Itoh T, Ochiai A, Mikami B, Hashimoto W, Murata K (2006)A novel glycoside hydrolase family 105: the structure of family 105 unsaturated rhamnogalacturonyl hydrolase complexed with a disaccharide in comparison with family 88 enzyme complexed with the disaccharide. Journal of molecular biology 360, Pubmed: 16781735
  • Zhang R, Minh T, Lezondra L, Korolev S, Moy SF, Collart F, Joachimiak A (2005)1.6 A crystal structure of YteR protein from Bacillus subtilis, a predicted lyase. Proteins 60, Pubmed: 15906318
  • Itoh T, Ochiai A, Mikami B, Hashimoto W, Murata K (2006)Structure of unsaturated rhamnogalacturonyl hydrolase complexed with substrate. Biochemical and biophysical research communications 347, Pubmed: 16870154
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI62482
PUBCHEM52940133