Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB110187
Identification
Name: 3-dehydroshikimate
Description:A monocarboxylic acid anion that is the conjugate base of 3-dehydroshikimic acid, arising from deprotonation of the carboxy group.
Structure
Thumb
Synonyms:
  • 3-dehydroshikimic acid
  • 5-dehydroshikimic acid
  • 5-dehydroshikimate
Chemical Formula: C7H7O5
Average Molecular Weight: 171.13
Monoisotopic Molecular Weight: 172.0371733673
InChI Key: SLWWJZMPHJJOPH-PHDIDXHHSA-M
InChI: InChI=1S/C7H8O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,5-6,9-10H,2H2,(H,11,12)/p-1/t5-,6-/m1/s1
CAS number: Not Available
IUPAC Name:(4S,5R)-4,5-dihydroxy-3-oxocyclohex-1-ene-1-carboxylate
Traditional IUPAC Name: Not Available
SMILES:C([O-])(=O)C1(=CC(=O)C(O)C(O)C1)
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as cyclohexenones. These are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.
Kingdom Organic compounds
Super ClassOrganic oxygen compounds
Class Organooxygen compounds
Sub ClassCarbonyl compounds
Direct Parent Cyclohexenones
Alternative Parents
Substituents
  • Cyclohexenone
  • Secondary alcohol
  • 1,2-diol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Hydrocarbon derivative
  • Alcohol
  • Organic anion
  • Aliphatic homomonocyclic compound
Molecular Framework Aliphatic homomonocyclic compounds
External Descriptors
  • a small molecule (3-DEHYDRO-SHIKIMATE)
Physical Properties
State: Not Available
Charge:-1
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight171.128 g/molPubChem
XLogP3-AA-0.7 PubChem
Hydrogen Bond Donor Count2 PubChem
Hydrogen Bond Acceptor Count5 PubChem
Rotatable Bond Count0 PubChem
Exact Mass171.029 g/molPubChem
Monoisotopic Mass171.029 g/molPubChem
Topological Polar Surface Area97.7 A^2PubChem
Heavy Atom Count12 PubChem
Formal Charge-1 PubChem
Complexity249 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count2 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:
Pathways:
Spectra
Spectra: Not Available
References
References: Not Available
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
ChEBI16630
ChemSpider4573915
IAF126040260
KEGGC02637
PubChem5460360