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Bovine Metabolome Database

Showing metabocard for Prephenate (BMDB12283)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2009-04-06 17:22:18
Update Date 2009-05-25 15:50:26
Accession Number BMDB12283
Common Name Prephenate
Description Prephenic acid, more commonly known by its anionic form prephenate, is an intermediate in the biosynthesis of the aromatic amino acids phenylalanine and tyrosine.
  1. 1-Carboxy-4-hydroxy-2,5-cyclohexadiene-1-pyruvic acid
  2. 1-carboxy-4-hydroxy-2,5-Cyclohexadiene-1-pyruvic acid
  3. PRE
  4. Prephenic acid
Chemical IUPAC Name 4-hydroxy-1-(3-hydroxy-2,3-dioxopropyl)cyclohexa-2,5-diene-1-carboxylic acid
Chemical Formula C10H10O6
Chemical Structure Structure
Chemical Taxonomy
  • Organic
Super Class
Sub Class
  • Mammalian_Metabolite
  • ketone; secondary alcohol; carboxylic acid; alkene
  • Endogenous
Average Molecular Weight 226.183
Monoisotopic Molecular Weight 226.047745
Isomeric SMILES OC1C=CC(CC(=O)C(O)=O)(C=C1)C(O)=O
Canonical SMILES OC1C=CC(CC(=O)C(O)=O)(C=C1)C(O)=O
KEGG Compound ID C00254 Link Image
BiGG ID Not Available
Wikipedia Link Not Available
METLIN ID Not Available
PubChem Compound 1028 Link Image
PubChem Substance 14822801 Link Image
ChEBI ID 29934 Link Image
CAS Registry Number 126-49-8
InChI Identifier InChI=1/C10H10O6/c11-6-1-3-10(4-2-6,9(15)16)5-7(12)8(13)14/h1-4,6,11H,5H2,(H,13,14)(H,15,16)
Synthesis Reference Not Available
Melting Point (Experimental) Not Available
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 36.0 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge 0
State Solid
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP/Hydrophobicity -0.31 [Predicted by ALOGPS] Calculated using ALOGPS
Material Safety Data Sheet (MSDS) Not Available
MOL File Show
SDF File Show
PDB File Show
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Not Available
Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Not Available
Predicted 1H NMR Spectrum Not Available
Not Available
Predicted 13C NMR Spectrum Not Available
Not Available
Mass Spectrum Not Available
Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location Not Available
Biofluid Location Not Available
Tissue Location Not Available
Concentrations (Normal) Not Available
Concentrations (Abnormal) Not Available
Pathway Names Not Available
HMDB Pathways Not Available
KEGG Pathways Not Available
SimCell Pathways Not Available
General References Not Available