EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:84387 - (1s,4s)-prephenic acid

ChEBI IDCHEBI:84387
ChEBI Name(1s,4s)-prephenic acid
Stars
ASCII Name(1s,4s)-prephenic acid
DefinitionA prephenic acid having (1s,4s)-cis-configuration.
Last Modified19 January 2015
SubmitterSteve
DownloadsMolfile
FormulaC10H10O6
Net Charge0
Average Mass226.184
Monoisotopic Mass226.04774
SMILES[H][C@]1(O)C=C[C@@](CC(=O)C(=O)O)(C(=O)O)C=C1
InChIInChI=1S/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)/t6-,10+
InChIKeyFPWMCUPFBRFMLH-XGAOUMNUSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
ChEBI Ontology
Outgoing Relation(s)
(1s,4s)-prephenic acid (CHEBI:84387) is a prephenic acid (CHEBI:16666)
(1s,4s)-prephenic acid (CHEBI:84387) is conjugate acid of (1s,4s)-prephenate(2−) (CHEBI:29934)
Incoming Relation(s)
(1s,4s)-prephenate(2−) (CHEBI:29934) is conjugate base of (1s,4s)-prephenic acid (CHEBI:84387)
IUPAC Names 
cis-1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid
(1s,4s)-1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid
Synonyms  Source
cis-1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propanoic acidChemIDplus
Prephenic acid, cisChemIDplus
cis-prephenic acidChEBI
Manual XrefsDatabases
C00254KEGG COMPOUND
PREPHENATEMetaCyc
Prephenic_acidWikipedia
Registry NumbersSources
Reaxys:2698271Reaxys
CAS:126-49-8KEGG COMPOUND
CAS:87664-40-2ChemIDplus