CHEBI:32364 - 3-dehydroquinate

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ChEBI Name 3-dehydroquinate
ChEBI ID CHEBI:32364
Definition A hydroxy monocarboxylic acid anion that is obtained by removal of a proton from the carboxylic acid group of 3-dehydroquinic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:11781, CHEBI:12122
Supplier Information
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Formula C7H9O6
Net Charge -1
Average Mass 189.14276
Monoisotopic Mass 189.040
InChI InChI=1S/C7H10O6/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h3,5,8,10,13H,1-2H2,(H,11,12)/p-1/t3-,5+,7-/m1/s1
InChIKey WVMWZWGZRAXUBK-SYTVJDICSA-M
SMILES O[C@@H]1C[C@@](O)(CC(=O)[C@H]1O)C([O-])=O
Metabolite of Species Details
Saccharomyces cerevisiae (NCBI:4932) Source: yeast.sf.net See: PubMed
Roles Classification
Biological Role(s): Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3-dehydroquinate (CHEBI:32364) has functional parent (−)-quinate (CHEBI:29751)
3-dehydroquinate (CHEBI:32364) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
3-dehydroquinate (CHEBI:32364) is a hydroxy monocarboxylic acid anion (CHEBI:36059)
3-dehydroquinate (CHEBI:32364) is conjugate base of 3-dehydroquinic acid (CHEBI:17947)
Incoming 3-dehydroquinic acid (CHEBI:17947) is conjugate acid of 3-dehydroquinate (CHEBI:32364)
IUPAC Name
rel-(1R,3R,4S)-1,3,4-trihydroxy-5-oxocyclohexanecarboxylate
Synonyms Sources
3-dehydroquinate UniProt
3-Dehydroquinate KEGG COMPOUND
5-Dehydroquinate KEGG COMPOUND
Database Links Databases
C00944 KEGG COMPOUND
DEHYDROQUINATE MetaCyc
View more database links
Last Modified
21 January 2016
General Comment
2005-03-09 The numbering system used for 3-dehydroquinate is that of the IUPAC/CBN recommendations on cyclitols, sections I-8 and I-9. The use of the term '5-dehydroquinate' for this compound is based on an earlier system of numbering (for example of use, see S. Mitsuhashi and B. D. Davis, Biochim. Biophys. Acta, 1954, 15, 268-280).