5-dehydro-L-gluconic acid (CHEBI:137932)

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ChEBI Name	5-dehydro-L-gluconic acid

ChEBI ID	CHEBI:137932

ChEBI ASCII Name	5-dehydro-L-gluconic acid

Definition	A ketogluconic acid that is L-gluconic acid in which the hydroxy group at position 2 has been oxidised to the corresponding ketone.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C6H10O7

Net Charge

Average Mass

194.140

Monoisotopic Mass

194.04265

InChI

InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h3-5,7,9-11H,1H2,(H,12,13)/t3-,4+,5-/m0/s1

InChIKey

IZSRJDGCGRAUAR-LMVFSUKVSA-N

SMILES

O[C@H]([C@@H](O)C(=O)CO)[C@H](O)C(O)=O

Metabolite of Species	Details
Paracoccus laeviglucosivorans (NCBI:txid1197861)	See: PubMed
Thermotoga maritima (NCBI:txid2336)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	marine metabolite Any metabolite produced during a metabolic reaction in marine macro- and microorganisms. bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria.

ChEBI Ontology
Outgoing	5-dehydro-L-gluconic acid (CHEBI:137932) has functional parent L-gluconic acid (CHEBI:86359) 5-dehydro-L-gluconic acid (CHEBI:137932) has role bacterial metabolite (CHEBI:76969) 5-dehydro-L-gluconic acid (CHEBI:137932) has role marine metabolite (CHEBI:76507) 5-dehydro-L-gluconic acid (CHEBI:137932) is a hexonic acid (CHEBI:33752) 5-dehydro-L-gluconic acid (CHEBI:137932) is a ketogluconic acid (CHEBI:24967) 5-dehydro-L-gluconic acid (CHEBI:137932) is conjugate acid of 5-dehydro-L-gluconate (CHEBI:137108) 5-dehydro-L-gluconic acid (CHEBI:137932) is enantiomer of 5-dehydro-D-gluconic acid (CHEBI:17426)

Incoming	5-dehydro-L-gluconate (CHEBI:137108) is conjugate base of 5-dehydro-L-gluconic acid (CHEBI:137932) 5-dehydro-D-gluconic acid (CHEBI:17426) is enantiomer of 5-dehydro-L-gluconic acid (CHEBI:137932)

IUPAC Name

L-xylo-hex-5-ulosonic acid

Registry Number	Type	Source
1726806	Reaxys Registry Number	Reaxys

Citation	Type	Source
23441918	PubMed citation	Europe PMC

Last Modified

18 July 2017