CHEBI:17803 - dehydro-D-arabinono-1,4-lactone

ChEBI IDCHEBI:17803
ChEBI Namedehydro-D-arabinono-1,4-lactone
Stars
ASCII Namedehydro-D-arabinono-1,4-lactone
DefinitionA γ-lactone that is 5-(hydroxymethyl)furan-2(5H)-one substituted at positions 3 and 4 by hydroxy groups (the 5R-stereoisomer).
Secondary ChEBI IDsCHEBI:4272, CHEBI:12889, CHEBI:20925
Last Modified11 August 2017
DownloadsMolfile
FormulaC5H6O5
Net Charge0
Average Mass146.098
Monoisotopic Mass146.02152
SMILESO=C1O[C@H](CO)C(O)=C1O
InChIInChI=1S/C5H6O5/c6-1-2-3(7)4(8)5(9)10-2/h2,6-8H,1H2/t2-/m1/s1
InChIKeyZZZCUOFIHGPKAK-UWTATZPHSA-N
Species of MetaboliteComponentSourceComments
Sclerotinia sclerotiorum (ncbitaxon:5180) - PubMed (7612007)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
cofactor  An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
ChEBI Ontology
Outgoing Relation(s)
dehydro-D-arabinono-1,4-lactone (CHEBI:17803) has role antioxidant (CHEBI:22586)
dehydro-D-arabinono-1,4-lactone (CHEBI:17803) has role cofactor (CHEBI:23357)
dehydro-D-arabinono-1,4-lactone (CHEBI:17803) has role fungal metabolite (CHEBI:76946)
dehydro-D-arabinono-1,4-lactone (CHEBI:17803) is a γ-lactone (CHEBI:37581)
dehydro-D-arabinono-1,4-lactone (CHEBI:17803) is conjugate acid of dehydro-D-arabinono-1,4-lactone(1−) (CHEBI:58277)
Incoming Relation(s)
dehydro-D-arabinono-1,4-lactone(1−) (CHEBI:58277) is conjugate base of dehydro-D-arabinono-1,4-lactone (CHEBI:17803)
IUPAC Name 
(5R)-3,4-dihydroxy-5-(hydroxymethyl)furan-2(5H)-one
Synonyms  Source
D-erythroascorbic acidChEBI
(5R)-3,4-Dihydroxy-5-(hydroxymethyl)furan-2(5H)-oneKEGG COMPOUND
D-glycero-2-pentenono-l,4-lactoneChEBI
Manual XrefsDatabases
C06316KEGG COMPOUND
CPD-1789MetaCyc
WO9529928Patent
Registry NumbersSources
Reaxys:82335Reaxys
Citations