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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name dehydro-D-arabinono-1,4-lactone
ChEBI ID CHEBI:17803
ChEBI ASCII Name dehydro-D-arabinono-1,4-lactone
Definition A γ-lactone that is 5-(hydroxymethyl)furan-2(5H)-one substituted at positions 3 and 4 by hydroxy groups (the 5R-stereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:4272, CHEBI:12889, CHEBI:20925
Supplier Information
Download Molfile XML SDF
Formula C5H6O5
Net Charge 0
Average Mass 146.09814
Monoisotopic Mass 146.022
InChI InChI=1S/C5H6O5/c6-1-2-3(7)4(8)5(9)10-2/h2,6-8H,1H2/t2-/m1/s1
InChIKey ZZZCUOFIHGPKAK-UWTATZPHSA-N
SMILES OC[C@H]1OC(=O)C(O)=C1O
Metabolite of Species Details
Sclerotinia sclerotiorum (NCBI:txid5180) See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): 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).
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
(5R)-3,4-Dihydroxy-5-(hydroxymethyl)furan-2(5H)-one KEGG COMPOUND
D-erythroascorbic acid ChEBI
D-glycero-2-pentenono-l,4-lactone ChEBI
Database Links Databases
C06316 KEGG COMPOUND
CPD-1789 MetaCyc
WO9529928 Patent
View more database links
Registry Numbers Types Sources
82335 Beilstein Registry Number Beilstein
82335 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10094636 PubMed citation Europe PMC
10508108 PubMed citation Europe PMC
11349062 PubMed citation Europe PMC
15809004 PubMed citation Europe PMC
17151466 PubMed citation Europe PMC
18282465 PubMed citation Europe PMC
19412602 PubMed citation Europe PMC
20403425 PubMed citation Europe PMC
20815349 PubMed citation Europe PMC
21369982 PubMed citation Europe PMC
25957768 PubMed citation Europe PMC
7612007 PubMed citation Europe PMC
IND20363771 Agricola citation Europe PMC
IND20401001 Agricola citation Europe PMC
Last Modified
11 August 2017