CHEBI:16995 - oxalic acid

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ChEBI Name oxalic acid
ChEBI ID CHEBI:16995
Definition An α,ω-dicarboxylic acid that is ethane substituted by carboxyl groups at positions 1 and 2.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44583, CHEBI:25730, CHEBI:7811
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Formula C2H2O4
Net Charge 0
Average Mass 90.03490
Monoisotopic Mass 89.99531
InChI InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)
InChIKey MUBZPKHOEPUJKR-UHFFFAOYSA-N
SMILES OC(=O)C(O)=O
Metabolite of Species Details
Chlamydomonas reinhardtii (NCBI:txid3055) 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): algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing oxalic acid (CHEBI:16995) has role algal metabolite (CHEBI:84735)
oxalic acid (CHEBI:16995) has role human metabolite (CHEBI:77746)
oxalic acid (CHEBI:16995) has role plant metabolite (CHEBI:76924)
oxalic acid (CHEBI:16995) is a α,ω-dicarboxylic acid (CHEBI:28383)
oxalic acid (CHEBI:16995) is conjugate acid of oxalate (CHEBI:132952)
oxalic acid (CHEBI:16995) is conjugate acid of oxalate(1−) (CHEBI:46904)
Incoming 11β,13-dihydro-8-deoxylactucin 15-oxalate (CHEBI:90278) has functional parent oxalic acid (CHEBI:16995)
11β,13-dihydrolactucin 15-oxalate (CHEBI:90270) has functional parent oxalic acid (CHEBI:16995)
11β,13-dihydrolactucopicrin 15-oxalate (CHEBI:90281) has functional parent oxalic acid (CHEBI:16995)
5-(3-carboxy-3-oxopropenyl)-4,6-dihydroxypyridine-2-carboxylic acid (CHEBI:16685) has functional parent oxalic acid (CHEBI:16995)
8-deoxylactucin 15-oxalate (CHEBI:90276) has functional parent oxalic acid (CHEBI:16995)
L-α-amino-γ-oxalylaminobutyric acid (CHEBI:6329) has functional parent oxalic acid (CHEBI:16995)
allyl octadecyl oxalate (CHEBI:84271) has functional parent oxalic acid (CHEBI:16995)
lactucin 15-oxalate (CHEBI:90272) has functional parent oxalic acid (CHEBI:16995)
lactucopicrin 15-oxalate (CHEBI:90280) has functional parent oxalic acid (CHEBI:16995)
Methyl oxalate (CHEBI:6859) has functional parent oxalic acid (CHEBI:16995)
oxalyl-CoA (CHEBI:15535) has functional parent oxalic acid (CHEBI:16995)
oxamide (CHEBI:48248) has functional parent oxalic acid (CHEBI:16995)
oxalate (CHEBI:132952) is conjugate base of oxalic acid (CHEBI:16995)
oxalate(1−) (CHEBI:46904) is conjugate base of oxalic acid (CHEBI:16995)
oxalo group (CHEBI:30871) is substituent group from oxalic acid (CHEBI:16995)
oxalooxy group (CHEBI:30873) is substituent group from oxalic acid (CHEBI:16995)
oxalyl group (CHEBI:30870) is substituent group from oxalic acid (CHEBI:16995)
IUPAC Name
oxalic acid
Synonyms Sources
Ethandisäure ChEBI
ethane-1,2-dioic acid NIST Chemistry WebBook
Ethanedioic acid KEGG COMPOUND
H2ox IUPAC
HOOCCOOH NIST Chemistry WebBook
Oxalic acid KEGG COMPOUND
OXALIC ACID PDBeChem
Oxalsäure ChEBI
Manual Xrefs Databases
C00001198 KNApSAcK
C00209 KEGG COMPOUND
DB03902 DrugBank
HMDB0002329 HMDB
LMFA01170031 LIPID MAPS
OXALATE MetaCyc
Oxalic_acid Wikipedia
OXD PDBeChem
View more database links
Registry Numbers Types Sources
144-62-7 CAS Registry Number KEGG COMPOUND
144-62-7 CAS Registry Number ChemIDplus
144-62-7 CAS Registry Number NIST Chemistry WebBook
2208 Gmelin Registry Number Gmelin
385686 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15587083 PubMed citation Europe PMC
22735334 PubMed citation Europe PMC
Last Modified
09 August 2016