CHEBI:33508 - glyceric acid

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ChEBI Name glyceric acid
ChEBI ID CHEBI:33508
Definition A trionic acid that consists of propionic acid substituted at positions 2 and 3 by hydroxy groups.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:24348, CHEBI:24349, CHEBI:33846
Supplier Information ChemicalBook:CB7345179, eMolecules:514387
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Phenol (also known as carbolic acid, phenolic acid, or benzenol) is an aromatic organic compound with the molecular formula C6H5OH. It is a white crystalline solid that is volatile. The molecule consists of a phenyl group (−C6H5) bonded to a hydroxy group (−OH). Mildly acidic, it requires careful handling because it can cause chemical burns. Phenol was first extracted from coal tar, but today is produced on a large scale (about 7 million tonnes a year) from petroleum-derived feedstocks. It is an important industrial commodity as a precursor to many materials and useful compounds. It is primarily used to synthesize plastics and related materials. Phenol and its chemical derivatives are essential for production of polycarbonates, epoxies, explosives such as picric acid, Bakelite, nylon, detergents, herbicides such as phenoxy herbicides, and numerous pharmaceutical drugs.
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Formula C3H6O4
Net Charge 0
Average Mass 106.07734
Monoisotopic Mass 106.02661
InChI InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)
InChIKey RBNPOMFGQQGHHO-UHFFFAOYSA-N
SMILES OCC(O)C(O)=O
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): fundamental metabolite
Any metabolite produced by all living cells.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing glyceric acid (CHEBI:33508) has functional parent propionic acid (CHEBI:30768)
glyceric acid (CHEBI:33508) has role fundamental metabolite (CHEBI:78675)
glyceric acid (CHEBI:33508) is a trionic acid (CHEBI:33754)
glyceric acid (CHEBI:33508) is conjugate acid of glycerate (CHEBI:33871)
Incoming 2,3-bisphosphoglyceric acid (CHEBI:28907) has functional parent glyceric acid (CHEBI:33508)
2-phosphoglyceric acid (CHEBI:24344) has functional parent glyceric acid (CHEBI:33508)
3-ADP-2-phosphoglyceric acid (CHEBI:18117) has functional parent glyceric acid (CHEBI:33508)
3-phosphoglyceric acid (CHEBI:17050) has functional parent glyceric acid (CHEBI:33508)
N-acetyl-S-glyceroyl-L-cysteine (CHEBI:131338) has functional parent glyceric acid (CHEBI:33508)
D-glyceric acid (CHEBI:32398) is a glyceric acid (CHEBI:33508)
L-glyceric acid (CHEBI:74324) is a glyceric acid (CHEBI:33508)
glycerate (CHEBI:33871) is conjugate base of glyceric acid (CHEBI:33508)
glyceroyl group (CHEBI:30750) is substituent group from glyceric acid (CHEBI:33508)
IUPAC Name
2,3-dihydroxypropanoic acid
Synonyms Sources
2,3-dihydroxypropionic acid ChEBI
glyceric acid ChemIDplus
Gro ChEBI
Manual Xref Database
Glyceric_acid Wikipedia
View more database links
Registry Numbers Types Sources
164608 Gmelin Registry Number Gmelin
1721417 Beilstein Registry Number Beilstein
1721417 Reaxys Registry Number Reaxys
473-81-4 CAS Registry Number ChemIDplus
Citations Types Sources
14957916 PubMed citation Europe PMC
17439666 PubMed citation Europe PMC
21071844 PubMed citation Europe PMC
21701101 PubMed citation Europe PMC
21852749 PubMed citation Europe PMC
22226201 PubMed citation Europe PMC
Last Modified
23 December 2016