CHEBI:24344 - 2-phosphoglyceric acid

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ChEBI Name 2-phosphoglyceric acid
ChEBI ID CHEBI:24344
Definition A monophosphoglyceric acid having the phospho group at the 2-position.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information eMolecules:497080, ZINC000000155696
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Deoxyuridine (dU) is a compound and a nucleoside. It belongs to a class of compounds known as Pyrimidine 2'-deoxyribonucleosides and closely resembles the chemical composition of uridine but without the presence of the 2' hydroxyl group. Idoxuridine and Trifluridine are variants of deoxyuridine used as antiviral drugs. They are similar enough to be incorporated as part of DNA replication, but they possess side groups on the uracil component (an iodine and a CF3 group, respectively), that prevent base pairing. A known use of dU is as a precursor in the synthesis of Edoxudine. This compound exists in all living organisms and can become part of DNA in both prokaryotic and eukaryotic cells through two mechanisms. The first is the removal of an amino group from cytosine to result in uracil and the second is the non-intentional incorporation of pyrimidine where thymine belongs in the DNA, resulting in dUMP. UMP synthase deficiency is a metabolic disorder in humans that involves deoxyuridine. Deoxyuridine can be toxic. It has also been found in several foods, which makes it a useful indicator for diseases through consumption of those foods.
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Formula C3H7O7P
Net Charge 0
Average Mass 186.057
Monoisotopic Mass 185.99294
InChI InChI=1S/C3H7O7P/c4-1-2(3(5)6)10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)
InChIKey GXIURPTVHJPJLF-UHFFFAOYSA-N
SMILES C(C(CO)OP(=O)(O)O)(O)=O
ChEBI Ontology
Outgoing 2-phosphoglyceric acid (CHEBI:24344) has functional parent glyceric acid (CHEBI:33508)
2-phosphoglyceric acid (CHEBI:24344) is a monophosphoglyceric acid (CHEBI:25405)
2-phosphoglyceric acid (CHEBI:24344) is a tetronic acid derivative (CHEBI:63455)
2-phosphoglyceric acid (CHEBI:24344) is conjugate acid of 2-phosphoglycerate(3−) (CHEBI:88350)
Incoming 2-phospho-D-glyceric acid (CHEBI:17835) is a 2-phosphoglyceric acid (CHEBI:24344)
2-phosphoglycerate(3−) (CHEBI:88350) is conjugate base of 2-phosphoglyceric acid (CHEBI:24344)
Synonym Source
3-hydroxy-2-(phosphonooxy)propanoic acid ChEBI
Manual Xrefs Databases
2-Phosphoglyceric_acid Wikipedia
DB01709 DrugBank
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Last Modified
04 March 2016