3-phospho-D-glyceric acid (CHEBI:17794)

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ChEBI Name	3-phospho-D-glyceric acid

ChEBI ID	CHEBI:17794

ChEBI ASCII Name	3-phospho-D-glyceric acid

Definition	The D-enantiomer of 3-phosphoglyceric acid

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:12987, CHEBI:11879, CHEBI:1657, CHEBI:11880, CHEBI:21029

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

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Wikipedia	License
Myricetin is a member of the flavonoid class of polyphenolic compounds, with antioxidant properties. Common dietary sources include vegetables (including tomatoes), fruits (including oranges), nuts, berries, tea, and red wine. Myricetin is structurally similar to fisetin, luteolin, and quercetin and is reported to have many of the same functions as these other members of the flavonol class of flavonoids. Reported average intake of myricetin per day varies depending on diet, but has been shown in the Netherlands to average 23 mg/day. Myricetin is produced from the parent compound taxifolin through the (+)-dihydromyricetin intermediate and can be further processed to form laricitrin and then syringetin, both members of the flavonol class of flavonoids. Dihydromyricetin is frequently sold as a supplement and has controversial function as a partial GABAA receptor potentiator and treatment in Alcohol Use Disorder (AUD). Myricetin can alternatively be produced directly from kaempferol, which is another flavonol.
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Formula

C3H7O7P

Net Charge

Average Mass

186.05720

Monoisotopic Mass

185.99294

InChI

InChI=1S/C3H7O7P/c4-2(3(5)6)1-10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1

InChIKey

OSJPPGNTCRNQQC-UWTATZPHSA-N

SMILES

O[C@H](COP(O)(O)=O)C(O)=O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed

Roles Classification
Biological Role(s):	Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). fundamental metabolite Any metabolite produced by all living cells. (via 3-phosphoglyceric acid ) 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. (via 3-phosphoglyceric acid )

ChEBI Ontology
Outgoing	3-phospho-D-glyceric acid (CHEBI:17794) has functional parent D-glyceric acid (CHEBI:32398) 3-phospho-D-glyceric acid (CHEBI:17794) has role Escherichia coli metabolite (CHEBI:76971) 3-phospho-D-glyceric acid (CHEBI:17794) has role mouse metabolite (CHEBI:75771) 3-phospho-D-glyceric acid (CHEBI:17794) is a 3-phosphoglyceric acid (CHEBI:17050) 3-phospho-D-glyceric acid (CHEBI:17794) is conjugate acid of 3-phosphonato-D-glycerate(3−) (CHEBI:58272)

Incoming	3-phosphonato-D-glycerate(3−) (CHEBI:58272) is conjugate base of 3-phospho-D-glyceric acid (CHEBI:17794)

IUPAC Name

(2R)-2-hydroxy-3-(phosphonooxy)propanoic acid

Last Modified

27 January 2016