Hydroxypyruvic acid

Hydroxypyruvic acid
	Structural formula
	Ball-and-stick model
Names
	Preferred IUPAC name 3-Hydroxy-2-oxopropanoic acid
	Other names Hydroxypyruvate
Identifiers
CAS Number	1113-60-6 ;
3D model (JSmol)	Interactive image ;
Beilstein Reference	1721079
ChEBI	CHEBI:30841 ;
ChEMBL	ChEMBL1230192 ;
ChemSpider	939 ;
DrugBank	DB02951 ;
ECHA InfoCard	100.124.121
EC Number	619-885-5;
KEGG	C00168 ;
PubChem CID	964 ;
UNII	934B2KHY0S ;
CompTox Dashboard (EPA)	DTXSID40149588 ;
	InChI InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7) Key: HHDDCCUIIUWNGJ-UHFFFAOYSA-N ; InChI=1/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7) Key: HHDDCCUIIUWNGJ-UHFFFAOYAP;
	SMILES O=C(O)C(=O)CO;
Properties
Chemical formula	C3H4O4
Molar mass	104.06 g/mol
Appearance	white solid
Melting point	202 °C (396 °F; 475 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H314
Precautionary statements	P260, P264, P270, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P330, P363, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Last updated November 14, 2025

Hydroxypyruvic acid is the organic compound with the formula HOCH₂C(O)CO₂H. It is a white solid. It is encountered in many biochemical contexts, being the oxidized derivative of lactic acid, a degradation product of RuBisCO, and the result of oxidative deamination of serine.^[2]^[3]

D-Serine

+ O₂

D-amino acid oxidase

H₂O

NH₃

H₂O

NH₃

Hydroxypyruvic acid

+ HO-OH

Notes

↑ "3-Hydroxypyruvic acid". pubchem.ncbi.nlm.nih.gov.
↑ Timm, Stefan; Florian, Alexandra; Jahnke, Kathrin; Nunes-Nesi, Adriano; Fernie, Alisdair R.; Bauwe, Hermann (2011). "The Hydroxypyruvate-Reducing System in Arabidopsis: Multiple Enzymes for the Same End". Plant Physiology. 155 (2): 694–705. doi:10.1104/pp.110.166538. PMC 3032460 . PMID 21205613.
↑ Enzyme 1.4.3.3 at KEGG Pathway Database.

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[1] "3-Hydroxypyruvic acid". pubchem.ncbi.nlm.nih.gov.

[2] Timm, Stefan; Florian, Alexandra; Jahnke, Kathrin; Nunes-Nesi, Adriano; Fernie, Alisdair R.; Bauwe, Hermann (2011). "The Hydroxypyruvate-Reducing System in Arabidopsis: Multiple Enzymes for the Same End". Plant Physiology. 155 (2): 694–705. doi:10.1104/pp.110.166538. PMC 3032460 . PMID 21205613.

[3] Enzyme 1.4.3.3 at KEGG Pathway Database.

[1]

[2]

[3]

Names
Structural formula
Ball-and-stick model
Preferred IUPAC name 3-Hydroxy-2-oxopropanoic acid
Other names Hydroxypyruvate
Identifiers
CAS Number	1113-60-6 ^Y
3D model (JSmol)	Interactive image
Beilstein Reference	1721079
ChEBI	CHEBI:30841 ^Y
ChEMBL	ChEMBL1230192
ChemSpider	939 ^Y
DrugBank	DB02951 ^Y
ECHA InfoCard	100.124.121
EC Number	619-885-5
KEGG	C00168 ^Y
PubChem CID	964
UNII	934B2KHY0S ^Y
CompTox Dashboard (EPA)	DTXSID40149588
InChI InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7)^Y Key: HHDDCCUIIUWNGJ-UHFFFAOYSA-N^Y InChI=1/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7) Key: HHDDCCUIIUWNGJ-UHFFFAOYAP
SMILES O=C(O)C(=O)CO
Properties
Chemical formula	C₃H₄O₄
Molar mass	104.06 g/mol
Appearance	white solid
Melting point	202 °C (396 °F; 475 K)
Hazards^[1]
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H314
Precautionary statements	P260, P264, P270, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P330, P363, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references

Hydroxypyruvic acid

See also

Notes