Showing Compound 3-Hydroxy-2-oxopropanoic acid (FDB008112)

Record Information

Version

1.0

Creation date

2010-04-08 22:07:55 UTC

Update date

2019-11-26 03:02:07 UTC

Primary ID

FDB008112

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

3-Hydroxy-2-oxopropanoic acid

Description

3-Hydroxy-2-oxopropanoic acid belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn. 3-Hydroxy-2-oxopropanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Hydroxy-2-oxopropanoic acid is a cabbage, radish, and sour tasting compound. 3-Hydroxy-2-oxopropanoic acid has been detected, but not quantified in, a few different foods, such as alcoholic beverages, cocoa and cocoa products, and milk and milk products. This could make 3-hydroxy-2-oxopropanoic acid a potential biomarker for the consumption of these foods.

CAS Number

1113-60-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
3-Hydroxy-2-oxopropanoate	Generator
3-Hydroxypyruvate	biospider
3-Hydroxypyruvic acid	biospider
Aldehydohydroxyacetic acid	db_source
Beta-hydroxypyruvate	biospider
Beta-hydroxypyruvic acid	biospider
FEMA 3843	db_source
Formylglycollic acid	db_source
Formylhydroxyacetic acid	db_source
Hydroxypyruvate	biospider

Showing 1 to 10 of 13 entries

Predicted Properties

Property	Value	Source
Water Solubility	327 g/L	ALOGPS
logP	-0.92	ALOGPS
logP	-0.75	ChemAxon
logS	0.5	ALOGPS
pKa (Strongest Acidic)	2.57	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	19.69 m³·mol⁻¹	ChemAxon
Polarizability	8.19 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C6H8O8

IUPAC name

2-hydroxy-3-oxopropanoic acid; 3-hydroxy-2-oxopropanoic acid

InChI Identifier

InChI=1S/2C3H4O4/c2*4-1-2(5)3(6)7/h4H,1H2,(H,6,7);1-2,5H,(H,6,7)

InChI Key

GOSADFBTWDYNFL-UHFFFAOYSA-N

Isomeric SMILES

OCC(=O)C(O)=O.OC(C=O)C(O)=O

Average Molecular Weight

208.1229

Monoisotopic Molecular Weight

208.021917232

Classification

Description

Belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharides

Alternative Parents

Substituents

Alpha-hydroxy acid
Hydroxy acid
1,3-dicarbonyl compound
Monosaccharide
Alpha-hydroxyaldehyde
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Aldehyde
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Short-chain aldehyde
Aliphatic acyclic compound

Molecular Framework

Not Available

External Descriptors

Not Available

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 34.63%; H 3.87%; O 61.50%	DFC
Melting Point	Mp 81-82° dec.	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

Not Available

External Links

ChemSpider ID

939

ChEMBL ID

Not Available

KEGG Compound ID

C00168

Pubchem Compound ID

964

Pubchem Substance ID

Not Available

ChEBI ID

30841

Phenol-Explorer ID

Not Available

DrugBank ID

DB02951

HMDB ID

HMDB01352

CRC / DFC (Dictionary of Food Compounds) ID

DCF30-A:DCF30-A

EAFUS ID

1774

Dr. Duke ID

Not Available

BIGG ID

34120

KNApSAcK ID

C00007563

HET ID

3PY

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1465121

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Pathways

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
cabbage	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
radish	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sour	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.