Showing Compound 2-oxo-3-hydroxy-4-phosphobutanoate (FDB030351)

Record Information

Version

1.0

Creation date

2015-05-07 19:05:16 UTC

Update date

2019-11-26 03:21:42 UTC

Primary ID

FDB030351

Secondary Accession Numbers

FDB024087

Chemical Information

FooDB Name

2-oxo-3-hydroxy-4-phosphobutanoate

Description

2-oxo-3-hydroxy-4-phosphobutanoic acid, also known as (3r)-3-hydroxy-2-oxo-4-phosphonooxybutanoate or alpha-keto-3-hydroxy-4-phosphobutyrate, belongs to short-chain keto acids and derivatives class of compounds. Those are keto acids with an alkyl chain the contains less than 6 carbon atoms. 2-oxo-3-hydroxy-4-phosphobutanoic acid is soluble (in water) and a moderately acidic compound (based on its pKa). 2-oxo-3-hydroxy-4-phosphobutanoic acid can be found in a number of food items such as black-eyed pea, root vegetables, japanese persimmon, and american butterfish, which makes 2-oxo-3-hydroxy-4-phosphobutanoic acid a potential biomarker for the consumption of these food products. 2-oxo-3-hydroxy-4-phosphobutanoic acid exists in all living species, ranging from bacteria to humans.

CAS Number

Not Available

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(3R)-3-Hydroxy-2-oxo-4-phosphonooxybutanoate	ChEBI
(3R)-3-Hydroxy-2-oxo-4-phosphonooxybutanoic acid	Generator
(3R)-3-Hydroxy-2-oxo-4-phosphooxybutanoate	Kegg
(3R)-3-Hydroxy-2-oxo-4-phosphooxybutanoic acid	Generator
2-oxo-3-Hydroxy-4-phosphobutanoate	ChEBI
a-Keto-3-hydroxy-4-phosphobutyrate	Generator
a-Keto-3-hydroxy-4-phosphobutyric acid	Generator
alpha-Keto-3-hydroxy-4-phosphobutyrate	ChEBI
alpha-Keto-3-hydroxy-4-phosphobutyric acid	Generator
Α-keto-3-hydroxy-4-phosphobutyrate	Generator

Showing 1 to 10 of 11 entries

Predicted Properties

Property	Value	Source
Water Solubility	16.2 g/L	ALOGPS
logP	-2	ALOGPS
logP	-1.4	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.34	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	141.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	36.6 m³·mol⁻¹	ChemAxon
Polarizability	15.26 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

C4H7O8P

IUPAC name

(3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid

InChI Identifier

InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2,5H,1H2,(H,7,8)(H2,9,10,11)/t2-/m1/s1

InChI Key

MZJFVXDTNBHTKZ-UWTATZPHSA-N

Isomeric SMILES

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

Average Molecular Weight

214.0673

Monoisotopic Molecular Weight

213.987853712

Classification

Description

Belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Short-chain keto acids and derivatives

Direct Parent

Short-chain keto acids and derivatives

Alternative Parents

Substituents

Monoalkyl phosphate
Short-chain keto acid
Beta-hydroxy acid
Acyloin
Alpha-keto acid
Alkyl phosphate
Phosphoric acid ester
Hydroxy acid
Organic phosphoric acid derivative
Monosaccharide
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-oxo monocarboxylic acid (CHEBI:27951 )
3-hydroxy monocarboxylic acid (CHEBI:27951 )
carboxyalkyl phosphate (CHEBI:27951 )
oxoalkyl phosphate (CHEBI:27951 )
hydroxyalkyl phosphate (CHEBI:27951 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

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	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	2-Oxo-3-hydroxy-4-phosphobutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9300000000-db85b7397058e1ec03b8	Spectrum
Predicted GC-MS	2-Oxo-3-hydroxy-4-phosphobutanoic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0005-9121000000-aee0eaf4d81dbd99259b	Spectrum
Predicted GC-MS	2-Oxo-3-hydroxy-4-phosphobutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ot-1930000000-9c3c35aa2de551b4bbf2	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00ke-4900000000-162b52e552d9157d3bbb	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0005-9300000000-abe9d170b8c46a45e858	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0329-9730000000-c5dda701292450f19043	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9200000000-1880b6c8035cdbc2520f	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-8b44e7c9ed6f8dcaee86	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9020000000-7708f7e46e45e30974c6	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-e2b487fed3fe6cdfcc08	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9100000000-3541ae70498a829692b2	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000w-9000000000-51318a1b7c455a5670bb	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

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

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound 2-oxo-3-hydroxy-4-phosphobutanoate (FDB030351)

Structure for FDB030351 (2-oxo-3-hydroxy-4-phosphobutanoate)