MiMeDB: Showing metabocard for 4-Hydroxy-2-oxopentanoate (MMDBc0030018)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:50:51 UTC

Update Date

2022-08-31 17:38:42 UTC

Metabolite ID

MMDBc0030018

Metabolite Identification

Common Name

4-Hydroxy-2-oxopentanoate

Description

4-hydroxy-2-oxopentanoate is a member of the chemical class known as Straight Chain Fatty Acids. These are fatty acids with a straight aliphatic chain. 4-hydroxy-2-oxopentanoate is invovled in Phenylpropionic acid degradation. r 15;80(8):2939-48.)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Hydroxy-2-oxopentanoic acid	Generator
4-Hydroxy-2-oxovalerate	MeSH

Molecular Formula

C₅H₇O₄

Average Mass

131.108

Monoisotopic Mass

131.034982285

IUPAC Name

4-hydroxy-2-oxopentanoate

Traditional Name

4-hydroxy-2-oxovalerate

CAS Registry Number

3318-73-8

SMILES

CC(O)CC(=O)C([O-])=O

InChI Identifier

InChI=1S/C5H8O4/c1-3(6)2-4(7)5(8)9/h3,6H,2H2,1H3,(H,8,9)/p-1

InChI Key

HFKQINMYQUXOCH-UHFFFAOYSA-M

Chemical Taxonomy

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

Branched fatty acid
Methyl-branched fatty acid
Short-chain keto acid
Hydroxy fatty acid
Alpha-keto acid
Beta-hydroxy ketone
Fatty acyl
Secondary alcohol
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

hydroxy monocarboxylic acid anion (CHEBI:58222 )
oxo monocarboxylic acid anion (CHEBI:58222 )
a small molecule (4-HYDROXY-2-KETOVALERATE )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	329 g/L	ALOGPS
logP	-0.73	ALOGPS
logP	-0.098	ChemAxon
logS	0.34	ALOGPS
pKa (Strongest Acidic)	3.11	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.43 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	39.65 m³·mol⁻¹	ChemAxon
Polarizability	11.52 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

Spectra

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0008166	4-Hydroxy-2-oxopentanoate	Acetaldehyde	Not Available	4-hydroxy-2-oxopentanoate aldolase	VMH	30371894
MMDBr0018846	2-oxopent-4-enoic acid	Water	2-keto-4-pentenoate hydratase	Hydration/dehydration of C-O bond	PathBank	31602464
MMDBr0018847	4-Hydroxy-2-oxopentanoate	Pyruvic acid	4-hydroxy-2-oxovalerate aldolase	Aldol addition (or reverse)	PathBank	31602464
MMDBr0018874	2-oxopent-4-enoic acid	Water	Not Available		PathBank	31602464
MMDBr0018875	4-Hydroxy-2-oxopentanoate	Pyruvic acid	Not Available		PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	38	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	42	Human feces; Human ; Human stool	Metabolic reconstruction
Bacteria	Bacteroidetes	4	Human feces; Human	Metabolic reconstruction
Bacteria	Actinobacteria	12	Human feces; Human	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

4-Hydroxy-2-oxopentanoic acid

METLIN ID

Not Available

PubChem Compound

9543038

PDB ID

Not Available

ChEBI ID

58222

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for 4-Hydroxy-2-oxopentanoate (MMDBc0030018)

MOL for #<Metabolite:0x00007f5a629283a8>

3D MOL for #<Metabolite:0x00007f5a629283a8>

3D SDF for #<Metabolite:0x00007f5a629283a8>

3D-SDF for #<Metabolite:0x00007f5a629283a8>

PDB for #<Metabolite:0x00007f5a629283a8>

3D PDB for #<Metabolite:0x00007f5a629283a8>

SMILES for #<Metabolite:0x00007f5a629283a8>

INCHI for #<Metabolite:0x00007f5a629283a8>

Structure for #<Metabolite:0x00007f5a629283a8>

3D Structure for #<Metabolite:0x00007f5a629283a8>