MiMeDB: Showing metabocard for ethyl 3-hydroxybutanoate (MMDBc0033458)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:49:29 UTC

Update Date

2024-10-09 17:18:38 UTC

Metabolite ID

MMDBc0033458

Metabolite Identification

Common Name

ethyl 3-hydroxybutanoate

Description

Ethyl-3-hydroxybutyrate is a volatile ethyl ester found in wine and produced during fermentation by yeast. Ethyl esters are formed by the reaction of ethanol with a fatty acid. Ethyl-3-hydroxybutyrate is responsible for marshmallow-like aromas. The concentrations of ethyl ester decrease over time as a wine ages due to spontaneous hydrolysis.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Ethyl beta-hydroxybutyrate	ChEBI
Ethyl b-hydroxybutyrate	Generator
Ethyl b-hydroxybutyric acid	Generator
Ethyl beta-hydroxybutyric acid	Generator
Ethyl β-hydroxybutyrate	Generator
Ethyl β-hydroxybutyric acid	Generator
Ethyl (±)-3-hydroxybutyric acid	Generator
Ethyl 3-hydroxybutyrate	HMDB
FEMA 3428	HMDB
Ethyl 3-hydroxybutyric acid	Generator
(S)-Ethyl 3-hydroxybutyrate	MeSH
(R)-Ethyl 3-hydroxybutyrate	MeSH

Molecular Formula

C₆H₁₂O₃

Average Mass

132.1577

Monoisotopic Mass

132.07864425

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

5405-41-4

SMILES

Not Available

InChI Identifier

InChI=1S/C6H12O3/c1-3-9-6(8)4-5(2)7/h5,7H,3-4H2,1-2H3

InChI Key

OMSUIQOIVADKIM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta hydroxy acids and derivatives

Alternative Parents

Substituents

Fatty acid ester
Beta-hydroxy acid
Fatty acyl
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

fatty acid ethyl ester (CHEBI:87685 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Activity	Data Source	Reference
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0040409

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020141

KNApSAcK ID

C00050444

Chemspider ID

56334

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62572

PDB ID

Not Available

ChEBI ID

87685

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Antonelli A, Castellari L, Zambonelli C, Carnacini A: Yeast influence on volatile composition of wines. J Agric Food Chem. 1999 Mar;47(3):1139-44. doi: 10.1021/jf9807317. [PubMed:10552428 ]
Patel S, Shibamoto T: Effect of different strains of Saccharomyces cerevisiae on production of volatiles in Napa Gamay wine and Petite Sirah wine. J Agric Food Chem. 2002 Sep 25;50(20):5649-53. doi: 10.1021/jf020337f. [PubMed:12236692 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for ethyl 3-hydroxybutanoate (MMDBc0033458)

MOL for #<Metabolite:0x00007fdb4c350618>

3D MOL for #<Metabolite:0x00007fdb4c350618>

3D SDF for #<Metabolite:0x00007fdb4c350618>

3D-SDF for #<Metabolite:0x00007fdb4c350618>

PDB for #<Metabolite:0x00007fdb4c350618>

3D PDB for #<Metabolite:0x00007fdb4c350618>

SMILES for #<Metabolite:0x00007fdb4c350618>

INCHI for #<Metabolite:0x00007fdb4c350618>

Structure for #<Metabolite:0x00007fdb4c350618>

3D Structure for #<Metabolite:0x00007fdb4c350618>