MiMeDB: Showing metabocard for Ethylmethylacetic acid (MMDBc0000213)

Not Available

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:40:00 UTC

Update Date

2024-09-29 03:08:47 UTC

Metabolite ID

MMDBc0000213

Metabolite Identification

Common Name

Ethylmethylacetic acid

Description

Ethylmethylacetic acid is a carboxylic acid found in low amounts in normal humans (PMID 3372640 ). It has been described in the urine of individuals with 2-ethylhydracrylic aciduria associated with short/branched-chain acyl-CoA dehydrogenase deficiency (due to ACADSB gene mutations, OMIM 600301 ) (PMID 15615815 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Methybutyric acid	ChEBI
alpha-Methyl butyric acid	ChEBI
alpha-Methylbutyric acid	ChEBI
Butane-2-carboxylic acid	ChEBI
Methylethylacetic acid	ChEBI
2-Methylbutyric acid	Kegg
2-Methybutyrate	Generator
a-Methyl butyrate	Generator
a-Methyl butyric acid	Generator
alpha-Methyl butyrate	Generator
Α-methyl butyrate	Generator
Α-methyl butyric acid	Generator
a-Methylbutyrate	Generator
a-Methylbutyric acid	Generator
alpha-Methylbutyrate	Generator
Α-methylbutyrate	Generator
Α-methylbutyric acid	Generator
Butane-2-carboxylate	Generator
Methylethylacetate	Generator
2-Methylbutyrate	Generator
Ethylmethylacetate	Generator
(+/-)-2-methylbutyrate	HMDB
(+/-)-2-methylbutyric acid	HMDB
2-Ethylpropionate	HMDB
2-Ethylpropionic acid	HMDB
2-Methyl butyrate	HMDB
2-Methyl butyric acid	HMDB
2-Methylbutanoate	HMDB, Generator
2-Methylbutanoic acid	HMDB
D-2-Methyl butyrate	HMDB
D-2-Methyl butyric acid	HMDB
DL-2-Methy butyrate	HMDB
DL-2-Methy butyric acid	HMDB
DL-2-Methylbutyrate	HMDB
DL-2-Methylbutyric acid	HMDB
2-Methylbutyrate, (+-)-isomer	MeSH, HMDB
2-Methylbutyrate, sodium salt	MeSH, HMDB
RS-2-Methylbutyrate	MeSH, HMDB
Ethylmethylacetic acid	ChEBI

Molecular Formula

C₅H₁₀O₂

Average Mass

102.1317

Monoisotopic Mass

102.068079564

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

116-53-0

SMILES

Not Available

InChI Identifier

InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)

InChI Key

WLAMNBDJUVNPJU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Methyl-branched fatty acids

Alternative Parents

Substituents

Methyl-branched fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

methylbutyric acid (CHEBI:37070 )
Branched fatty acids (LMFA01020072 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Saliva
Urine

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
MMDBp0192140	UDP-glucuronosyltransferase 1-1	Enzyme	P22309	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0008228	3-Methyl-2-oxovaleric acid	Ethylmethylacetic acid	Not Available		VMH	30371894

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	Fibrobacteres	1		Microbial culture
Bacteria	Proteobacteria	2		Microbial culture
Bacteria	Firmicutes	8	Human feces; Human	Microbial culture; Metabolic reconstruction
Bacteria	Bacteroidetes	1	Human feces	Microbial culture
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Food			FooDB	Manually Annotated
Plant	Fruit	Vaccinium macrocarpon	FooDB	DUKE
Plant	Fruit	Vaccinium corymbosum	FooDB	Timo Hirvi and Erkki Honkanen. The arome of blueberries. J. Sci. Food Agric. 1983, 34, 992-998. DOI: 10.1002/jsfa.2740340916
Plant	Fruit	Rubus	FooDB	12744680
Plant	Root	Arctium lappa	FooDB	DUKE
Plant	Plant	Prunus armeniaca	FooDB	DUKE
Plant	Fruit juice	Vaccinium myrtillus	FooDB	DUKE
Plant	Juice	Rubus	FooDB	Hans-Ulrich Humpf and Peter Schreier. Bound aroma compounds from the fruit and the leaves of blackberry (Rubus laciniata L.) J. Agrie. FoodChem. 1991, 39. 1830-1832 https://pubs.acs.org/doi/pdf/10.1021/jf00010a028
Plant	Plant	Cinnamomum aromaticum	FooDB	DUKE
Plant	Fruit	Capsicum annuum var. annuum	FooDB	DUKE
Plant	Fruit	Vaccinium myrtillus	FooDB	Timo Hirvi and Erkki Honkanen. The arome of blueberries. J. Sci. Food Agric. 1983, 34, 992-998. DOI: 10.1002/jsfa.2740340916
Plant	Fruit	Rubus	FooDB	12744680
Plant	Flower	Carthamus tinctorius	FooDB	DUKE
Plant	Fruit	Capsicum annuum	FooDB	DUKE
Plant	Fruit juice	Vaccinium corymbosum	FooDB	DUKE

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
Human Feces	Detected but not Quantified									HMDB
Human Urine	Detected and Quantified	0.0097				nmol/mmol creatinine	Children (1-13 years old)	Male	Normal	HMDB	3372640
Human Feces	Detected and Quantified	735.913	226.276			nmol/g wet feces	Not Specified	Not Specified	Normal	HMDB	19573517
Human Feces	Detected and Quantified			80	2120	nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	25479871
Human Saliva	Detected and Quantified	8.04	7.66			uM	Adult (>18 years old)	Both	Normal	HMDB	https://doi.org/10.1007/s11306-015-0840-5
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	17314143
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	19167006
Human Feces	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	19573517
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	21761941
Human Feces	Detected but not Quantified						Children (1-13 years old)	Not Specified	Normal	HMDB	21970810
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	23454028
Human Feces	Detected but not Quantified						Children (1-13 years old)	Both	Normal	HMDB	24130822
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	24811995
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	26806034
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	27065191
Human Blood	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0002176

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6528

PubChem Compound

8314

PDB ID

Not Available

ChEBI ID

37070

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Schatowitz B, Gercken G: Simultaneous determination of C2-C22 non-esterified fatty acids and other metabolically relevant carboxylic acids in biological material by gas chromatography of their benzyl esters. J Chromatogr. 1988 Mar 18;425(2):257-68. doi: 10.1016/0378-4347(88)80030-6. [PubMed:3372640 ]
Korman SH, Andresen BS, Zeharia A, Gutman A, Boneh A, Pitt JJ: 2-ethylhydracrylic aciduria in short/branched-chain acyl-CoA dehydrogenase deficiency: application to diagnosis and implications for the R-pathway of isoleucine oxidation. Clin Chem. 2005 Mar;51(3):610-7. doi: 10.1373/clinchem.2004.043265. Epub 2004 Dec 22. [PubMed:15615815 ]

Showing metabocard for Ethylmethylacetic acid (MMDBc0000213)

MOL for #<Metabolite:0x00007fdb07948ba0>

3D MOL for #<Metabolite:0x00007fdb07948ba0>

3D SDF for #<Metabolite:0x00007fdb07948ba0>

3D-SDF for #<Metabolite:0x00007fdb07948ba0>

PDB for #<Metabolite:0x00007fdb07948ba0>

3D PDB for #<Metabolite:0x00007fdb07948ba0>

SMILES for #<Metabolite:0x00007fdb07948ba0>

INCHI for #<Metabolite:0x00007fdb07948ba0>

Structure for #<Metabolite:0x00007fdb07948ba0>

3D Structure for #<Metabolite:0x00007fdb07948ba0>