Showing Compound 4-(Methylthio)-2-oxobutanoic acid (FDB011626)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:44 UTC

Update date

2020-09-17 15:41:50 UTC

Primary ID

FDB011626

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

4-(Methylthio)-2-oxobutanoic acid

Description

2-Oxo-4-methylthiobutanoic acid, also known as 4-(methylsulfanyl)-2-oxobutanoate or 2-keto-4-methylthiobutyrate, belongs to the class of organic compounds known as thia fatty acids. These are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain. 2-Oxo-4-methylthiobutanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

CAS Number

583-92-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2-Keto-4-methylthiobutanoic acid	HMDB
2-Keto-4-methylthiobutyrate	Generator
2-keto-4-methylthiobutyrate	biospider
2-Keto-4-methylthiobutyric acid	ChEBI
2-keto-4-methylthiobutyric acid	biospider
2-Keto-4-methylthiobutyric acid, calcium salt	HMDB
2-Keto-4-methylthiobutyric acid, monosodium salt	HMDB
2-Keto-4-thiomethylbutyrate	HMDB
2-keto-methyl-thio-butyrate	biospider
2-Ketomethiobutyrate	HMDB

Showing 1 to 10 of 83 entries

Predicted Properties

Property	Value	Source
Water Solubility	7.44 g/L	ALOGPS
logP	-0.07	ALOGPS
logP	1.12	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	3.3	ChemAxon
pKa (Strongest Basic)	-9.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	35.07 m³·mol⁻¹	ChemAxon
Polarizability	14.21 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

C5H8O3S

IUPAC name

4-(methylsulfanyl)-2-oxobutanoic acid

InChI Identifier

InChI=1S/C5H8O3S/c1-9-3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8)

InChI Key

SXFSQZDSUWACKX-UHFFFAOYSA-N

Isomeric SMILES

CSCCC(=O)C(O)=O

Average Molecular Weight

148.18

Monoisotopic Molecular Weight

148.019414812

Classification

Description

Belongs to the class of organic compounds known as thia fatty acids. These are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Thia fatty acids

Alternative Parents

Substituents

Short-chain keto acid
Thia fatty acid
Alpha-keto acid
Keto acid
Alpha-hydroxy ketone
Ketone
Carboxylic acid derivative
Carboxylic acid
Dialkylthioether
Monocarboxylic acid or derivatives
Sulfenyl compound
Thioether
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-oxo monocarboxylic acid (CHEBI:33574 )
sulfur-containing carboxylic acid (CHEBI:33574 )
Oxo fatty acids (C01180 )
Oxo fatty acids (LMFA01060170 )

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 40.53%; H 5.44%; O 32.39%; S 21.64%	DFC
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
GC-MS	4-(Methylthio)-2-oxobutanoic acid, 1 MEOX; 1 TMS, GC-MS Spectrum	splash10-0f79-9620000000-a37f1649aaa00fe355f6	Spectrum
GC-MS	4-(Methylthio)-2-oxobutanoic acid, 1 MEOX; 1 TMS, GC-MS Spectrum	splash10-0uyr-7940000000-be5c411217da093f2c8a	Spectrum
GC-MS	4-(Methylthio)-2-oxobutanoic acid, non-derivatized, GC-MS Spectrum	splash10-0f79-9620000000-a37f1649aaa00fe355f6	Spectrum
GC-MS	4-(Methylthio)-2-oxobutanoic acid, non-derivatized, GC-MS Spectrum	splash10-0uyr-7940000000-be5c411217da093f2c8a	Spectrum
Predicted GC-MS	4-(Methylthio)-2-oxobutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0005-9200000000-1471d6fe57ac965a873d	Spectrum
Predicted GC-MS	4-(Methylthio)-2-oxobutanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0g4j-9400000000-16ddd3b5c053991fac9a	Spectrum
Predicted GC-MS	4-(Methylthio)-2-oxobutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 35V, positive	splash10-0a6t-0900000000-ed86a80611ad68e921e2	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0002-9000000000-9b1238b1c990e180a476	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 35V, negative	splash10-0002-9000000000-a0fb6b922f7482546f1f	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-0002-1900000000-f3facf4268a57538266c	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-0002-2900000000-71e4f52b95b529acc1a3	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-0002-5900000000-c6325fbf5479dbaa355c	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-0002-7900000000-bccb79b226dccd29e36f	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-0002-9700000000-8e6b66c2a5dd967a9539	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-0002-9500000000-dee1d47be79038a62ac8	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-0002-9200000000-184f804af473361e56d4	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-0002-9200000000-9f652bc59797907a90e8	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-0002-9100000000-2924be77506cc359576f	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, negative	splash10-0002-9000000000-ac83262a096530d8343f	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, negative	splash10-0002-9000000000-12841f2d918636eb3ba8	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 10V, negative	splash10-0002-9000000000-beb5b9021683b7e71f41	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 10V, negative	splash10-0a4i-9000000000-5c4795e954d5c3e9b74e	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, positive	splash10-0006-0900000000-a7b6fa585a128c4bbf25	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-0006-0900000000-5d4054fa9cdf6414108d	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-0006-0900000000-70154862c61d3d6ece44	2020-07-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f8a-1900000000-ed36a40a48bf904312f4	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zir-9700000000-7bbe813aa31ceba0b525	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a6r-9100000000-89ba14ad10b374e8daab	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9200000000-b9179ec180a89222c147	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9100000000-63d77e1e6b7bea5353fe	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9000000000-31b5d7804293c55c928e	2015-05-27	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

460

ChEMBL ID

Not Available

KEGG Compound ID

C01180

Pubchem Compound ID

473

Pubchem Substance ID

Not Available

ChEBI ID

16723

Phenol-Explorer ID

Not Available

DrugBank ID

DB02238

HMDB ID

HMDB01553

CRC / DFC (Dictionary of Food Compounds) ID

GSX63-N:GSY25-I

EAFUS ID

2540

Dr. Duke ID

Not Available

BIGG ID

228408

KNApSAcK ID

C00007474

HET ID

KMT

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

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Name	Gene Name	UniProt ID
1,2-dihydroxy-3-keto-5-methylthiopentene dioxygenase	ADI1	Q9BV57
Kynurenine--oxoglutarate transaminase 1	CCBL1	Q16773
Kynurenine--oxoglutarate transaminase 3	CCBL2	Q6YP21
Tyrosine aminotransferase	TAT	P17735