Classification Term: 1744

Thia fatty acids (ontology term: CHEMONTID:0001423)

Fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain." [PMID:9030189]

found 18 associated metabolites at category metabolite taxonomy ontology rank level.

Ancestor: Fatty acids and conjugates

Child Taxonomies: 3-thia fatty acids, 4-thia fatty acids

2-Oxo-4-methylthiobutanoic acid

2-Keto-4-methylthiobutyric acid, monosodium salt

C5H8O3S (148.0194)


2-oxo-4-methylthiobutanoate, also known as 2-keto-4-methylthiobutyric acid, 2-keto-4-methylthiobutyrate or 4-(methylsulfanyl)-2-oxobutanoic acid, is a member of the class of compounds known as thia- fatty acids. Thia-fatty acids are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain. Thus, 2-oxo-4-methylthiobutanoate is a fatty acid lipid molecule. 2-oxo-4-methylthiobutanoate is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 2-oxo-4-methylthiobutanoate can be synthesized from L-methionine and butyric acid. 2-oxo-4-methylthiobutanoate can also be synthesized into S-adenosyl-4-methylthio-2-oxobutanoic acid. 2-oxo-4-methylthiobutanoate can be found in a number of food items such as cloves, highbush blueberries, common beets, and cashew nuts. 2-oxo-4-methylthiobutanoate can be found in urine. Within the cell, 2-oxo-4-methylthiobutanoate is primarily located in the cytoplasm and in the membrane. 2-oxo-4-methylthiobutanoate has been found in all living species, from bacteria to humans. In humans, 2-oxo-4-methylthiobutanoate is found to be involved in several metabolic disorders, some of those are S-adenosylhomocysteine (SAH) hydrolase deficiency, methylenetetrahydrofolate reductase deficiency (MTHFRD), methionine adenosyltransferase deficiency, and glycine N-methyltransferase deficiency. 4-Methylthio-2-oxobutanoic acid is the direct precursor of methional, which is a potent inducer of apoptosis in a BAF3 murine lymphoid cell line which is interleukin-3 (IL3)-dependent (PMID: 7848263). 2-oxo-4-methylthiobutanoic acid, also known as 2-keto-4-methylthiobutyrate or 4-methylthio-2-oxobutanoate, is a member of the class of compounds known as thia fatty acids. Thia fatty acids are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain. Thus, 2-oxo-4-methylthiobutanoic acid is considered to be a fatty acid lipid molecule. 2-oxo-4-methylthiobutanoic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 2-oxo-4-methylthiobutanoic acid can be synthesized from L-methionine and butyric acid. 2-oxo-4-methylthiobutanoic acid can also be synthesized into S-adenosyl-4-methylthio-2-oxobutanoic acid. 2-oxo-4-methylthiobutanoic acid can be found in a number of food items such as leek, hickory nut, brussel sprouts, and giant butterbur, which makes 2-oxo-4-methylthiobutanoic acid a potential biomarker for the consumption of these food products. 2-oxo-4-methylthiobutanoic acid can be found primarily in urine. 2-oxo-4-methylthiobutanoic acid exists in all living species, ranging from bacteria to humans. In humans, 2-oxo-4-methylthiobutanoic acid is involved in the methionine metabolism. 2-oxo-4-methylthiobutanoic acid is also involved in several metabolic disorders, some of which include s-adenosylhomocysteine (SAH) hydrolase deficiency, homocystinuria-megaloblastic anemia due to defect in cobalamin metabolism, cblg complementation type, glycine n-methyltransferase deficiency, and cystathionine beta-synthase deficiency.

   

(S)-Succinyldihydrolipoamide

4-{[(3R)-7-carbamoyl-1-sulfanylheptan-3-yl]sulfanyl}-4-oxobutanoic acid

C12H21NO4S2 (307.0912)


(S)-Succinyldihydrolipoamide is a metabolite (a product as well as a substrate) in glutamate degradation. [HMDB] (S)-Succinyldihydrolipoamide is a metabolite (a product as well as a substrate) in glutamate degradation.

   

Succimer

Butanedioic acid, 2,3-dimercapto-, (r*,s*)-isomer

C4H6O4S2 (181.9708)


Succimer is only found in individuals that have used or taken this drug. It is a mercaptodicarboxylic acid used as an antidote to heavy metal poisoning because it forms strong chelates with them. [PubChem]Succimer is a heavy metal chelator. It binds with high specificity to ions of lead in the blood to form a water-soluble complex that is subsequently excreted by the kidneys. Succimer can also chelate mercury, cadmium, and arsenic in this manner. D064449 - Sequestering Agents > D002614 - Chelating Agents D020011 - Protective Agents > D000931 - Antidotes

   

2-hydroxy-4-(methylthio)butanoic acid

alpha-Hydroxy-gamma-methylmercaptobutyric acid, monosodium salt (S)-isomer

C5H10O3S (150.0351)


Animal and poultry feed additive. Animal and poultry feed additive

   

S-Glutaryldihydrolipoamide

5-[(7-carbamoyl-3-sulfanylheptyl)sulfanyl]-5-oxopentanoic acid

C13H23NO4S2 (321.1068)


S-Glutaryldihydrolipoamide is involved in the lysine degradation pathway. S-Glutaryldihydrolipoamide can be irreversibly created from 2-Oxoadipate by 2-oxoglutarate dehydrogenase E1 component [EC:1.2.4.2]. S-Glutaryldihydrolipoamide can be reversibly created from Glutaryl-CoA by 2-oxoglutarate dehydrogenase E2 component (dihydrolipoamide. succinyltransferase) [EC:2.3.1.61]. S-Glutaryldihydrolipoamide is involved in the lysine degradation pathway. S-Glutaryldihydrolipoamide can be irreversibly created from 2-Oxoadipate by 2-oxoglutarate dehydrogenase E1 component [EC:1.2.4.2]. S-Glutaryldihydrolipoamide can be reversibly created from Glutaryl-CoA by 2-oxoglutarate dehydrogenase E2 component (dihydrolipoamide

   

(±)-Sulfobutanedioic acid

Thiosuccinic acid, monoammonium salt

C4H6O7S (197.9834)


(±)-Sulfobutanedioic acid is present in can-end cements. Present in can-end cements

   

Malathion monocarboxylic acid

3-{[dimethoxy(sulfanylidene)-λ⁵-phosphanyl]sulfanyl}-4-ethoxy-4-oxobutanoic acid

C8H15O6PS2 (302.0048)


Malathion monocarboxylic acid is a metabolite of malathion. Malathion is an organophosphate parasympathomimetic which binds irreversibly to cholinesterase. Malathion is an insecticide of relatively low human toxicity; however, a 2010 study has shown that children with higher levels of organophosphate pesticide metabolites in their urine are more likely to have attention deficit hyperactivity disorder. In the former USSR it was known as carbophos, in New Zealand and Australia as maldison and in South Africa as mercaptothion. (Wikipedia)

   

Monoisoamyl 2,3-dimercaptosuccinate

4-(3-methylbutoxy)-4-oxo-2,3-disulfanylbutanoic acid

C9H16O4S2 (252.049)


   

4-Mercaptobutyric acid

4-Mercaptobutyrate, magnesium salt (2:1)

C4H8O2S (120.0245)


   

Gemsa

2-({2-[(diaminomethylidene)amino]ethyl}sulfanyl)butanedioic acid

C7H13N3O4S (235.0627)


   

Mercaptosuccinic acid

alpha-Mercaptosuccinic acid

C4H6O4S (149.9987)


   

Dimercaptosuccinic acid monomethyl ester

4-methoxy-4-oxo-2,3-disulfanylbutanoic acid

C5H8O4S2 (195.9864)


   

2,2-Disulfanylbutanedioic acid

2,2-Disulphanylbutanedioic acid

C4H6O4S2 (181.9708)


   

2,4-Bis(methylthio)butyric acid

2,4-Bis(methylsulphanyl)butanoic acid

C6H12O2S2 (180.0279)


   

Thioapfelsaure

Thiosuccinic acid, monoammonium salt

C4H6O3S (134.0038)


   

4-(3-Methylbutoxy)-4-oxo-2,2-bis(sulfanyl)butanoic acid

4-(3-Methylbutoxy)-4-oxo-2,2-bis(sulphanyl)butanoic acid

C9H16O4S2 (252.049)


   

4-Methoxy-4-oxo-2,2-bis(sulfanyl)butanoic acid

4-Methoxy-4-oxo-2,2-bis(sulphanyl)butanoic acid

C5H8O4S2 (195.9864)


   

2-oxo-5-methylthiopentanoate

2-(5-Methylsulphanyl)oxopentanoic acid

C6H9O3S (161.0272)


2-oxo-5-methylthiopentanoate, also known as 5-(methylthio)-2-oxopentanoic-acid, is a member of the class of compounds known as thia fatty acids. Thia fatty acids are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain. 2-oxo-5-methylthiopentanoate is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 2-oxo-5-methylthiopentanoate can be found in a number of food items such as wakame, soy bean, sea-buckthornberry, and oil palm, which makes 2-oxo-5-methylthiopentanoate a potential biomarker for the consumption of these food products.