2-Oxo-4-methylthiobutanoic acid (BioDeep_00000001222)
Secondary id: BioDeep_00001868345
human metabolite Endogenous
代谢物信息卡片
化学式: C5H8O3S (148.0194)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 30.48%
分子结构信息
SMILES: CSCCC(=O)C(=O)O
InChI: InChI=1S/C5H8O3S/c1-9-3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8)
描述信息
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.
同义名列表
46 个代谢物同义名
2-Keto-4-methylthiobutyric acid, monosodium salt; 2-Keto-4-methylthiobutyric acid, calcium salt; 4-(METHYLsulphanyl)-2-oxobutanoic acid; alpha-oxo-gamma-Methylthiobutyric acid; 4-(METHYLsulfanyl)-2-oxobutanoIC ACID; 4-(METHYLsulphanyl)-2-oxobutanoate; alpha-oxo-gamma-Methylthiobutyrate; 2-Oxo-4-(methylthio)butanoic acid; 4-(Methylthio)-2-oxobutanoic acid; 4-(Methylsulfanyl)-2-oxobutanoate; 2-Keto-4-methylthiobutanoic acid; 4-Methylthio-2-ketobutanoic acid; alpha-Keto-gamma-methiolbutyrate; 2-Keto-4-methylthiobutyric acid; S-Methyl-alpha-ketobutyric acid; gamma-Methiol-keto-butyric acid; 4-Methylthio-2-oxobutanoic acid; 2-Oxo-4-methylthiobutanoic acid; 4-Methylthio-2-ketobutyric acid; 2-oxo-4-Thiomethylbutyric acid; a-oxo-g-Methylthiobutyric acid; Α-oxo-γ-methylthiobutyric acid; 4-Methylmercapto-2-oxobutyrate; alpha-Keto-methiolbutyric acid; 4-Methylthio-2-oxobutyric acid; 4-Methylthio-2-ketobutanoate; 2-Ketothiomethylbutyric acid; 4-Methylthio-2-ketobutyrate; 2-oxo-4-Methylthiobutanoate; 4-Methylthio-2-oxobutanoate; 2-Keto-4-thiomethylbutyrate; 2-Keto-4-methylthiobutyrate; a-oxo-g-Methylthiobutyrate; Α-oxo-γ-methylthiobutyrate; 4-Methylthio-2-oxobutyrate; Keto-4-methylthiobutyrate; Ketomethiobutyric acid; Methylthiobutyric acid; 2-Ketomethiobutyrate; alpha-Ketomethionine; alpha-Oxomethionine; Methylthiobutyrate; Ketomethiobutyrate; 2-Oxomethionine; KMTB; 4-Methylthio-2-oxobutanoic acid
数据库引用编号
21 个数据库交叉引用编号
- ChEBI: CHEBI:33574
- KEGG: C01180
- PubChem: 473
- HMDB: HMDB0001553
- Metlin: METLIN6319
- DrugBank: DB02238
- ChEMBL: CHEMBL1233860
- MetaCyc: CPD-479
- KNApSAcK: C00007474
- foodb: FDB030353
- chemspider: 460
- CAS: 583-92-6
- PMhub: MS000000159
- ChEBI: CHEBI:16723
- PubChem: 4407
- LipidMAPS: LMFA01060170
- PDB-CCD: KMT
- 3DMET: B00255
- NIKKAJI: J39.561G
- RefMet: 2-Oxo-4-methylthiobutanoic acid
- KNApSAcK: 16723
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
34 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(2)
- Methionine de novo and salvage pathway:
Choline ⟶ Betaine - Glucosinolate biosynthesis from methionine:
5-Methylthiopentyl glucosinolate ⟶ 5-(Methylsulfinyl)pentyl glucosinolate
Plant Reactome(5)
- Amino acid biosynthesis:
ATP + CoA + propionate ⟶ AMP + PPi + PROP-CoA - Homomethionine biosynthesis:
3-(2'-methylthio)ethylmalic-acid ⟶ 2-oxo-5-methylthiopentanoic acid + carbon dioxide - Metabolism and regulation:
ATP + CoA + propionate ⟶ AMP + PPi + PROP-CoA - Amino acid metabolism:
ATP + CoA + propionate ⟶ AMP + PPi + PROP-CoA - Yang cycle:
5'-methylthioadenosine + H2O ⟶ 5-methylthioribose + Ade
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(27)
- Methionine Metabolism and Salvage:
2-Oxo-4-methylthiobutanoic acid + L-Phenylalanine ⟶ 2-Ketobutyric acid + L-Methionine - Methionine Metabolism:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Cystathionine beta-Synthase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Hypermethioninemia:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - S-Adenosylhomocysteine (SAH) Hydrolase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Glycine N-Methyltransferase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methylenetetrahydrofolate Reductase Deficiency (MTHFRD):
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methionine Adenosyltransferase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Homocystinuria-Megaloblastic Anemia Due to Defect in Cobalamin Metabolism, cblG Complementation Type:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methionine Metabolism:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Cystathionine beta-Synthase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Glycine N-Methyltransferase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Hypermethioninemia:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methionine Adenosyltransferase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - S-Adenosylhomocysteine (SAH) Hydrolase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Homocystinuria-Megaloblastic Anemia Due to Defect in Cobalamin Metabolism, cblG Complementation Type:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - L-Homomethionine Biosynthesis:
L-Methionine + a 2-oxo carboxylate ⟶ 2-Oxo-4-methylthiobutanoic acid + a proteinogenic amino acid - Methionine Metabolism:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methionine Metabolism:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methionine Metabolism:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methionine Metabolism:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Cystathionine beta-Synthase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Glycine N-Methyltransferase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Hypermethioninemia:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Methionine Adenosyltransferase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - S-Adenosylhomocysteine (SAH) Hydrolase Deficiency:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine - Homocystinuria-Megaloblastic Anemia Due to Defect in Cobalamin Metabolism, cblG Complementation Type:
L-Cystathionine + Water ⟶ 2-Ketobutyric acid + L-Cysteine
PharmGKB(0)
5 个相关的物种来源信息
- 3702 - Arabidopsis thaliana:
- 3039 - Euglena gracilis: 10.3389/FBIOE.2021.662655
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
- 5691 - Trypanosoma brucei:
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
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Molecular systems biology.
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