Reaction Process: WikiPathways:WP4597

Glucosinolate biosynthesis from methionine related metabolites

find 42 related metabolites which is associated with chemical reaction(pathway) Glucosinolate biosynthesis from methionine

5-Methylthiopentyl glucosinolate ⟶ 5-(Methylsulfinyl)pentyl glucosinolate

2-Oxo-4-methylthiobutanoic acid

2-Keto-4-methylthiobutyric acid, monosodium salt

C5H8O3S (148.0194138)


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.

   

6-(Methylthio)hexyl glucosinolate

{[(e)-[7-(methylsulphanyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}heptylidene]amino]oxy}sulphonic acid

C14H27NO9S3 (449.0847892)


6-(Methylthio)hexyl glucosinolate is found in horseradish. 6-(Methylthio)hexyl glucosinolate is present in Arabidopsis thaliana and other crucifers. Present in Arabidopsis thaliana and other crucifers. 6-(Methylthio)hexyl glucosinolate is found in horseradish.

   

Glucoerucin

{[(Z)-[5-(methylsulfanyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pentylidene]amino]oxy}sulfonic acid

C12H23NO9S3 (421.0534908)


Glucoerucin belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Outside of the human body, glucoerucin has been detected, but not quantified in, several different foods, such as cabbages and Brassicas. This could make glucoerucin a potential biomarker for the consumption of these foods. Glucoerucin is isolated from the seeds of salad rocket (Eruca sativa) and Brussels sprouts (Brassica oleracea var. gemmifera). Isolated from seeds of salad rocket (Eruca sativa) and Brussels sprouts (Brassica oleracea variety gemmifera). Glucoerucin is found in many foods, some of which are brussel sprouts, turnip, brassicas, and common cabbage. D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D007096 - Imidoesters Acquisition and generation of the data is financially supported in part by CREST/JST.

   

8-methylthiooctyl glucosinolate

8-Methylthio-octyl glucosinolate

C16H31NO9S3 (477.1160876)


Acquisition and generation of the data is financially supported by the Max-Planck-Society

   

7-Methylthioheptyl glucosinolate

7-Methylthioheptyl glucosinolate

C15H29NO9S3 (463.10043840000003)


Acquisition and generation of the data is financially supported by the Max-Planck-Society

   

5-Methylthiopentylglucosinolate

({[6-(methylsulfanyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}hexylidene]amino}oxy)sulfonic acid

C13H25NO9S3 (435.06914)


5-methylthiopentylglucosinolate is a member of the class of compounds known as alkylglucosinolates. Alkylglucosinolates are organic compounds containing a glucosinolate moiety that carries an alkyl chain. 5-methylthiopentylglucosinolate is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). 5-methylthiopentylglucosinolate can be found in a number of food items such as kale, garden cress, oxheart cabbage, and coconut, which makes 5-methylthiopentylglucosinolate a potential biomarker for the consumption of these food products.

   

2-(2-Methylthio)ethylmalate

2-(2-Methylthio)ethylmalic acid

C7H12O5S (208.04054219999998)


   

2-oxo-5-Methylthiopentanoic acid

5-(Methylthio)-2-oxo-pentanoic acid

C6H10O3S (162.035063)


   

Homomethionine

(2S)-2-Amino-5-(methylsulfanyl)pentanoic acid

C6H13NO2S (163.0666958)


Homomethionine (CAS: 6094-76-4) belongs to the class of organic compounds known as alpha-amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Homomethionine is possibly neutral. Homomethionine has been detected, but not quantified in, several different foods, such as lima beans, red huckleberries, catjang pea, Chinese chestnuts, and pepper (C. annuum). This could make homomethionine a potential biomarker for the consumption of these foods. Homomethionine is found in brassicas and is isolated from cabbage and horseradish. Isolated from cabbage and horseradish. L-2-Amino-5-(methylthio)pentanoic acid is found in many foods, some of which are pepper (c. frutescens), vanilla, cauliflower, and pineappple sage.

   

2-(3-methylthio)propylmalate

2-(3-Methylthio)propylmalic acid

C8H14O5S (222.05619140000002)


   

2-oxo-6-methylthiohexanoic acid

6-(Methylthio)-2-oxo-hexanoic acid

C7H12O3S (176.0507122)


   

dihomomethionine

(S)-2-Amino-6-(methylthio)hexanoic acid

C7H15NO2S (177.082345)


A sulfur-containing amino acid consisting of 2-aminohexanoic acid having a methylthio substituent at the 6-position.

   

2-(4-methylthio)butylmalate

2-(4-methylthio)butylmalic acid

C9H16O5S (236.0718406)


   

3-(4-methylthio)butylmalate

3-(4-methylthio)butylmalic acid

C9H16O5S (236.0718406)


   

2-oxo-7-methylthioheptanoic acid

7-(Methylthio)-2-oxo-heptanoic acid

C8H14O3S (190.0663614)


   

trihomomethionine

(2S)-2-amino-7-(methylsulfanyl)heptanoic acid

C8H17NO2S (191.0979942)


A sulfur-containing amino acid consisting of 2-aminoheptanoic acid having a methylthio substituent at the 7-position.

   

2-(5-methylthio)pentylmalate

2-(5-methylthio)pentylmalic acid

C10H18O5S (250.0874898)


   

3-(5-methylthio)pentylmalate

3-(5-methylthio)pentylmalic acid

C10H18O5S (250.0874898)


   

8-Methylthio-2-octanoic acid

2-oxo-8-methylthiooctanoic acid

C9H16O3S (204.08201060000002)


   

tetrahomomethionine

(2S)-2-amino-8-(methylsulfanyl)octanoic acid

C9H19NO2S (205.1136434)


A sulfur-containing amino acid consisting of 2-aminooctanoic acid having a methylthio substituent at the 8-position.

   

3-(6-methylthio)hexylmalate

3-(6-methylthio)hexylmalic acid

C11H20O5S (264.10313900000006)


   

9-Methylthio-2-nonanoic acid

2-oxo-9-methylthiononanoic acid

C10H18O3S (218.0976598)


   

pentahomomethionine

(2R)-2-amino-9-methylsulfanylnonanoic acid

C10H21NO2S (219.1292926)


A sulfur-containing amino acid consisting of 2-aminononanoic acid having a methylthio substituent at the 9-position.

   

2-(7-methylthio)heptylmalate

2-(7-methylthio)heptylmalic acid

C12H22O5S (278.11878820000004)


   

3-(7-methylthio)heptylmalate

3-(7-methylthio)heptylmalic acid

C12H22O5S (278.11878820000004)


   

10-Methylthio-2-decanoic acid

2-oxo-10-methylthiodecanoic acid

C11H20O3S (232.11330900000002)


   

hexahomomethionine

(2R)-2-amino-10-methylsulfanyldecanoic acid

C11H23NO2S (233.1449418)


A sulfur-containing amino acid consisting of 2-aminodecanoic acid having a methylthio substituent at the 10-position.

   
   

S-(4-Methylthiobutylthiohydroximoyl)-L-cysteine

(E)-1-(L-cystein-S-yl)-N-hydroxy-omega-(methylsulfanyl)butan-1-imine

C8H16N2O3S2 (252.0602306)


   

4-Methylthiobutylthiohydroximate

4-Methylthiobutylthiohydroximate

C5H11NOS2 (165.0282036)


   

3-methylthiopropyl-desulfoglucosinolate

3-(methylsulfanyl)propyl-desulfoglucosinolate

C11H21NO6S2 (327.08102460000003)


   
   

7-methylthioheptanaldoxime

7-(Methylsulfanyl)heptanal oxime

C8H17NOS (175.1030792)


   
   

9-methylthiononanaldoxime

9-methylthiononanaldoxime

C10H21NOS (203.1343776)


   

7-Methylthioheptyl-desulfoglucosinolate

7-(methylsulfanyl)heptyl-desulfoglucosinolate

C15H29NO6S2 (383.1436214)


   

Deoxydesulfoglucohirsutin

8-(methylsulfanyl)octyl-desulfoglucosinolate

C16H31NO6S2 (397.15927059999996)


   

3-(2-Methylthio)ethylmalate

3-(2-Methylthio)ethylmalic acid

C7H12O5S (208.04054219999998)


   

3-(3-methylthio)propylmalate

3-(3-methylthio)propylmalic acid

C8H14O5S (222.05619140000002)


   

2-(6-methylthio)hexylmalate

2-(6-methylthio)hexylmalic acid

C11H20O5S (264.10313900000006)


   

4-Methylthiobutyl-desulfoglucosinolate

4-Methylthiobutyl-desulfoglucosinolate

C12H23NO6S2 (341.0966738)


   

[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1Z)-4-methylsulfanyl-N-sulfooxybutanimidothioate

[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1Z)-4-methylsulfanyl-N-sulfooxybutanimidothioate

C11H21NO9S3 (407.03784160000004)