NCBI Taxonomy: 2795856

Eusynstyela latericius (ncbi_taxid: 2795856)

found 22 associated metabolites at species taxonomy rank level.

Ancestor: Eusynstyela

Child Taxonomies: none taxonomy data.

Trigonelline (N'-methylnicotinate)

Pyridinium, 3-carboxy-1-methyl-, hydroxide, inner salt

C7H7NO2 (137.0477)


Trigonelline, also known as caffearin or gynesine, belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. It is also found in coffee, where it may help to prevent dental caries by preventing the bacteria Streptococcus mutans from adhering to teeth. Trigonelline is an alkaloid with chemical formula C7H7NO2 and CAS number 535-83-1. Trigonelline is a product of the metabolism of niacin (vitamin B3) which is excreted in the urine. High amounts of trigonelline have been found in arabica coffee, fenugreeks, and common peas. Another foods such as yellow bell peppers, orange bellpeppers and muskmelons also contain trigonelline but in lower concentrations. Trigonelline has also been detected but not quantified in several different foods, such as rices, triticales, alfalfa, cereals and cereal products, and ryes. Trigonelline in the urine is a biomarker for the consumption of coffee, legumes and soy products. Alkaloid from fenugreek (Trigonella foenum-graecum) (Leguminosae), and very many other subspecies; also present in coffee beans and many animals. Trigonelline is an alkaloid with chemical formula C7H7NO2 and CAS number 535-83-1. It is found in coffee, where it may help to prevent dental caries by preventing the bacteria Streptococcus mutans from adhering to teeth.; Trigonelline is an alkaloid with chemical formula C7H7NO2. It is an inner salt formed by the addition of a methyl group to the nitrogen atom of niacin. Trigonelline is a product of the metabolism of niacin (vitamin B3) which is excreted in the urine. Trigonelline in the urine is a biomarker for the consumption of coffee, legumes and soy products. N-methylnicotinate is an iminium betaine that is the conjugate base of N-methylnicotinic acid, arising from deprotonation of the carboxy group. It has a role as a plant metabolite, a food component and a human urinary metabolite. It is an iminium betaine and an alkaloid. It is functionally related to a nicotinate. It is a conjugate base of a N-methylnicotinic acid. Trigonelline is a natural product found in Hypoestes phyllostachya, Schumanniophyton magnificum, and other organisms with data available. See also: Fenugreek seed (part of). Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE standard compound; ML_ID 52 KEIO_ID T060 Trigonelline is an alkaloid with potential antidiabetic activity that can be isolated from Trigonella foenum-graecum L or Leonurus artemisia. Trigonelline is a potent Nrf2 inhibitor that blocks Nrf2-dependent proteasome activity, thereby enhancing apoptosis in pancreatic cancer cells. Trigonelline also has anti-HSV-1, antibacterial, and antifungal activity and induces ferroptosis. Trigonelline is an alkaloid with potential antidiabetic activity that can be isolated from Trigonella foenum-graecum L or Leonurus artemisia. Trigonelline is a potent Nrf2 inhibitor that blocks Nrf2-dependent proteasome activity, thereby enhancing apoptosis in pancreatic cancer cells. Trigonelline also has anti-HSV-1, antibacterial, and antifungal activity and induces ferroptosis.

   

Homarine

1-Methylpyridin-1-ium-2-carboxylic acid

C7H7NO2 (137.0477)


   
   

CHEMBL1196873

CHEMBL1196873

C17H15N3O (277.1215)


   
   

Trigonelline

Trigonelline hydrochloride

C7H7NO2 (137.0477)


MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; WWNNZCOKKKDOPX-UHFFFAOYSA-N_STSL_0022_Trigonelline (chloride)_0125fmol_180416_S2_LC02_MS02_26; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. Trigonelline is an alkaloid with potential antidiabetic activity that can be isolated from Trigonella foenum-graecum L or Leonurus artemisia. Trigonelline is a potent Nrf2 inhibitor that blocks Nrf2-dependent proteasome activity, thereby enhancing apoptosis in pancreatic cancer cells. Trigonelline also has anti-HSV-1, antibacterial, and antifungal activity and induces ferroptosis. Trigonelline is an alkaloid with potential antidiabetic activity that can be isolated from Trigonella foenum-graecum L or Leonurus artemisia. Trigonelline is a potent Nrf2 inhibitor that blocks Nrf2-dependent proteasome activity, thereby enhancing apoptosis in pancreatic cancer cells. Trigonelline also has anti-HSV-1, antibacterial, and antifungal activity and induces ferroptosis.

   

Homarine

Homarine-d3

C7H7NO2 (137.0477)


   

3-(6-bromo-1h-indol-3-yl)-2-[(6-bromo-1h-indol-3-yl)methyl]-n,n'-bis(4-carbamimidamidobutyl)-2,4,4-trihydroxypentanediimidic acid

3-(6-bromo-1h-indol-3-yl)-2-[(6-bromo-1h-indol-3-yl)methyl]-n,n'-bis(4-carbamimidamidobutyl)-2,4,4-trihydroxypentanediimidic acid

C32H42Br2N10O5 (804.1706)


   

(2s,3r,4r)-3,4-bis[(6-bromo-1h-indol-3-yl)methyl]-n,1-bis(4-carbamimidamidobutyl)-2,4-dihydroxy-5-oxopyrrolidine-2-carboximidic acid

(2s,3r,4r)-3,4-bis[(6-bromo-1h-indol-3-yl)methyl]-n,1-bis(4-carbamimidamidobutyl)-2,4-dihydroxy-5-oxopyrrolidine-2-carboximidic acid

C33H42Br2N10O4 (800.1757)


   

(2s,3r,4s)-3-(6-bromo-1h-indol-3-yl)-4-[(6-bromo-1h-indol-3-yl)methyl]-n,1-bis(4-carbamimidamidobutyl)-2,4-dihydroxy-5-oxopyrrolidine-2-carboximidic acid

(2s,3r,4s)-3-(6-bromo-1h-indol-3-yl)-4-[(6-bromo-1h-indol-3-yl)methyl]-n,1-bis(4-carbamimidamidobutyl)-2,4-dihydroxy-5-oxopyrrolidine-2-carboximidic acid

C32H40Br2N10O4 (786.1601)


   

(2s,3r,4r)-3-(6-bromo-1h-indol-3-yl)-4-[(6-bromo-1h-indol-3-yl)methyl]-n,1-bis(4-carbamimidamidobutyl)-2,4-dihydroxy-5-oxopyrrolidine-2-carboximidic acid

(2s,3r,4r)-3-(6-bromo-1h-indol-3-yl)-4-[(6-bromo-1h-indol-3-yl)methyl]-n,1-bis(4-carbamimidamidobutyl)-2,4-dihydroxy-5-oxopyrrolidine-2-carboximidic acid

C32H40Br2N10O4 (786.1601)


   

(10e)-10-(hydroxymethylidene)-8,14-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2(7),3,5,8,11,13(17),14-octaen-12-ol

(10e)-10-(hydroxymethylidene)-8,14-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2(7),3,5,8,11,13(17),14-octaen-12-ol

C16H10N2O2 (262.0742)


   

10-(2-aminoethyl)-8,14-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,9,11,13,15-octaen-12-ol

10-(2-aminoethyl)-8,14-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,9,11,13,15-octaen-12-ol

C17H15N3O (277.1215)


   

(2r,3r,4s)-3,4-bis[(6-bromo-1h-indol-3-yl)methyl]-n,1-bis(4-carbamimidamidobutyl)-2,4-dihydroxy-5-oxopyrrolidine-2-carboximidic acid

(2r,3r,4s)-3,4-bis[(6-bromo-1h-indol-3-yl)methyl]-n,1-bis(4-carbamimidamidobutyl)-2,4-dihydroxy-5-oxopyrrolidine-2-carboximidic acid

C33H42Br2N10O4 (800.1757)


   

(2s,3r,4s)-3,4-bis[(6-bromo-1h-indol-3-yl)methyl]-n,1-bis(4-carbamimidamidobutyl)-2,4-dihydroxy-5-oxopyrrolidine-2-carboximidic acid

(2s,3r,4s)-3,4-bis[(6-bromo-1h-indol-3-yl)methyl]-n,1-bis(4-carbamimidamidobutyl)-2,4-dihydroxy-5-oxopyrrolidine-2-carboximidic acid

C33H42Br2N10O4 (800.1757)


   

3-(6-bromo-1h-indol-3-yl)-4-[(6-bromo-1h-indol-3-yl)methyl]-n,1-bis(4-carbamimidamidobutyl)-2,4-dihydroxy-5-oxopyrrolidine-2-carboximidic acid

3-(6-bromo-1h-indol-3-yl)-4-[(6-bromo-1h-indol-3-yl)methyl]-n,1-bis(4-carbamimidamidobutyl)-2,4-dihydroxy-5-oxopyrrolidine-2-carboximidic acid

C32H40Br2N10O4 (786.1601)


   

10-(2-amino-1-hydroxyethyl)-8,14-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,9,11,13,15-octaen-12-ol

10-(2-amino-1-hydroxyethyl)-8,14-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,9,11,13,15-octaen-12-ol

C17H15N3O2 (293.1164)


   

6-carboxy-1-methyl-2h-pyridin-2-yl

6-carboxy-1-methyl-2h-pyridin-2-yl

C7H8NO2 (138.0555)


   

n-(2-{12-hydroxy-8,14-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,9,11,13,15-octaen-10-yl}ethyl)ethanimidic acid

n-(2-{12-hydroxy-8,14-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,9,11,13,15-octaen-10-yl}ethyl)ethanimidic acid

C19H17N3O2 (319.1321)


   

(2r,3r,4s)-3-(6-bromo-1h-indol-3-yl)-4-[(6-bromo-1h-indol-3-yl)methyl]-n,1-bis(4-carbamimidamidobutyl)-2,4-dihydroxy-5-oxopyrrolidine-2-carboximidic acid

(2r,3r,4s)-3-(6-bromo-1h-indol-3-yl)-4-[(6-bromo-1h-indol-3-yl)methyl]-n,1-bis(4-carbamimidamidobutyl)-2,4-dihydroxy-5-oxopyrrolidine-2-carboximidic acid

C32H40Br2N10O4 (786.1601)


   

10-[(1r)-2-amino-1-hydroxyethyl]-8,14-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,9,11,13,15-octaen-12-ol

10-[(1r)-2-amino-1-hydroxyethyl]-8,14-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,9,11,13,15-octaen-12-ol

C17H15N3O2 (293.1164)


   

12-hydroxy-8,14-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,9,11,13,15-octaene-10-carbaldehyde

12-hydroxy-8,14-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,9,11,13,15-octaene-10-carbaldehyde

C16H10N2O2 (262.0742)