Classification Term: 1900

Tannins (ontology term: CHEMONTID:0000238)

Naturally occurring polyphenols which be categorized into four main classes: hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol)." [DOI:10.1039/b101061l]

found 32 associated metabolites at class metabolite taxonomy ontology rank level.

Ancestor: Phenylpropanoids and polyketides

Child Taxonomies: Proanthocyanidins, Hydrolyzable tannins, Phlorotannins, Complex tannins

1,2,3,6-Tetragalloyl-beta-D-glucopyranose

[(2R,3R,4S,5R,6S)-3-hydroxy-4,5,6-tris[(3,4,5-trihydroxybenzoyl)oxy]tetrahydropyran-2-yl]methyl 3,4,5-trihydroxybenzoate

C34H28O22 (788.1072)


1,2,3,6-tetrakis-O-galloyl-beta-D-glucose is a galloyl-beta-D-glucose compound having four galloyl groups in the 1-, 2-, 3- and 6-positions. It is a gallate ester and a galloyl beta-D-glucose. 1,2,3,6-Tetrakis-O-galloyl-beta-D-glucose is a natural product found in Castanea crenata, Quercus aliena, and other organisms with data available. See also: Paeonia lactiflora root (part of). 1,2,3,6-Tetragalloyl-beta-D-glucopyranose is found in beverages. 1,2,3,6-Tetragalloyl-beta-D-glucopyranose is isolated from Ceratonia siliqua (carob). Isolated from Ceratonia siliqua (carob). 1,2,3,6-Tetragalloyl-beta-D-glucopyranose is found in beverages and fruits. 1,2,3,6-Tetragalloylglucose is a potent UDP glucuronosyltransferase 1 family, polypeptide A1 (UGT1A1) inhibitor, with a Ki of 1.68 μM[1]. 1,2,3,6-Tetragalloylglucose is a potent UDP glucuronosyltransferase 1 family, polypeptide A1 (UGT1A1) inhibitor, with a Ki of 1.68 μM[1].

   

1,6-di-O-Galloylglucose

[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3,4,5-trihydroxybenzoyloxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

C20H20O14 (484.0853)


1,6-di-o-galloylglucose, also known as 1-o,6-O-digalloyl-beta-D-glucose or dgg16 cpd, is a member of the class of compounds known as tannins. Tannins are naturally occurring polyphenols which be categorized into four main classes: hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol). 1,6-di-o-galloylglucose is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 1,6-di-o-galloylglucose can be found in garden rhubarb, which makes 1,6-di-o-galloylglucose a potential biomarker for the consumption of this food product.

   

Galloyl glucose

(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 3,4,5-trihydroxybenzoate

C13H16O10 (332.0743)


Galloyl glucose, also known as 1-galloyl-beta-D-glucose or beta-glucogallin, is a member of the class of compounds known as tannins. Tannins are naturally occurring polyphenols which be categorized into four main classes: hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol). Galloyl glucose is soluble (in water) and a very weakly acidic compound (based on its pKa). Galloyl glucose can be found in a number of food items such as pomegranate, strawberry, redcurrant, and rubus (blackberry, raspberry), which makes galloyl glucose a potential biomarker for the consumption of these food products. Galloyl glucose is formed by a gallate 1-beta-glucosyltransferase (UDP-glucose: gallate glucosyltransferase), an enzyme performing the esterification of two substrates, UDP-glucose and gallate to yield two products, UDP and glucogallin. This enzyme can be found in oak leaf preparations .

   

1,2,6-Trigalloyl-beta-D-glucopyranose

4,5-dihydroxy-2-(3,4,5-trihydroxybenzoyloxy)-6-[(3,4,5-trihydroxybenzoyloxy)methyl]oxan-3-yl 3,4,5-trihydroxybenzoate

C27H24O18 (636.0963)


Isolated from Rubus fruticosus (blackberry) and Rubus idaeus (raspberry). 1,2,6-Trigalloyl-beta-D-glucopyranose is found in many foods, some of which are fruits, pomegranate, garden rhubarb, and red raspberry. 1,2,6-Trigalloyl-beta-D-glucopyranose is found in fruits. 1,2,6-Trigalloyl-beta-D-glucopyranose is isolated from Rubus fruticosus (blackberry) and Rubus idaeus (raspberry).

   

1,6-Digalloyl-beta-D-glucopyranose

[3,4,5-Trihydroxy-6-(3,4,5-trihydroxybenzoyloxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoic acid

C20H20O14 (484.0853)


1,6-Digalloyl-beta-D-glucopyranose is found in green vegetables. 1,6-Digalloyl-beta-D-glucopyranose is present in commercial rhubarb. Present in commercial rhubarb. 1,6-Digalloyl-beta-D-glucopyranose is found in green vegetables.

   

6-Cinnamoyl-1-galloylglucose

3,4,5-Trihydroxy-6-({[(2Z)-3-phenylprop-2-enoyl]oxy}methyl)oxan-2-yl 3,4,5-trihydroxybenzoic acid

C22H22O11 (462.1162)


6-Cinnamoyl-1-galloylglucose is found in green vegetables. 6-Cinnamoyl-1-galloylglucose is isolated from commercial rhubarb (Rheum species). Isolated from commercial rhubarb (Rheum subspecies). 6-Cinnamoyl-1-galloylglucose is found in green vegetables.

   

beta-Glucogallin

3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 3,4,5-trihydroxybenzoic acid

C13H16O10 (332.0743)


beta-Glucogallin is found in green vegetables. beta-Glucogallin is isolated from various plants, e.g. Rheum officinale (Chinese rhubarb), Eucalyptus species. Isolated from various plants, e.g. Rheum officinale (Chinese rhubarb), Eucalyptus subspecies 1-Glucosyl gallate is found in tea and green vegetables.

   

1,2,4,6-Tetragalloyl-beta-D-glucopyranose

4-hydroxy-5,6-bis(3,4,5-trihydroxybenzoyloxy)-2-[(3,4,5-trihydroxybenzoyloxy)methyl]oxan-3-yl 3,4,5-trihydroxybenzoate

C34H28O22 (788.1072)


1,2,4,6-Tetragalloyl-beta-D-glucopyranose is found in pomegranate. 1,2,4,6-Tetragalloyl-beta-D-glucopyranose is isolated from Bergenia crassifolia (Siberian tea) and Bergenia cordifolia. Isolated from Bergenia crassifolia (Siberian tea) and Bergenia cordifolia. 1,2,4,6-Tetragalloyl-beta-D-glucopyranose is found in tea and pomegranate.

   

6-O-p-Coumaroyl-1,2-digalloylglucose

4,5-Dihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-2-(3,4,5-trihydroxybenzoyloxy)oxan-3-yl 3,4,5-trihydroxybenzoic acid

C29H26O16 (630.1221)


6-O-p-Coumaroyl-1,2-digalloylglucose is found in green vegetables. 6-O-p-Coumaroyl-1,2-digalloylglucose is isolated from various commercial rhubarbs. Isolated from various commercial rhubarbs. 6-O-p-Coumaroyl-1,2-digalloylglucose is found in green vegetables.

   

1,3,4-Trigalloyl-beta-D-glucopyranose

5-Hydroxy-2-(hydroxymethyl)-4,6-bis(3,4,5-trihydroxybenzoyloxy)oxan-3-yl 3,4,5-trihydroxybenzoic acid

C27H24O18 (636.0963)


1,3,4-Trigalloyl-beta-D-glucopyranose is found in fruits. 1,3,4-Trigalloyl-beta-D-glucopyranose is a constituent of the leaves of Punica granatum (pomegranate)

   

1,4,6-Trigalloyl-beta-D-glucopyranose

4,5-dihydroxy-6-(3,4,5-trihydroxybenzoyloxy)-2-[(3,4,5-trihydroxybenzoyloxy)methyl]oxan-3-yl 3,4,5-trihydroxybenzoate

C27H24O18 (636.0963)


Tannin isolated from green tea. 1,4,6-Trigalloyl-beta-D-glucopyranose is found in tea and pomegranate. 1,4,6-Trigalloyl-beta-D-glucopyranose is found in pomegranate. Tannin isolated from green tea.

   

2-O-(4-Hydroxycinnamoyl)-1-O-galloyl-beta-D-glucopyranoside

4,5-Dihydroxy-6-(hydroxymethyl)-3-{[(2Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl 3,4,5-trihydroxybenzoic acid

C22H22O12 (478.1111)


2-O-(4-Hydroxycinnamoyl)-1-O-galloyl-beta-D-glucopyranoside is found in green vegetables. 2-O-(4-Hydroxycinnamoyl)-1-O-galloyl-beta-D-glucopyranoside is isolated from Rheum species. Isolated from Rheum subspecies 2-O-(4-Hydroxycinnamoyl)-1-O-galloyl-beta-D-glucopyranoside is found in green vegetables.

   

2-Cinnamoyl-1-galloyl-beta-D-glucopyranose

4,5-Dihydroxy-6-(hydroxymethyl)-3-{[(2Z)-3-phenylprop-2-enoyl]oxy}oxan-2-yl 3,4,5-trihydroxybenzoic acid

C22H22O11 (462.1162)


2-Cinnamoyl-1-galloyl-beta-D-glucopyranose is found in garden rhubarb. 2-Cinnamoyl-1-galloyl-beta-D-glucopyranose is isolated from commercial rhubarbs (Rheum species). Isolated from commercial rhubarbs (Rheum subspecies). 2-Cinnamoyl-1-galloyl-beta-D-glucopyranose is found in green vegetables and garden rhubarb.

   

2,3,4,6-Tetragalloyl-D-glucopyranose

[6-Hydroxy-3,4,5-tris(3,4,5-trihydroxybenzoyloxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoic acid

C34H28O22 (788.1072)


2,3,4,6-Tetragalloyl-D-glucopyranose is found in herbs and spices. 2,3,4,6-Tetragalloyl-D-glucopyranose is isolated from the root and rhizome of Sanguisorba officinalis (burnet bloodwort). Isolated from the root and rhizome of Sanguisorba officinalis (burnet bloodwort). 2,3,4,6-Tetragalloyl-D-glucopyranose is found in tea and herbs and spices.

   

2-Cinnamoyl-1,6-digalloyl-beta-D-glucopyranose

(3,4-Dihydroxy-5-{[(2Z)-3-phenylprop-2-enoyl]oxy}-6-(3,4,5-trihydroxybenzoyloxy)oxan-2-yl)methyl 3,4,5-trihydroxybenzoic acid

C29H26O15 (614.1272)


2-Cinnamoyl-1,6-digalloyl-beta-D-glucopyranose is found in green vegetables. 2-Cinnamoyl-1,6-digalloyl-beta-D-glucopyranose is isolated from commercial rhubarbs (Rheum sp.). Isolated from commercial rhubarbs (Rheum species). 2-Cinnamoyl-1,6-digalloyl-beta-D-glucopyranose is found in green vegetables.

   

Methyl 3,4,6-tri-O-galloyl-beta-D-glucopyranoside

[5-Hydroxy-6-methoxy-3,4-bis(3,4,5-trihydroxybenzoyloxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoic acid

C28H26O18 (650.1119)


Methyl 3,4,6-tri-O-galloyl-beta-D-glucopyranoside is found in herbs and spices. Methyl 3,4,6-tri-O-galloyl-beta-D-glucopyranoside is isolated from underground parts of Sanguisorba officinalis (burnet bloodwort). Isolated from underground parts of Sanguisorba officinalis (burnet bloodwort). Methyl 3,4,6-tri-O-galloyl-beta-D-glucopyranoside is found in tea and herbs and spices.

   

1,2,4-Trigalloyl-beta-D-glucopyranose

4-Hydroxy-2-(hydroxymethyl)-5,6-bis(3,4,5-trihydroxybenzoyloxy)oxan-3-yl 3,4,5-trihydroxybenzoic acid

C27H24O18 (636.0963)


1,2,4-Trigalloyl-beta-D-glucopyranose is found in fruits. 1,2,4-Trigalloyl-beta-D-glucopyranose is a constituent of the leaves of Punica granatum (pomegranate)

   

2-O-p-Coumaroyl-1,6-digalloyl-beta-D-glucopyranoside

(3,4-Dihydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-6-(3,4,5-trihydroxybenzoyloxy)oxan-2-yl)methyl 3,4,5-trihydroxybenzoic acid

C29H26O16 (630.1221)


2-O-p-Coumaroyl-1,6-digalloyl-beta-D-glucopyranoside is found in green vegetables. 2-O-p-Coumaroyl-1,6-digalloyl-beta-D-glucopyranoside is isolated from various commercial rhubarbs (Rheum sp.). Isolated from various commercial rhubarbs (Rheum species). 2-O-p-Coumaroyl-1,6-digalloyl-beta-D-glucopyranoside is found in green vegetables.

   

4-Glucosyl gallate

4,5,6-Trihydroxy-2-(hydroxymethyl)oxan-3-yl 3,4,5-trihydroxybenzoic acid

C13H16O10 (332.0743)


4-Glucosyl gallate is found in green vegetables. 4-Glucosyl gallate is a constituent of the leaves of Macaranga tanarius [CCD]. Constituent of the leaves of Macaranga tanarius [CCD]. 4-Glucosyl gallate is found in green vegetables.

   

6-Cinnamoyl-1,2-digalloylglucose

4,5-Dihydroxy-6-({[(2E)-3-phenylprop-2-enoyl]oxy}methyl)-2-(3,4,5-trihydroxybenzoyloxy)oxan-3-yl 3,4,5-trihydroxybenzoic acid

C29H26O15 (614.1272)


6-Cinnamoyl-1,2-digalloylglucose is found in green vegetables. 6-Cinnamoyl-1,2-digalloylglucose is isolated from commercial rhubarbs (Rheum species). Isolated from commercial rhubarbs (Rheum subspecies). 6-Cinnamoyl-1,2-digalloylglucose is found in green vegetables.

   

1,2-Digalloyl-beta-D-glucopyranose

4,5-Dihydroxy-6-(hydroxymethyl)-2-(3,4,5-trihydroxybenzoyloxy)oxan-3-yl 3,4,5-trihydroxybenzoic acid

C20H20O14 (484.0853)


1,2-Digalloyl-beta-D-glucopyranose is found in green vegetables. 1,2-Digalloyl-beta-D-glucopyranose is isolated from Rheum sp. Isolated from Rheum species 1,2-Digalloyl-beta-D-glucopyranose is found in green vegetables.

   

5-O-p-Coumaroylnigrumin

(2Z)-2-Cyano-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethylidene)ethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid

C20H23NO9 (421.1373)


5-O-p-Coumaroylnigrumin is found in fruits. 5-O-p-Coumaroylnigrumin is a constituent of the seeds of Ribes nigrum (blackcurrant). Constituent of the seeds of Ribes nigrum (blackcurrant). 5-O-p-Coumaroylnigrumin is found in fruits.

   

Methyl 2,3,4,6-tetra-O-galloyl-beta-D-glucopyranoside

[6-Methoxy-3,4,5-tris(3,4,5-trihydroxybenzoyloxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoic acid

C35H30O22 (802.1229)


Gallotannin constituent of Sanguisorba officinalis (burnet bloodwort). Methyl 2,3,4,6-tetra-O-galloyl-beta-D-glucopyranoside is found in tea and herbs and spices. Methyl 2,3,4,6-tetra-O-galloyl-beta-D-glucopyranoside is found in herbs and spices. Gallotannin constituent of Sanguisorba officinalis (burnet bloodwort).

   

Methyl 4,6-di-O-galloyl-beta-D-glucopyranoside

[4,5-Dihydroxy-6-methoxy-3-(3,4,5-trihydroxybenzoyloxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoic acid

C21H22O14 (498.101)


Gallotannin from Sanguisorba officinalis (burnet bloodwort). Methyl 4,6-di-O-galloyl-beta-D-glucopyranoside is found in tea and herbs and spices. Methyl 4,6-di-O-galloyl-beta-D-glucopyranoside is found in herbs and spices. Gallotannin from Sanguisorba officinalis (burnet bloodwort).

   

2-O-(4-Hydroxycinnamoyl)-1,6-di-O-galloyl-beta-D-glucopyranose

(3,4-Dihydroxy-5-{[(2Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-6-(3,4,5-trihydroxybenzoyloxy)oxan-2-yl)methyl 3,4,5-trihydroxybenzoic acid

C29H26O16 (630.1221)


2-O-(4-Hydroxycinnamoyl)-1,6-di-O-galloyl-beta-D-glucopyranose is found in green vegetables. 2-O-(4-Hydroxycinnamoyl)-1,6-di-O-galloyl-beta-D-glucopyranose is isolated from commercial rhubarbs (Rheum sp.). Isolated from commercial rhubarbs (Rheum species). 2-O-(4-Hydroxycinnamoyl)-1,6-di-O-galloyl-beta-D-glucopyranose is found in green vegetables.

   

1,3,6-Tri-O-galloyl-beta-D-glucose

[3,5-Dihydroxy-4,6-bis(3,4,5-trihydroxybenzoyloxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoic acid

C27H24O18 (636.0963)


   

Penta-O-galloyl-alpha-D-glucopyranose

[3,4,5,6-tetrakis(3,4,5-trihydroxybenzoyloxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

C41H32O26 (940.1182)


   

Dieckol

4-[4-[[6-(3,5-Dihydroxyphenoxy)-4,7,9-trihydroxydibenzo[b,e][1,4]dioxin-2-yl]oxy]-3,5-dihydroxyphenoxy]-dibenzo[b,e][1,4]dioxin-1,3,6,8-tetrol

C36H22O18 (742.0806)


Dieckol, is a naturally occurring phlorotannin found in some brown algal species. Dieckol has anti-bacterial, anti-cancer, anti-oxidant, anti-aging, anti-diabetic, neuroprotective actions[1]. Dieckol, is a naturally occurring phlorotannin found in some brown algal species. Dieckol has anti-bacterial, anti-cancer, anti-oxidant, anti-aging, anti-diabetic, neuroprotective actions[1].

   

Eckol

1-(3,5-dihydroxyphenoxy)-2,4,7,9-tetrahydroxydibenzo-1,4-dioxin

C18H12O9 (372.0481)


   

Octaphlorethol A

2-(4-{4-[4-(4-{4-[4-(3,5-dihydroxyphenoxy)-3,5-dihydroxyphenoxy]-3,5-dihydroxyphenoxy}-3,5-dihydroxyphenoxy)-2,6-dihydroxyphenoxy]-2,6-dihydroxyphenoxy}-2,6-dihydroxyphenoxy)benzene-1,3,5-triol

C48H34O24 (994.144)


   

1,2,3-tri-O-Galloyl-beta-4C1-glucose

(2R,3R,4S,5R,6S)-3-Hydroxy-2-(hydroxymethyl)-5,6-bis(3,4,5-trihydroxybenzoyloxy)oxan-4-yl 3,4,5-trihydroxybenzoic acid

C27H24O18 (636.0963)


1,2,3-tri-o-galloyl-beta-4c1-glucose is a member of the class of compounds known as tannins. Tannins are naturally occurring polyphenols which be categorized into four main classes: hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol). 1,2,3-tri-o-galloyl-beta-4c1-glucose is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 1,2,3-tri-o-galloyl-beta-4c1-glucose can be found in pomegranate, which makes 1,2,3-tri-o-galloyl-beta-4c1-glucose a potential biomarker for the consumption of this food product.

   

Brevilagin I

(1S,3R,4R,21R,22S)-10,10,14,15,16,28,28,32,33,34-decahydroxy-3-(hydroxymethyl)-2,5,20,23,38-pentaoxaheptacyclo[19.17.0.0⁴,²².0⁷,¹².0¹³,¹⁸.0²⁵,³⁰.0³¹,³⁶]octatriaconta-7,13(18),14,16,25,31(36),32,34-octaen-6,9,11,19,24,27,29,37-octone

C34H24O24 (816.0658)


Brevilagin i is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Brevilagin i can be found in common grape, which makes brevilagin i a potential biomarker for the consumption of this food product.