Classification Term: 3379

Galloyl esters (ontology term: CHEMONTID:0003539)

Organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid." [DOI:10.1016/j.carres.2008.10.024]

found 34 associated metabolites at no_class-level_7 metabolite taxonomy ontology rank level.

Ancestor: Gallic acid and derivatives

Child Taxonomies: There is no child term of current ontology term.

Propyl gallate

n-Propyl ester of 3,4,5-trihydroxybenzoic acid

C10H12O5 (212.0685)


Propyl gallate is found in corn. Propyl gallate is an antioxidant used in foods especially animal fats and vegetable oils. Synergistic with other antioxidants such as Butylated hydroxyanisole DNB28-K and 2,6-Di-tert-butyl-4-methylphenol HCH42-H. Especially effective with polyunsaturated fats. Indirect food additive arising from paper or board packaging, adhesives and food contact polymers Propyl gallate is an anti-oxidant. It protects against oxidation by hydrogen peroxide and oxygen free radicals, in a catalytic manner similar to superoxide dismutase. Propyl gallate, or propyl 3,4,5-trihydroxybenzoate is an ester formed by the condensation of gallic acid and propanol. It is an antioxidant added to foods containing oils and fats to prevent oxidation.[citation needed] As a food additive, it is used under the E number E310 Antioxidant used in foods especies animal fats and vegetable oils. Synergistic with other antioxidants such as Butylated hydroxyanisole DNB28-K and 2,6-Di-tert-butyl-4-methylphenol HCH42-H. Especies effective with polyunsaturated fats. Indirect food additive arising from paper or board packaging, adhesives and food contact polymers D020011 - Protective Agents > D000975 - Antioxidants Propyl gallate is a common food antioxidant. Propyl gallate can inhibit the production of acrolein, glyoxal and methylglyoxal[1][2]. Propyl gallate is a common food antioxidant. Propyl gallate can inhibit the production of acrolein, glyoxal and methylglyoxal[1][2].

   

Ethyl gallate

2-([(4-CHLOROPHENYL)SULFONYL]AMINO)PROPANOICACID

C9H10O5 (198.0528)


Ethyl gallate is a gallate ester obtained by the formal condensation of gallic acid with ethanol. It has a role as a plant metabolite. Ethyl gallate is a natural product found in Limonium axillare, Dimocarpus longan, and other organisms with data available. Ethyl gallate occurs, inter alia, in Indian gooseberry (Phyllanthus emblica). Ethyl gallate is found in many foods, some of which include grape wine, fruits, guava, and vinegar. Occurs, inter alia, in Indian gooseberry (Phyllanthus emblica). Ethyl gallate is found in many foods, some of which are grape wine, fruits, guava, and vinegar. A gallate ester obtained by the formal condensation of gallic acid with ethanol. Ethyl gallate is a nonflavonoid phenolic compound and also a scavenger of hydrogen peroxide. Ethyl gallate is a nonflavonoid phenolic compound and also a scavenger of hydrogen peroxide.

   

Octyl gallate

Octyl gallate, European Pharmacopoeia (EP) Reference Standard

C15H22O5 (282.1467)


Octyl gallate is a gallate ester obtained by condensation of the carboxy group of gallic acid with the hydroxy group of octanol. It has a role as a food antioxidant, a plant metabolite and a hypoglycemic agent. Octyl gallate is an antioxidant used in margarineOctyl gallate has been shown to exhibit anti-viral function (A7906). A gallate ester obtained by condensation of the carboxy group of gallic acid with the hydroxy group of octanol. D000074385 - Food Ingredients > D005503 - Food Additives > D005520 - Food Preservatives Octyl gallate is an antioxidant used in margarin Antioxidant used in margarine. Octyl gallate (Progallin O) is widely used as a food additive, with antimicrobial and antioxidant activity[1][2]. Octyl gallate (Progallin O) shows selective and sensitive fluorescent property[2]. Octyl gallate shows a marked antiviral effect against HSV-1, vesicular stomatitis virus (VSV) and poliovirus[3]. Octyl gallate (Progallin O) is widely used as a food additive, with antimicrobial and antioxidant activity[1][2]. Octyl gallate (Progallin O) shows selective and sensitive fluorescent property[2]. Octyl gallate shows a marked antiviral effect against HSV-1, vesicular stomatitis virus (VSV) and poliovirus[3].

   

Epitheaflagallin 3-O-gallate

5,7-Dihydroxy-2-{2,3,4,5-tetrahydroxy-6-oxo-6H-benzo[7]annulen-8-yl}-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoic acid

C27H20O13 (552.0904)


5,7-Dihydroxy-2-{2,3,4,5-tetrahydroxy-6-oxo-6H-benzo[7]annulen-8-yl}-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate is a gallate ester. Epitheaflagallin 3-O-gallate is found in tea. Epitheaflagallin 3-O-gallate is a pigment from black tea. Pigment from black tea. Epitheaflagallin 3-O-gallate is found in tea.

   

Dodecyl gallate

Benzoic acid, 3,4,5-trihydroxy-, dodecyl ester

C19H30O5 (338.2093)


Dodecyl gallate is an antioxidant used in foods especially oil, fats, cheeses and mashed potato. Dodecyl gallate is a permitted for use in margarine in USA. Possesses same antioxidant effects as propyl gallate but incr. alkyl chain length gives rise to greater fat solubility. Antioxidant used in foods especies oil, fats, cheeses and mashed potato. Permitted for use in margarine in USA. Possesses same antioxidant effects as propyl gallate but incr. alkyl chain length gives rise to greater fat solubility

   

2-O-Galloylsucrose

2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 3,4,5-trihydroxybenzoic acid

C19H26O15 (494.1272)


2-O-Galloylsucrose is found in green vegetables. 2-O-Galloylsucrose is isolated from the commercial Chinese rhubarb (Rheum species). Isolated from the commercial Chinese rhubarb (Rheum subspecies). 2-O-Galloylsucrose is found in green vegetables.

   

Hamamelitannin

{3,4,5-trihydroxy-4-[(3,4,5-trihydroxybenzoyloxy)methyl]oxolan-2-yl}methyl 3,4,5-trihydroxybenzoic acid

C20H20O14 (484.0853)


Hamamelitannin is found in nuts. Hamamelitannin is isolated from Castanea sativa (sweet chestnut). Isolated from Castanea sativa (sweet chestnut). Hamamelitannin is found in nuts.

   

5-O-Galloyl-1,4-galactarolactone

2-(3,4-dihydroxy-5-oxooxolan-2-yl)-2-(3,4,5-trihydroxybenzoyloxy)acetic acid

C13H12O11 (344.038)


5-O-Galloyl-1,4-galactarolactone is found in fruits. Consist. of the fruit of emblic (Phyllanthus emblica).

   

Methyl 2,3,6-tri-O-galloyl-beta-D-glucopyranoside

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

C28H26O18 (650.1119)


Methyl 2,3,6-tri-O-galloyl-beta-D-glucopyranoside is found in herbs and spices. Methyl 2,3,6-tri-O-galloyl-beta-D-glucopyranoside is isolated from Sanguisorba officinalis (burnet bloodwort). Isolated from Sanguisorba officinalis (burnet bloodwort). Methyl 2,3,6-tri-O-galloyl-beta-D-glucopyranoside is found in tea and herbs and spices.

   

3-O-Galloylhamamelitannin

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

C27H24O18 (636.0963)


3-O-Galloylhamamelitannin is found in herbs and spices. 3-O-Galloylhamamelitannin is isolated from Castanea crenata (Japanese chestnut), Sanguisorba officinalis (burnet bloodwort). Isolated from Castanea crenata (Japanese chestnut), Sanguisorba officinalis (burnet bloodwort). 3-O-Galloylhamamelitannin is found in tea, herbs and spices, and nuts.

   

6'-O-Galloylsucrose

[3,4-Dihydroxy-5-(hydroxymethyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-2-yl]methyl 3,4,5-trihydroxybenzoic acid

C19H26O15 (494.1272)


6-O-Galloylsucrose is found in green vegetables. 6-O-Galloylsucrose is isolated from commercial Chinese rhubarb (Rheum species). Isolated from commercial Chinese rhubarb (Rheum subspecies). 6-O-Galloylsucrose is found in green vegetables.

   

6-O-Galloylsucrose

(6-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl 3,4,5-trihydroxybenzoic acid

C19H26O15 (494.1272)


6-O-Galloylsucrose is found in green vegetables. 6-O-Galloylsucrose is isolated from commercial Chinese rhubarb (Rheum species). Isolated from commercial Chinese rhubarb (Rheum subspecies). 6-O-Galloylsucrose is found in green vegetables.

   

1'-O-Galloylsucrose

[3,4-Dihydroxy-5-(hydroxymethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-2-yl]methyl 3,4,5-trihydroxybenzoic acid

C19H26O15 (494.1272)


1-O-Galloylsucrose is found in green vegetables. 1-O-Galloylsucrose is a tannin isolated from commercial Chinese rhubarb (Rheum species). A tannin isolated from commercial Chinese rhubarb (Rheum subspecies). 1-O-Galloylsucrose is found in green vegetables.

   

2-Galloyl-1,4-galactarolactone methyl ester

4-Hydroxy-5-(1-hydroxy-2-methoxy-2-oxoethyl)-2-oxooxolan-3-yl 3,4,5-trihydroxybenzoic acid

C14H14O11 (358.0536)


2-Galloyl-1,4-galactarolactone methyl ester is found in fruits. 2-Galloyl-1,4-galactarolactone methyl ester is a constituent of the fruit of emblic (Phyllanthus emblica). Constituent of the fruit of emblic (Phyllanthus emblica). 2-Galloyl-1,4-galactarolactone methyl ester is found in fruits.

   

2-Galloylglucose

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

C13H16O10 (332.0743)


2-Galloylglucose is found in green vegetables. 2-Galloylglucose is a constituent of commercial rhubarb (Rheum species). Constituent of commercial rhubarb (Rheum subspecies). 2-Galloylglucose is found in green vegetables.

   

Kurigalin

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

C27H24O18 (636.0963)


Kurigalin is found in nuts. Kurigalin is a gallotannin isolated from the bark of Castanea crenata (Japanese chestnut). A gallotannin isolated from the bark of Castanea crenata (Japanese chestnut). Kurigalin is found in nuts.

   

4'-O-Galloylsucrose

4-Hydroxy-2,5-bis(hydroxymethyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl 3,4,5-trihydroxybenzoic acid

C19H26O15 (494.1272)


Tannin constituent of commercial Chinese rhubarb (Rheum subspecies). 4-O-Galloylsucrose is found in green vegetables. 4-O-Galloylsucrose is found in green vegetables. Tannin constituent of commercial Chinese rhubarb (Rheum species).

   

2,6-Digalloylglucose

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

C20H20O14 (484.0853)


2,6-Digalloylglucose is found in green vegetables. 2,6-Digalloylglucose is isolated from Rheum sp. Isolated from Rheum species 2,6-Digalloylglucose is found in green vegetables.

   

5-Methoxy-galloyl-1,4-galactarolactone

Methyl 2-(3,4-dihydroxy-5-oxooxolan-2-yl)-2-(3,4,5-trihydroxybenzoyloxy)acetic acid

C14H14O11 (358.0536)


5-Methoxy-galloyl-1,4-galactarolactone is found in fruits. 5-Methoxy-galloyl-1,4-galactarolactone is a constituent of the fruit of emblic (Phyllanthus emblica). Constituent of the fruit of emblic (Phyllanthus emblica). 5-Methoxy-galloyl-1,4-galactarolactone is found in fruits.

   

2-O-Galloyl-1,4-galactarolactone

2-hydroxy-2-[3-hydroxy-5-oxo-4-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl]acetic acid

C13H12O11 (344.038)


2-O-Galloyl-1,4-galactarolactone is found in fruits. 2-O-Galloyl-1,4-galactarolactone is a constituent of the fruit of emblic (Phyllanthus emblica).

   

Theacitrin A

2-[5,7,8a-Trihydroxy-1,6,8-trioxo-3-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-1H,3ah,3BH,6H,8H,8ah-cyclopenta[a]inden-3b-yl]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoic acid

C37H28O18 (760.1276)


Theacitrin B is found in tea. Theacitrin B is a constituent of fermented leaves of Camellia sinensis (black tea)

   

1-O-Galloylglycerol

2,3-Dihydroxypropyl 3,4,5-trihydroxybenzoic acid

C10H12O7 (244.0583)


1-O-Galloylglycerol is found in garden rhubarb. 1-O-Galloylglycerol is isolated from commercial rhubarb. Isolated from commercial rhubarb. 1-O-Galloylglycerol is found in green vegetables and garden rhubarb.

   

1,2'-Di-O-galloylhamamelofuranose

[3,4-Dihydroxy-5-(hydroxymethyl)-2-(3,4,5-trihydroxybenzoyloxy)oxolan-3-yl]methyl 3,4,5-trihydroxybenzoic acid

C20H20O14 (484.0853)


1,2-Di-O-galloylhamamelofuranose is found in nuts. 1,2-Di-O-galloylhamamelofuranose is isolated from the bark of Castanea crenata (Japanese chestnut). Isolated from the bark of Castanea crenata (Japanese chestnut). 1,2-Di-O-galloylhamamelofuranose is found in nuts.

   

3-O-Galloyl-1,4-galactarolactone

2-hydroxy-2-[4-hydroxy-5-oxo-3-(3,4,5-trihydroxybenzoyloxy)oxolan-2-yl]acetic acid

C13H12O11 (344.038)


3-O-Galloyl-1,4-galactarolactone is found in fruits. 3-O-Galloyl-1,4-galactarolactone is a constituent of the fruit of emblic (Phyllanthus emblica).

   

1,2',5-Tri-O-galloylhamamelofuranose

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

C27H24O18 (636.0963)


1,2,5-Tri-O-galloylhamamelofuranose is found in nuts. 1,2,5-Tri-O-galloylhamamelofuranose is isolated from the bark of Castanea crenata (Japanese chestnut). Isolated from the bark of Castanea crenata (Japanese chestnut). 1,2,5-Tri-O-galloylhamamelofuranose is found in nuts.

   

5-O-Galloylhamamelofuranose

[3,4,5-Trihydroxy-4-(hydroxymethyl)oxolan-2-yl]methyl 3,4,5-trihydroxybenzoic acid

C13H16O10 (332.0743)


5-O-Galloylhamamelofuranose is found in nuts. 5-O-Galloylhamamelofuranose is isolated from Castanea crenata (Japanese chestnut). Isolated from Castanea crenata (Japanese chestnut). 5-O-Galloylhamamelofuranose is found in nuts.

   

1-O-Galloylfructose

(2,3,4,5-Tetrahydroxyoxan-2-yl)methyl 3,4,5-trihydroxybenzoic acid

C13H16O10 (332.0743)


1-O-Galloylfructose is found in green vegetables. 1-O-Galloylfructose is isolated from commercial rhubarb (Rheum sp.). Isolated from commercial rhubarb (Rheum species). 1-O-Galloylfructose is found in green vegetables.

   

Methyl 6-O-galloyl-beta-D-glucopyranoside

(3,4,5-Trihydroxy-6-methoxyoxan-2-yl)methyl 3,4,5-trihydroxybenzoic acid

C14H18O10 (346.09)


Methyl 6-O-galloyl-beta-D-glucopyranoside is found in green vegetables. Tannin constituent of burnet bloodwort (Sanguisorba officinalis). Tannin constituent of burnet bloodwort (Sanguisorba officinalis). Methyl 6-O-galloyl-beta-D-glucopyranoside is found in green vegetables.

   

Theacitrin C

2-{3b-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-2-yl]-5,7,8a-trihydroxy-1,6,8-trioxo-1H,3ah,3BH,6H,8H,8ah-cyclopenta[a]inden-3-yl}-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoic acid

C44H32O22 (912.1385)


Theacitrin C is found in tea. Theacitrin C is a constituent of fermented leaves of Camellia sinensis (black tea)

   

Phenethyl 6-galloylglucoside

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

C21H24O10 (436.1369)


Phenethyl 6-galloylglucoside is found in green vegetables. Phenethyl 6-galloylglucoside is isolated from Rosa damascena (damask rose Isolated from Rosa damascena (damask rose). Phenethyl 6-galloylglucoside is found in herbs and spices and green vegetables.

   

Ginnalin B

(3,4,5-Trihydroxyoxan-2-yl)methyl 3,4,5-trihydroxybenzoic acid

C13H16O9 (316.0794)


   

Methyl gallate

345-Trihydroxy-benzoic acid methyl ester

C8H8O5 (184.0372)


Methyl gallate, also known as methyl 3 or methyl galloic acid, is a member of the class of compounds known as galloyl esters. Galloyl esters are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid. Methyl gallate is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Methyl gallate can be found in peach and pomegranate, which makes methyl gallate a potential biomarker for the consumption of these food products. Methyl gallate is a phenolic compound. It is the methyl ester of gallic acid . Methyl gallate is a plant phenolic with antioxidant, anticancer, and anti-inflammatory activities. Methyl gallate also shows bacterial inhibition activity. Methyl gallate also has anti-HIV-1 and HIV-1 enzyme inhibitory activities. Methyl gallate is a plant phenolic with antioxidant, anticancer, and anti-inflammatory activities. Methyl gallate also shows bacterial inhibition activity. Methyl gallate also has anti-HIV-1 and HIV-1 enzyme inhibitory activities.

   

Thearubigin

7-{2-carboxy-1-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-2-yl]ethyl}-5-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxy-3-oxocyclohepta-1,4,6-triene-1-carboxylic acid

C43H34O22 (902.1542)


   

6-O-Galloylglucose

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

C13H16O10 (332.0743)


6-o-galloylglucose is a member of the class of compounds known as galloyl esters. Galloyl esters are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid. 6-o-galloylglucose is soluble (in water) and a very weakly acidic compound (based on its pKa). 6-o-galloylglucose can be found in garden rhubarb, which makes 6-o-galloylglucose a potential biomarker for the consumption of this food product.