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Literature summary extracted from

  • Greer, A.K.; Madadi, N.R.; Bratton, S.M.; Eddy, S.D.; Mazerska, Z.; Hendrickson, H.P.; Crooks, P.A.; Radominska-Pandya, A.
    Novel resveratrol-based substrates for human hepatic, renal, and intestinal UDP-glucuronosyltransferases (2014), Chem. Res. Toxicol., 27, 536-545.
    View publication on PubMedView publication on EuropePMC

Protein Variants

EC Number Protein Variants Comment Organism
2.4.1.17 additional information trans-Resveratrol has powerful antioxidant, anti-inflammatory, anticarcinogenic, and antiaging properties, but its use as a therapeutic agent is limited by its rapid metabolism into its conjugated forms by UDP-glucuronosyltransferases. The limited bioavailability of tRes can be improved by modifying its structure to create analogues which can be glucuronidated at a lower rate than tRes itself Homo sapiens

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.4.1.17 additional information
-
 additional information steady-state kinetics, Michaelis-Menten kinetics Homo sapiens
2.4.1.17 0.0062
-
 (E)-2,4-dimethoxy-6-(4-methoxystyryl)benzaldehyde oxime pH 7.4, 37°C Homo sapiens
2.4.1.17 0.063 0.24 (E)-3-(3-hydroxy-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acrylic acid pH 7.4, 37°C, isozyme-dependent Homo sapiens

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
2.4.1.17 microsome
-
 Homo sapiens
-
-

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.4.1.17 additional information Homo sapiens no activity with (E)-4-(3,5-dimethoxystyryl)-2,6-dinitrophenol, i.e. DNR-1, glucuronide formation is verified by beta-glucuronidase hydrolysis and LC-MS/MS analysis ?
-
 ?
2.4.1.17 additional information Homo sapiens trans-Resveratrol has powerful antioxidant, anti-inflammatory, anticarcinogenic, and antiaging properties, but its use as a therapeutic agent is limited by its rapid metabolism into its conjugated forms by UDP-glucuronosyltransferases. The limited bioavailability of tRes can be improved by modifying its structure to create analogues which can be glucuronidated at a lower rate than tRes itself. Three synthetic stilbenoids ((E)-3-(3-hydroxy-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acrylic acid, (E)-2,4-dimethoxy-6-(4-methoxystyryl)benzaldehyde oxime, and (E)-4-(3,5-dimethoxystyryl)-2,6-dinitrophenol) are designed based on the structure of tRes and synthesized. UDP-glucuronosyltransferases recognize and glucuronidate trans-resveratrol at each of the 3 hydroxyl groups attached to its aromatic rings ?
-
 ?
2.4.1.17 UDP-glucuronate + (E)-2,4-dimethoxy-6-(4-methoxystyryl)benzaldehyde oxime Homo sapiens i.e. NI-ST-05, low activity, NI-ST-05 forms a distinct N-O-glucuronide. NI-ST-05 is primarily metabolized by an extrahepatic enzyme, UGT1A10 UDP + 1-O-[(E)-2,4-dimethoxy-6-(4-methoxystyryl)benzaldehyde oxime]-beta-D-glucuronate
-
 ?
2.4.1.17 UDP-glucuronate + (E)-3-(3-hydroxy-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acrylic acid Homo sapiens i.e. NI-12a, low activity, NI-12a is glucuronidated at both the -COOH and -OH functions. NI-12a is primarily metabolized by the hepatic and renal enzyme UGT1A9 UDP + ?
-
 ?
2.4.1.17 UDP-glucuronate + trans-resveratrol Homo sapiens
-
 UDP + trans-resveratrol beta-D-glucuronoside
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.4.1.17 Homo sapiens
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
2.4.1.17 intestine
-
 Homo sapiens
-
2.4.1.17 kidney
-
 Homo sapiens
-
2.4.1.17 liver
-
 Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.4.1.17 additional information no activity with (E)-4-(3,5-dimethoxystyryl)-2,6-dinitrophenol, i.e. DNR-1, glucuronide formation is verified by beta-glucuronidase hydrolysis and LC-MS/MS analysis Homo sapiens ?
-
 ?
2.4.1.17 additional information trans-Resveratrol has powerful antioxidant, anti-inflammatory, anticarcinogenic, and antiaging properties, but its use as a therapeutic agent is limited by its rapid metabolism into its conjugated forms by UDP-glucuronosyltransferases. The limited bioavailability of tRes can be improved by modifying its structure to create analogues which can be glucuronidated at a lower rate than tRes itself. Three synthetic stilbenoids ((E)-3-(3-hydroxy-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acrylic acid, (E)-2,4-dimethoxy-6-(4-methoxystyryl)benzaldehyde oxime, and (E)-4-(3,5-dimethoxystyryl)-2,6-dinitrophenol) are designed based on the structure of tRes and synthesized. UDP-glucuronosyltransferases recognize and glucuronidate trans-resveratrol at each of the 3 hydroxyl groups attached to its aromatic rings Homo sapiens ?
-
 ?
2.4.1.17 UDP-glucuronate + (E)-2,4-dimethoxy-6-(4-methoxystyryl)benzaldehyde oxime i.e. NI-ST-05, low activity, NI-ST-05 forms a distinct N-O-glucuronide. NI-ST-05 is primarily metabolized by an extrahepatic enzyme, UGT1A10 Homo sapiens UDP + 1-O-[(E)-2,4-dimethoxy-6-(4-methoxystyryl)benzaldehyde oxime]-beta-D-glucuronate
-
 ?
2.4.1.17 UDP-glucuronate + (E)-2,4-dimethoxy-6-(4-methoxystyryl)benzaldehyde oxime i.e. NI-ST-05, low activity, NI-ST-05 forms a distinct N-O-glucuronide. NI-ST-05 is primarily metabolized by an extrahepatic enzyme, UGT1A10, in cooperative binding Homo sapiens UDP + 1-O-[(E)-2,4-dimethoxy-6-(4-methoxystyryl)benzaldehyde oxime]-beta-D-glucuronate
-
 ?
2.4.1.17 UDP-glucuronate + (E)-3-(3-hydroxy-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acrylic acid i.e. NI-12a, low activity, NI-12a is glucuronidated at both the -COOH and -OH functions. NI-12a is primarily metabolized by the hepatic and renal enzyme UGT1A9 Homo sapiens UDP + ?
-
 ?
2.4.1.17 UDP-glucuronate + trans-resveratrol
-
 Homo sapiens UDP + trans-resveratrol beta-D-glucuronoside
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.4.1.17 UDP-glucuronosyltransferase
-
 Homo sapiens
2.4.1.17 UGT
-
 Homo sapiens

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.4.1.17 37
-
 assay at Homo sapiens

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.4.1.17 7.4
-
 assay at Homo sapiens