General Information of This Metabolic Reaction (MR) (ID: MR004310)
Formula
SVG example
Ring cleavage reaction
Reactant Naringenin Product p-Coumaric acid
Reactant Info Product Info
Metabolic Type Other reaction - Ring cleavage reaction
Other MR(s) Related to The Reactant of This MR
Other MR(s) That Produce The Reactant of This MR
MR ID Reactant Product MR Type Related Drug REF
MR003855 BRN-0183227 Naringenin Oxidation - Hydrolyzationn BRN-0183227 [1]
MR006956 CCG-208408 Naringenin Unclear CCG-208408 [2]
MR004309 Naringin Naringenin Hydrolysis - Hydrolyzation Naringin [3]
Other MR(s) That Metabolize The Reactant of This MR
MR ID Reactant Product MR Type Related Drug REF
MR006957 Naringenin 3-(4-Hydroxyphenyl)propionic acid Unclear CCG-208408 [2]
MR004322 Naringenin 4'-O-Methyl-naringenin Conjugation - Methylationn Naringin [3]
MR004331 Naringenin 5,7-Dihydroxyflavanone Reduction - Dehydroxylation Naringin [3]
MR004316 Naringenin 6-Hydroxyl-naringenin Oxidation - Hydrolyzationn Naringin [3]
MR004318 Naringenin 8-Hydroxyl-naringeni Oxidation - Hydrolyzationn Naringin [3]
MR004332 Naringenin Apigenin Reduction - Hydrogenation Naringin [3]
MR004320 Naringenin Eriodictyol Oxidation - Hydrolyzationn Naringin [3]
MR003856 Naringenin Isosakuranetin Unclear BRN-0183227 [1]
MR003859 Naringenin Naringenin-4',7-sulfo-O-glucuronide Unclear BRN-0183227 [4]
MR004330 Naringenin Naringenin-4'-O-glucoside Conjugation - Glucosylation Naringin [3]
MR003860 Naringenin Naringenin-4'-O-glucuronide Unclear BRN-0183227 [4]
MR004329 Naringenin Naringenin-5-O-glucoside Conjugation - Glucosylation Naringin [3]
MR003861 Naringenin Naringenin-7-O-glucuronide Unclear BRN-0183227 [4]
Other MR(s) Related to The Product of This MR
Other MR(s) That Produce The Product of This MR
MR ID Reactant Product MR Type Related Drug REF
MR005876 Liquiritin metabolite M9 Liquiritin metabolite M10 Oxidation - Dehydrogenation Liquiritin [5]
MR004397 3-(4-Hydroxyphenyl)propanoic acid (2E)-3-(4-Hydroxyphenyl)prop-2-enoic acid Unclear N-nonylphenol [6]
Other MR(s) That Metabolize The Produtc of This MR
MR ID Reactant Product MR Type Related Drug REF
MR004311 p-Coumaric acid 3-(4'-hydroxyphenyl)propionic acid Reduction - Hydrogenation Naringin [3]
MR004314 p-Coumaric acid Caffeic acid Oxidation - Hydrolyzationn Naringin [3]
MR004315 p-Coumaric acid Cinnamic acid Reduction - Dehydroxylation Naringin [3]
MR004405 (2E)-3-(4-Hydroxyphenyl)prop-2-enoic acid (2E)-3-(3,4-Dihydroxyphenyl)prop-2-enoic acid Oxidation - Hydrolyzationn N-nonylphenol [6]
MR004398 (2E)-3-(4-Hydroxyphenyl)prop-2-enoic acid 2-(4-Hydroxyphenyl)acetic acid Unclear N-nonylphenol [6]
References
1 Flavanone metabolism in healthy and tumor-bearing rats
2 Catabolism of citrus flavanones by the probiotics Bifidobacterium longum and Lactobacillus rhamnosus. Eur J Nutr. 2018 Feb;57(1):231-242.
3 Microbial Metabolism of Naringin and the Impact on Antioxidant Capacity
4 Stratification of Volunteers According to Flavanone Metabolite Excretion and Phase II Metabolism Profile after Single Doses of 'Pera' Orange and 'Moro' Blood Orange Juices
5 A comprehensive profiling and identification of liquiritin metabolites in rats using ultra-high-performance liquid chromatography coupled with linear ion trap-orbitrap mass spectrometer
6 4-n-nonylphenol degradation by the genus Metarhizium with cytochrome P450 involvement

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