| Entry |
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| Name |
Degradation of flavonoids |
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| Description |
Flavonoids are polyphenolic compounds with the C6-C3-C6 skeleton structure. Natural flavonoids, including their O-glycoside and C-glycoside forms, are synthesized as plant secondary metabolites and thus ubiquitously found in foods of plant origin. Because of the potential health benefits of dietary flavonoids, there has been much interest in characterizing the involvement of gut microbiome and identifying key metabolites and their interactions. For example, equol metabolized from soy products [MD: M00966] is known to have estrogenic activity.
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| Class |
Metabolism; Biosynthesis of other secondary metabolites
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| Pathway map |
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| Module |
| M00967 | Flavone degradation, luteolin/apigenin => DHCA/phloretate [PATH:rn00946] |
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| Reaction |
| R02901 | phloretin acylhydrolase (phloroglucinol-forming) |
| R13051 | daidzein 7-O-glucoside glucohydrolase |
| R13052 | genistein 7-O-beta-D-glucoside glucohydrolase |
| R13064 | naringin rhamnohydrolase |
| R13065 | quercetin 3-O-glucoside glucohydrolase |
| R13081 | naringenin 7-O-beta-D-glucoside glucohydrolase |
| R13082 | 3-hydroxyphloretin acylhydrolase (phloroglucinol-forming) |
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| Compound |
| C01161 | 3,4-Dihydroxyphenylacetate |
| C09099 | Naringenin 7-O-beta-D-glucoside |
| C10447 | 3,4-Dihydroxyphenylpropanoate |
| C12088 | 4-Hydroxycinnamoylmethane |
| C22558 | (3S,4R)-Tetrahydrodaidzein |
| C22560 | 6'-Hydroxy-O-desmethylangolensin |
| C22568 | 5,7,8-Trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one |
| C22569 | (2E,4E)-2,4-Dihydroxy-4-[6-(4-hydroxyphenyl)-2,4-dioxodihydro-2H-pyran-3(4H)-ylidene]but-2-enoate |
| C22570 | 5-(4-Hydroxyphenyl)-3-oxovalero-delta-lactone |
| C22571 | 5-Hydroxy-5-(4-hydroxyphenyl)-3-oxopentanoate |
| C22572 | 4-Hydroxy-4-(4-hydroxyphenyl)-butan-2-one |
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| Reference |
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| Authors |
Goris T, Cuadrat RRC, Braune A. |
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| Title |
Flavonoid-Modifying Capabilities of the Human Gut Microbiome-An In Silico Study. |
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| Journal |
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| Reference |
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| Authors |
Shimada Y, Takahashi M, Miyazawa N, Abiru Y, Uchiyama S, Hishigaki H |
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| Title |
Identification of a novel dihydrodaidzein racemase essential for biosynthesis of equol from daidzein in Lactococcus sp. strain 20-92. |
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| Journal |
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| Reference |
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| Authors |
Maria Marin A, de la Torre J, Ricardo Marques Oliveira A, Barison A, Satie Chubatsu L, Adele Monteiro R, de Oliveira Pedrosa F, Maltempi de Souza E, Wassem R, Duque E, Ramos JL. |
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| Title |
Genetic and functional characterization of a novel meta-pathway for degradation of naringenin in Herbaspirillum seropedicae SmR1. |
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| Journal |
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| Reference |
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| Authors |
Mayo B, Vazquez L, Florez AB. |
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| Title |
Equol: A Bacterial Metabolite from The Daidzein Isoflavone and Its Presumed Beneficial Health Effects. |
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| Journal |
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Related
pathway |
| rn00944 | Flavone and flavonol biosynthesis |
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| KO pathway |
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