Drug Information
| Drug General Information | Top | |||
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| Drug ID |
D02ABO
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| Former ID |
DNC007019
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| Drug Name |
NARINGENIN
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| Synonyms |
naringenin; 5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one; 67604-48-2; 4',5,7-Trihydroxyflavanone; Naringenine; (+/-)-Naringenin; naringetol; 480-41-1; salipurpol; (-)-Naringenin; NARIGENIN; Salipurol; 5,7,4'-Trihydroxyflavanone; 93602-28-9; (S)-Naringenin; BE-14348A; NSC 34875; ( inverted exclamation markA)-Naringenin; CHEMBL32571; MLS000738094; MLS000028739; CHEBI:50202; Flavanone, 4',5,7-trihydroxy-; FTVWIRXFELQLPI-UHFFFAOYSA-N; NSC34875; NSC11855; MFCD00006844; SMR000059039; AK122638; NSC 11855; 4',7-Trihydroxyflavanone
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| Drug Type |
Small molecular drug
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| Structure |
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Download2D MOL |
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| Formula |
C15H12O5
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| Canonical SMILES |
C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O
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| InChI |
1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2
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| InChIKey |
FTVWIRXFELQLPI-UHFFFAOYSA-N
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| CAS Number |
CAS 67604-48-2
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| PubChem Compound ID | ||||
| ChEBI ID |
CHEBI:50202
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| Interaction between the Drug and Microbe | Top | |||
|---|---|---|---|---|
| The Metabolism of Drug Affected by Studied Microbe(s) | ||||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Gut microbiota | ||||
| Studied Microbe: Gut microbiota unspecific | [1], [2] | |||
| Metabolic Reaction | Deglycosylation | |||
| Resulting Metabolite | Phenolic acids (phenylacetic acid; hydroxyphenyl acetic acid) | |||
| Description | Naringenin can be metabolized to Phenolic acids (phenylacetic acid and hydroxyphenyl acetic acid) by gut microbiota through deglycosylation. | |||
| References | Top | |||
|---|---|---|---|---|
| REF 1 | Gut Microbiota-Mediated Drug-Antibiotic Interactions. Drug Metab Dispos. 2015 Oct;43(10):1581-9. | |||
| REF 2 | Intestinal bacterial metabolism of flavonoids and its relation to some biological activities. Arch Pharm Res. 1998 Feb;21(1):17-23. | |||
| REF 3 | Pharmacophore modeling strategies for the development of novel nonsteroidal inhibitors of human aromatase (CYP19). Bioorg Med Chem Lett. 2010 May 15;20(10):3050-64. | |||
| REF 4 | Selective inhibition of methoxyflavonoids on human CYP1B1 activity. Bioorg Med Chem. 2010 Sep 1;18(17):6310-5. | |||
| REF 5 | Discovery of nonsteroidal 17beta-hydroxysteroid dehydrogenase 1 inhibitors by pharmacophore-based screening of virtual compound libraries. J Med Chem. 2008 Jul 24;51(14):4188-99. | |||
| REF 6 | Subtle side-chain modifications of the hop phytoestrogen 8-prenylnaringenin result in distinct agonist/antagonist activity profiles for estrogen re... J Med Chem. 2006 Dec 14;49(25):7357-65. | |||
| REF 7 | Structure-activity relationship of human GLO I inhibitory natural flavonoids and their growth inhibitory effects. Bioorg Med Chem. 2008 Apr 1;16(7):3969-75. | |||
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