General Information of Xenobiotics (ID: XEO00573)
Xenobiotics Name
Naringenin
Xenobiotics Type
Pharmaceutical Agent(s)
Classification
Drug in Phase 1 Clinical Trial
Structure
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3D MOL 2D MOL
PubChem CID
932
DME(s) Modulated by This Xenobiotics
DME(s) Inhibited by This Xenobiotics
Aldo-keto reductase 1C1 (AKR1C1) DME Info Homo sapiens [1]
Aldo-keto reductase 1C3 (AKR1C3) DME Info Homo sapiens [1]
Azoreductase (azoR) DME Info Escherichia coli [2]
L,D-carboxypeptidase A (ldcA) DME Info Escherichia coli [2]
Beta-lactamase (blaB) DME Info Escherichia coli [2]
Chloramphenicolase (chlR) DME Info Escherichia coli [2]
Glycoside hydrolase (cscA) DME Info Escherichia coli [2]
NADPH-dependent curcumin reductase (curA) DME Info Escherichia coli [2]
Aromatase (CYP19A1) DME Info Homo sapiens [3]
Cytochrome P450 1A1 (CYP1A1) DME Info Homo sapiens [4]
Cytochrome P450 1A2 (CYP1A2) DME Info Homo sapiens [4]
Cytochrome P450 1B1 (CYP1B1) DME Info Homo sapiens [4]
Mephenytoin 4-hydroxylase (CYP2C19) DME Info Homo sapiens [5]
Cytochrome P450 2C9 (CYP2C9) DME Info Homo sapiens [1]
Cytochrome P450 3A4 (CYP3A4) DME Info Homo sapiens [6]
Unclear metabolic mechanism (DME-unclear) DME Info Escherichia coli [2]
Glutamate decarboxylase (gadB) DME Info Escherichia coli [2]
D-Lactate dehydrogenase (ldhA) DME Info Escherichia coli [2]
D-Lactate dehydrogenase (ldhA) DME Info Pseudomonas aeruginosa [7]
Molybdopterin-dependent enzyme (molD) DME Info Escherichia coli [2]
Glutamate racemase (MurI) DME Info Escherichia coli [2]
Arylamine N-acetyltransferase (NAT) DME Info Pseudomonas aeruginosa [7]
N-ethylmaleimide reductase (nemA) DME Info Escherichia coli [2]
Oxygen-insensitive NADPH nitroreductase A (nfsA) DME Info Escherichia coli [2]
Oxygen-insensitive NADPH nitroreductase B (nfsB) DME Info Escherichia coli [2]
NADH dehydrogenase (nuoE) DME Info Streptomyces griseus [2]
Hydroxybenzoate 3-monooxygenase (pobA) DME Info Pseudomonas aeruginosa [7]
Tyramine oxidase (tynA) DME Info Escherichia coli [2]
Beta-glucuronidase (uidA) DME Info Escherichia coli [2]
DME(s) Induced by This Xenobiotics
Lactoperoxidase (LPO) DME Info Homo sapiens [8]
Quinone reductase 1 (NQO1) DME Info Homo sapiens [9]
Serum paraoxonase/arylesterase 1 (PON1) DME Info Homo sapiens [9]
Xenobiotics-DME Activity Data
Xenobiotics-DME Activity Data Aromatase (CYP19A1) DME Info IC50 = 0.0029 microM [3]
Cytochrome P450 1A1 (CYP1A1) DME Info IC50 = 15.167 microM [4]
Cytochrome P450 1A2 (CYP1A2) DME Info IC50 = 26.339 microM [4]
Cytochrome P450 1B1 (CYP1B1) DME Info IC50 = 3.656 microM [4]
References
1 Towards a systematic analysis of human short-chain dehydrogenases/reductases (SDR): Ligand identification and structure-activity relationships. Chem Biol Interact. 2015 Jun 5;234:114-25.
2 Suppression of bacterial cell-cell signalling, biofilm formation and type III secretion system by citrus flavonoids. J Appl Microbiol. 2010 Aug;109(2):515-27.
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.
4 Selective inhibition of methoxyflavonoids on human CYP1B1 activity. Bioorg Med Chem. 2010 Sep 1;18(17):6310-5.
5 Curcumin is a tight-binding inhibitor of the most efficient human daunorubicin reductase--Carbonyl reductase 1. Chem Biol Interact. 2015 Jun 5;234:162-8.
6 Development of a high-throughput in vitro assay to identify selective inhibitors for human ALDH1A1. Chem Biol Interact. 2015 Jun 5;234:29-37.
7 Endemic malagasy Dalbergia species inhibit quorum sensing in Pseudomonas aeruginosa PAO1. Microbiology. 2013 May;159(Pt 5):924-938.
8 Molecular and biochemical characterisation of human short-chain dehydrogenase/reductase member 3 (DHRS3). Chem Biol Interact. 2015 Jun 5;234:178-87.
9 Biocatalytic production of alpha-hydroxy ketones and vicinal diols by yeast and human aldo-keto reductases. Chem Biol Interact. 2013 Feb 25;202(1-3):195-203.

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