General Information of Xenobiotics (ID: XEO01203)
Xenobiotics Name
Apigenin
Xenobiotics Type
Natural Product(s), Extract(s) or Medicine(s)
Classification
Natural Product
Structure
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3D MOL 2D MOL
PubChem CID
5280443
DME(s) Modulated by This Xenobiotics
DME(s) Inhibited by This Xenobiotics
Azoreductase (azoR) DME Info Escherichia coli [1]
L,D-carboxypeptidase A (ldcA) DME Info Escherichia coli [1]
Beta-lactamase (blaB) DME Info Escherichia coli [1]
Catalase (CAT) DME Info Homo sapiens [2]
Chloramphenicolase (chlR) DME Info Escherichia coli [1]
Glycoside hydrolase (cscA) DME Info Escherichia coli [1]
NADPH-dependent curcumin reductase (curA) DME Info Escherichia coli [1]
Steroid 11-beta-hydroxylase (CYP11B1) DME Info Homo sapiens [3]
Aromatase (CYP19A1) DME Info Homo sapiens [4]
Cytochrome P450 1A1 (CYP1A1) DME Info Homo sapiens [5]
Cytochrome P450 1A2 (CYP1A2) DME Info Homo sapiens [5]
Cytochrome P450 1B1 (CYP1B1) DME Info Homo sapiens [5]
Cytochrome P450 2C9 (CYP2C9) DME Info Homo sapiens [6]
Cytochrome P450 2E1 (CYP2E1) DME Info Homo sapiens [6]
Cytochrome P450 3A4 (CYP3A4) DME Info Homo sapiens [7], [6]
Unclear metabolic mechanism (DME-unclear) DME Info Escherichia coli [1]
Glutamate decarboxylase (gadB) DME Info Escherichia coli [1]
D-Lactate dehydrogenase (ldhA) DME Info Escherichia coli [1]
Molybdopterin-dependent enzyme (molD) DME Info Escherichia coli [1]
Glutamate racemase (MurI) DME Info Escherichia coli [1]
N-ethylmaleimide reductase (nemA) DME Info Escherichia coli [1]
Oxygen-insensitive NADPH nitroreductase A (nfsA) DME Info Escherichia coli [1]
Oxygen-insensitive NADPH nitroreductase B (nfsB) DME Info Escherichia coli [1]
NADH dehydrogenase (nuoE) DME Info Streptomyces griseus [1]
Tyramine oxidase (tynA) DME Info Escherichia coli [1]
Beta-glucuronidase (uidA) DME Info Escherichia coli [1]
DME(s) Induced by This Xenobiotics
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME Info Homo sapiens [8], [9]
Xenobiotics-DME Activity Data
Xenobiotics-DME Activity Data Aromatase (CYP19A1) DME Info IC50 = 0.9 microM [4]
Cytochrome P450 1A1 (CYP1A1) DME Info IC50 = 0.427 microM [5]
Cytochrome P450 1A2 (CYP1A2) DME Info IC50 = 0.795 microM [5]
Cytochrome P450 1B1 (CYP1B1) DME Info IC50 = 0.025 microM [5]
References
1 Apple flavonoid phloretin inhibits Escherichia coli O157:H7 biofilm formation and ameliorates colon inflammation in rats. Infect Immun. 2011 Dec;79(12):4819-27.
2 Involvement of catalase in the apoptotic mechanism induced by apigenin in HepG2 human hepatoma cells. Chem Biol Interact. 2011 Sep 5;193(2):180-9.
3 Flavonoids exhibit diverse effects on CYP11B1 expression and cortisol synthesis. Toxicol Appl Pharmacol. 2012 Feb 1;258(3):343-50.
4 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.
5 Selective inhibition of methoxyflavonoids on human CYP1B1 activity. Bioorg Med Chem. 2010 Sep 1;18(17):6310-5.
6 Drug interaction study of flavonoids toward CYP3A4 and their quantitative structure activity relationship (QSAR) analysis for predicting potential effects. Toxicol Lett. 2018 Sep 15;294:27-36.
7 Structure-function relationships of inhibition of human cytochromes P450 1A1, 1A2, 1B1, 2C9, and 3A4 by 33 flavonoid derivatives. Chem Res Toxicol. 2010 Dec 20;23(12):1921-35.
8 Structure-dependent modulation of aryl hydrocarbon receptor-mediated activities by flavonoids. Toxicol Sci. 2018 Jul 1;164(1):205-217.
9 Interactions between sulforaphane and apigenin in the induction of UGT1A1 and GSTA1 in CaCo-2 cells. Carcinogenesis. 2004 Sep;25(9):1629-37.

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