General Information of Xenobiotics (ID: XEO01192)
Xenobiotics Name
Alpha-naphthoflavone
Xenobiotics Type
Natural Product(s), Extract(s) or Medicine(s)
Classification
Natural Product
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=11790"></iframe>
3D MOL 2D MOL
PubChem CID
11790
DME(s) Modulated by This Xenobiotics
DME(s) Inhibited by This Xenobiotics
Steroid 17-alpha-monooxygenase (CYP17A1) DME Info Homo sapiens [1]
Aromatase (CYP19A1) DME Info Homo sapiens [2]
Cytochrome P450 1A1 (CYP1A1) DME Info Homo sapiens [3]
Cytochrome P450 1A2 (CYP1A2) DME Info Homo sapiens [4]
Cytochrome P450 1B1 (CYP1B1) DME Info Homo sapiens [4]
Cytochrome P450 2J2 (CYP2J2) DME Info Homo sapiens [5]
Cytochrome P450 3A4 (CYP3A4) DME Info Homo sapiens [3]
Glutathione S-transferase pi (GSTP1) DME Info Homo sapiens [6]
Prostaglandin G/H synthase 2 (COX-2) DME Info Homo sapiens [7]
DME(s) Induced by This Xenobiotics
Steroid 11-beta-hydroxylase (CYP11B1) DME Info Homo sapiens [8]
Phosphoglucomutase 1 (PGM1) DME Info Homo sapiens [9]
Xenobiotics-DME Activity Data
Xenobiotics-DME Activity Data Aromatase (CYP19A1) DME Info IC50 = 0.07 microM [2]
Cytochrome P450 1A1 (CYP1A1) DME Info IC50 = 0.01 microM [3]
Cytochrome P450 1A2 (CYP1A2) DME Info IC50 = 0.0038 microM [4]
Cytochrome P450 1B1 (CYP1B1) DME Info IC50 = 0.0013 microM [4]
Cytochrome P450 3A4 (CYP3A4) DME Info IC50 > 10 microM [3]
References
1 Assessment of the potential of polyphenols as a CYP17 inhibitor free of adverse corticosteroid elevation. Biochem Pharmacol. 2014 Aug 1;90(3):288-96.
2 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.
3 Quinazoline derivatives as selective CYP1B1 inhibitors. Eur J Med Chem. 2017 Apr 21;130:320-327.
4 Design and synthesis of new alpha-naphthoflavones as cytochrome P450 (CYP) 1B1 inhibitors to overcome docetaxel-resistance associated with CYP1B1 overexpression. J Med Chem. 2015 Apr 23;58(8):3534-47.
5 In vitro inhibition of human small intestinal and liver microsomal astemizole O-demethylation: different contribution of CYP2J2 in the small intestine and liver. Xenobiotica. 2003 Jun;33(6):615-23.
6 A human intervention study with foods containing natural Ah-receptor agonists does not significantly show AhR-mediated effects as measured in blood cells and urine. Chem Biol Interact. 2008 Oct 22;176(1):19-29.
7 Inflammatory pathway genes belong to major targets of persistent organic pollutants in adipose cells. Environ Health Perspect. 2012 Apr;120(4):508-14.
8 Flavonoids exhibit diverse effects on CYP11B1 expression and cortisol synthesis. Toxicol Appl Pharmacol. 2012 Feb 1;258(3):343-50.
9 2,3,7,8-Tetrachlorodibenzo-p-dioxin-mediated production of reactive oxygen species is an essential step in the mechanism of action to accelerate human keratinocyte differentiation. Toxicol Sci. 2013 Mar;132(1):235-49.

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.