General Information of Xenobiotics (ID: XEO00885)
Xenobiotics Name
Eugenol
Xenobiotics Type
Pharmaceutical Agent(s)
Classification
Preclinical/Patented Drug
Structure
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3D MOL 2D MOL
PubChem CID
3314
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]
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]
Cytochrome P450 1A1 (CYP1A1) DME Info Homo sapiens [2]
Cytochrome P450 1B1 (CYP1B1) DME Info Homo sapiens [2]
Vitamin D(3) 25-hydroxylase (CYP27A1) DME Info Homo sapiens [3]
Unclear metabolic mechanism (DME-unclear) DME Info Escherichia coli [1]
Glutamate decarboxylase (gadB) DME Info Escherichia coli [1]
Glutathione S-transferase alpha-1 (GSTA1) DME Info Homo sapiens [4]
Glutathione S-transferase mu-1 (GSTM1) DME Info Homo sapiens [4]
Glutathione S-transferase pi (GSTP1) DME Info Homo sapiens [4]
D-Lactate dehydrogenase (ldhA) DME Info Escherichia coli [1]
D-Lactate dehydrogenase (ldhA) DME Info Pseudomonas aeruginosa [5]
Molybdopterin-dependent enzyme (molD) DME Info Escherichia coli [1]
Glutamate racemase (MurI) DME Info Escherichia coli [1]
Arylamine N-acetyltransferase (NAT) DME Info Pseudomonas aeruginosa [5]
N-ethylmaleimide reductase (nemA) DME Info Escherichia coli [1]
NADPH-dependent oxidoreductase (nfrA) DME Info Staphylococcus aureus [6]
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]
Hydroxybenzoate 3-monooxygenase (pobA) DME Info Pseudomonas aeruginosa [5]
Superoxide dismutase 1 (SOD1) DME Info Homo sapiens [7]
Tyramine oxidase (tynA) DME Info Escherichia coli [1]
Beta-glucuronidase (uidA) DME Info Escherichia coli [1]
DME(s) Induced by This Xenobiotics
Aldo-keto reductase 1B1 (AKR1B1) DME Info Homo sapiens [8]
Small intestine reductase (AKR1B10) DME Info Homo sapiens [9]
Aldo-keto reductase 1C1 (AKR1C1) DME Info Homo sapiens [8]
Aldo-keto reductase 1C2 (AKR1C2) DME Info Homo sapiens [10]
Aldo-keto reductase 1C3 (AKR1C3) DME Info Homo sapiens [8]
Alkaline phosphatase (ALPL) DME Info Homo sapiens [11]
Catalase (CAT) DME Info Homo sapiens [8]
Glutathione reductase (GSR) DME Info Homo sapiens [8]
Quinone reductase 1 (NQO1) DME Info Homo sapiens [2]
Prostaglandin reductase 1 (PTGR1) DME Info Homo sapiens [8]
Putrescine acetyltransferase (SSAT1) DME Info Homo sapiens [12]
Thioredoxin reductase TR1 (TXNRD1) DME Info Homo sapiens [8]
UDP-glucuronosyltransferase 1A6 (UGT1A6) DME Info Homo sapiens [8]
References
1 Essential oils and eugenols inhibit biofilm formation and the virulence of Escherichia coli O157:H7. Sci Rep. 2016 Nov 3;6:36377.
2 Eugenol inhibit 7,12-dimethylbenz[a]anthracene-induced genotoxicity in MCF-7 cells: bifunctional effects on CYP1 and NAD(P)H:quinone oxidoreductase. FEBS Lett. 2007 Feb 20;581(4):749-56.
3 Prediction of the contact sensitizing potential of chemicals using analysis of gene expression changes in human THP-1 monocytes. Toxicol Lett. 2010 Nov 10;199(1):51-9.
4 Inhibition of rat, mouse, and human glutathione S-transferase by eugenol and its oxidation products. Chem Biol Interact. 1996 Jan 5;99(1-3):85-97.
5 Eugenol inhibits quorum sensing at sub-inhibitory concentrations. Biotechnol Lett. 2013 Apr;35(4):631-7.
6 Eugenol: a phyto-compound effective against methicillin-resistant and methicillin-sensitive Staphylococcus aureus clinical strain biofilms. PLoS One. 2015 Mar 17;10(3):e0119564.
7 Induction of cytotoxicity and apoptosis and inhibition of cyclooxygenase-2 gene expression by eugenol-related compounds. Anticancer Res. 2005 Sep-Oct;25(5):3263-9.
8 Keratinocyte gene expression profiles discriminate sensitizing and irritating compounds. Toxicol Sci. 2010 Sep;117(1):81-9.
9 The THP-1 cell toolbox: a new concept integrating the key events of skin sensitization. Arch Toxicol. 2019 Apr;93(4):941-951.
10 Oxidative stress mechanisms do not discriminate between genotoxic and nongenotoxic liver carcinogens. Chem Res Toxicol. 2015 Aug 17;28(8):1636-46.
11 Sensitivity of human dental pulp cells to eighteen chemical agents used for endodontic treatments in dentistry. Odontology. 2013 Jan;101(1):43-51.
12 Microarray analyses in dendritic cells reveal potential biomarkers for chemical-induced skin sensitization. Mol Immunol. 2007 May;44(12):3222-33.

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