Details of the Drug

General Information of Drug (ID: DM4QO9G)

Drug Name
Mononitrophenol
Synonyms
Paranitrofenol; Paranitrofenol [Dutch]; Paranitrofenolo; Paranitrofenolo [Italian]; Paranitrophenol; Paranitrophenol [French,German]; Phenol, 4-nitro-; 4-Nitrophenol; Niphen; Phenol, p-nitro-; RCRA waste no. U170; RCRA waste number U170; UN1663; p-Hydroxynitrobenzene; p-Nitrofenol; p-Nitrofenol [Czech]; p-nitrophenol; para-nitrophenol; 1-Hydroxy-4-nitrobenzene; 100-02-7; 4-Hydroxynitrobenzene; 4-Nitrofenol; 4-Nitrofenol [Dutch]; 4-nitro-phenol; Caswell No. 603; NCI-C55992; NSC 1317; PNP; UNII-Y92ZL45L4R
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 139.11
Logarithm of the Partition Coefficient (xlogp) 1.9
Rotatable Bond Count (rotbonds) 0
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 3
Chemical Identifiers
Formula
C6H5NO3
IUPAC Name
4-nitrophenol
Canonical SMILES
C1=CC(=CC=C1[N+](=O)[O-])O
InChI
BTJIUGUIPKRLHP-UHFFFAOYSA-N
InChIKey
1S/C6H5NO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H
Cross-matching ID
PubChem CID
980
ChEBI ID
CHEBI:16836
CAS Number
100-02-7
DrugBank ID
DB04417
INTEDE ID
DR1969

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Sulfotransferase 1B1 (SULT1B1) DED5UR3 ST1B1_HUMAN Substrate [1]
Sulfotransferase 1A2 (SULT1A2) DERUZL7 ST1A2_HUMAN Substrate [2]
Nitroreductase (NTR) DE0K82S A0A5K1UB29_SALTM Substrate [3], [4]
Cytochrome P450 102A1 (cyp102) DE4OGUF CPXB_BACMB Substrate [5], [6]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Cellular tumor antigen p53 (TP53) OTIE1VH3 P53_HUMAN Biotransformations [7]
Cytochrome P450 2A6 (CYP2A6) OT52TWG3 CP2A6_HUMAN Biotransformations [8]
Cytochrome P450 2C19 (CYP2C19) OTFMJYYE CP2CJ_HUMAN Biotransformations [8]
Cytochrome P450 2E1 (CYP2E1) OTHQ17JG CP2E1_HUMAN Biotransformations [9]
Glutathione S-transferase A2 (GSTA2) OTW7UB1H GSTA2_HUMAN Regulation of Drug Effects [10]
GTPase HRas (HRAS) OTWQN0DP RASH_HUMAN Biotransformations [7]
Interleukin-8 (CXCL8) OTS7T5VH IL8_HUMAN Gene/Protein Processing [11]
Liver carboxylesterase 1 (CES1) OT9L0LR8 EST1_HUMAN Biotransformations [12]
Serum paraoxonase/arylesterase 1 (PON1) OTD0Z2XO PON1_HUMAN Biotransformations [13]
Sulfotransferase 1A1 (SULT1A1) OT0K7JIE ST1A1_HUMAN Regulation of Drug Effects [14]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Comparison of 2-aminophenol and 4-nitrophenol as in vitro probe substrates for the major human hepatic sulfotransferase, SULT1A1, demonstrates improved selectivity with 2-aminophenol. Biochem Pharmacol. 2007 Jul 15;74(2):352-8.
2 cDNA cloning and expression of a new form of human aryl sulfotransferase. Int J Biochem Cell Biol. 1996 May;28(5):565-71.
3 Purification and characterization of wild-type and mutant "classical" nitroreductases of Salmonella typhimurium. L33R mutation greatly diminishes binding of FMN to the nitroreductase of S. typhimurium. J Biol Chem. 1998 Sep 11;273(37):23922-8.
4 Prenatal diagnosis of junctional epidermolysis bullosa Herlitz type. Lancet. 1989 Oct 28;2(8670):1035-6. Letter
5 Wild-type CYP102A1 as a biocatalyst: turnover of drugs usually metabolised by human liver enzymes. J Biol Inorg Chem. 2007 Mar;12(3):313-23.
6 The bacterial P450 BM3: a prototype for a biocatalyst with human P450 activities. Trends Biotechnol. 2007 Jul;25(7):289-98.
7 Comparison of the levels of enzymes involved in drug metabolism between transgenic or gene-knockout and the parental mice. Toxicol Pathol. 2001;29 Suppl:161-72. doi: 10.1080/019262301753178573.
8 Inhibition of cytochrome P450 enzymes participating in p-nitrophenol hydroxylation by drugs known as CYP2E1 inhibitors. Chem Biol Interact. 2004 Apr 15;147(3):331-40.
9 Heterologous expression of human cytochrome P450 2E1 in HepG2 cell line. World J Gastroenterol. 2003 Dec;9(12):2732-6. doi: 10.3748/wjg.v9.i12.2732.
10 Functional polymorphism of human glutathione transferase A2. Pharmacogenetics. 2004 Feb;14(2):111-6. doi: 10.1097/00008571-200402000-00005.
11 A novel approach for a toxicity prediction model of environmental pollutants by using a quantitative structure-activity relationship method based on toxicogenomics. ISRN Toxicol. 2011 Jul 2;2011:515724. doi: 10.5402/2011/515724. Print 2011.
12 Identification of selected therapeutic agents as inhibitors of carboxylesterase 1: potential sources of metabolic drug interactions. Toxicology. 2010 Apr 11;270(2-3):59-65. doi: 10.1016/j.tox.2010.01.009. Epub 2010 Jan 25.
13 Is paraoxonase 192 gene polymorphism a risk factor for membranoproliferative glomerulonephritis in children?. Cell Biochem Funct. 2007 Mar-Apr;25(2):159-65. doi: 10.1002/cbf.1288.
14 Sulfation of environmental estrogen-like chemicals by human cytosolic sulfotransferases. Biochem Biophys Res Commun. 2000 Jan 7;267(1):80-4. doi: 10.1006/bbrc.1999.1935.