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
InChI=1S/C6H5NO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H
InChIKey
BTJIUGUIPKRLHP-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
980
ChEBI ID
CHEMBL16836
CAS Number
100-02-7
UNII
Y92ZL45L4R
DrugBank ID
DB04417
INTEDE ID
DR1969
Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

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
Cytochrome P450 2C19 (CYP2C19) OTFMJYYE CP2CJ_HUMAN Biotransformations [7]
Interleukin-8 (CXCL8) OTS7T5VH IL8_HUMAN Gene/Protein Processing [8]
Sulfotransferase 4A1 (SULT4A1) OT7AL3KJ ST4A1_HUMAN Regulation of Drug Effects [9]
UDP-glucuronosyltransferase 1-6 OTGTQ2C9 UD16_HUMAN Biotransformations [10]
UDP-glucuronosyltransferase 1A1 OTH1C8OJ UD11_HUMAN Biotransformations [11]
UDP-glucuronosyltransferase 1A10 OTOTZVEY UD110_HUMAN Biotransformations [11]
UDP-glucuronosyltransferase 1A3 OTUEOER3 UD13_HUMAN Biotransformations [11]
UDP-glucuronosyltransferase 1A7 OTY4JJ32 UD17_HUMAN Biotransformations [11]
UDP-glucuronosyltransferase 1A8 OTTMABBG UD18_HUMAN Biotransformations [11]
UDP-glucuronosyltransferase 1A9 OTPCHAFX UD19_HUMAN Biotransformations [12]
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 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.
8 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.
9 Highly conserved mouse and human brain sulfotransferases: molecular cloning, expression, and functional characterization. Gene. 2002 Feb 20;285(1-2):39-47. doi: 10.1016/s0378-1119(02)00431-6.
10 Human UGT1A6 pharmacogenetics: identification of a novel SNP, characterization of allele frequencies and functional analysis of recombinant allozymes in human liver tissue and in cultured cells. Pharmacogenetics. 2004 Aug;14(8):487-99.
11 Kinetic characterization of the 1A subfamily of recombinant human UDP-glucuronosyltransferases. Drug Metab Dispos. 2005 Jul;33(7):1017-26.
12 An active and water-soluble truncation mutant of the human UDP-glucuronosyltransferase 1A9. Mol Pharmacol. 2004 Apr;65(4):826-31. doi: 10.1124/mol.65.4.826.