4-Nitrophenol

Details

• Internal ID: c7ff53d7-0481-41ac-844e-eb7e4e03944a
• Taxonomy: Benzenoids > Phenols > Nitrophenols
• IUPAC Name: 4-nitrophenol
• SMILES (Canonical): C1=CC(=CC=C1[N+](=O)[O-])O
• SMILES (Isomeric): 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
• InChI Key: BTJIUGUIPKRLHP-UHFFFAOYSA-N
• Popularity: 17,333 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₅NO₃
• Molecular Weight: 139.11 g/mol
• Exact Mass: 139.026943022 g/mol
• Topological Polar Surface Area (TPSA): 66.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• p-nitrophenol
• 100-02-7
• Phenol, 4-nitro-
• Paranitrophenol
• Niphen
• 4-Hydroxynitrobenzene
• p-Hydroxynitrobenzene
• Phenol, p-nitro-
• para-nitrophenol
• Paranitrofenol
• Paranitrofenolo
• 4-Nitrofenol
• NCI-C55992
• 1-Hydroxy-4-nitrobenzene
• CHEBI:16836
• Y92ZL45L4R
• DTXSID0021834
• NSC-1317
• 4-Hydroxy-1-nitrobenzene
• DTXCID201834
• RefChem:100077
• 202-811-7
• Mononitrophenol
• p-Nitrofenol
• RCRA waste number U170
• Caswell No. 603
• p-Nitrofenol [Czech]
• Paranitrofenol [Dutch]
• 4-Nitrofenol [Dutch]
• Paranitrofenolo [Italian]
• MFCD00007331
• Paranitrophenol [French,German]
• 4-nitro-phenol
• RCRA waste no. U170
• NSC 1317
• PNP
• UN1663
• EPA Pesticide Chemical Code 056301
• AI3-04856
• p-Nitrophenol [UN1663] [Poison]
• CAS-100-02-7
• NPO
• CCRIS 2316
• HSDB 1157
• EINECS 202-811-7
• UNII-Y92ZL45L4R
• p-nitro phenol
• 4-nitryl phenol
• 4- nitrophenol
• 4-nitro phenol
• 4-nitrophenol-
• 4-Nitrophenol,
• 3qvu
• RPN
• HONP
• NITROPHENOL, P-
• PHENOL,4-NITRO
• WLN: WNR DQ
• bmse000223
• Epitope ID:161303
• O2NC6H4OH
• EC 202-811-7
• P-NITROPHENOL [MI]
• SCHEMBL1839
• Acetaminophen EP Impurity F
• 4-NITROPHENOL IMP F
• SCHEMBL26686
• 4-NITROPHENOL [HSDB]
• CHEMBL14130
• SCHEMBL973063
• P-NITROPHENOL [MART.]
• AC1Q78P3
• PARAGOS 330264
• SCHEMBL2441755
• SGCUT00249
• SR-1C2
• 1-HYDROXY-4-NITROBENZOL
• 4-Nitrophenol, puriss., 99%
• SCHEMBL13906248
• SCHEMBL14501907
• BDBM31678
• TIMTEC-BB SBB040875
• NSC1317
• 4-Nitrophenol, Reference Material
• LABOTEST-BB LTBB002356
• KS-000001OG
• to_000002
• AKOS BBS-00004351
• Tox21_202444
• Tox21_300117
• 4-Nitrophenol, reagent grade, 98%
• MSK9037-100M
• s6196
• SBB040875
• STL281865
• AKOS000118985
• MSK9037-1000M
• 4-Nitrophenol, spectrophotometric grade
• AS00220
• DB04417
• FN00318
• RP10002
• NCGC00247904-01
• NCGC00247904-02
• NCGC00254220-01
• NCGC00259993-01
• 4-Nitrophenol 100 microg/mL in Methanol
• 4-Nitrophenol, ReagentPlus(R), >=99%
• AJ-90254
• AS-13146
• BP-20405
• 4-Nitrophenol 10 microg/mL in Acetonitrile
• DS-005476
• TL8007005
• N0161
• N0162
• N0220
• NS00010495
• PARACETAMOL IMPURITY F [EP IMPURITY]
• ST50214472
• EN300-18010
• 4-Nitrophenol Solution in Methanol, 100ug/mL
• 4-Nitrophenol, JIS special grade, >=99.0%
• C00870
• 4-Nitrophenol Solution in Methanol, 1000ug/mL
• 4-Nitrophenol, PESTANAL(R), analytical standard
• A800004
• AE-562/40217722
• Q656269
• I01-4486
• Z57127483
• F9995-1636
• 4-Nitrophenol, certified reference material, TraceCERT(R)
• InChI=1/C6H5NO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9749	97.49%
Caco-2	+	0.9647	96.47%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7462	74.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7792	77.92%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9749	97.49%
P-glycoprotein inhibitior	-	0.9832	98.32%
P-glycoprotein substrate	-	0.9945	99.45%
CYP3A4 substrate	-	0.6206	62.06%
CYP2C9 substrate	-	0.8324	83.24%
CYP2D6 substrate	-	0.8008	80.08%
CYP3A4 inhibition	-	0.8723	87.23%
CYP2C9 inhibition	-	0.8259	82.59%
CYP2C19 inhibition	-	0.8826	88.26%
CYP2D6 inhibition	-	0.9520	95.20%
CYP1A2 inhibition	+	0.5893	58.93%
CYP2C8 inhibition	-	0.8768	87.68%
CYP inhibitory promiscuity	-	0.8120	81.20%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5489	54.89%
Carcinogenicity (trinary)	Warning	0.6279	62.79%
Eye corrosion	-	0.7935	79.35%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.8551	85.51%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9206	92.06%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	+	0.7042	70.42%
Respiratory toxicity	-	0.9000	90.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.7174	71.74%
Nephrotoxicity	+	0.7485	74.85%
Acute Oral Toxicity (c)	II	0.7356	73.56%
Estrogen receptor binding	-	0.5841	58.41%
Androgen receptor binding	+	0.6921	69.21%
Thyroid receptor binding	-	0.7899	78.99%
Glucocorticoid receptor binding	-	0.7697	76.97%
Aromatase binding	-	0.8514	85.14%
PPAR gamma	-	0.7709	77.09%
Honey bee toxicity	-	0.9693	96.93%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.7662	76.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1255126	O15151	Protein Mdm4	90.99%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.05%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.58%	95.56%
CHEMBL2069	P21731	Thromboxane A2 receptor	85.09%	92.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.51%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	80.23%	94.73%
CHEMBL2581	P07339	Cathepsin D	80.05%	98.95%

Plants that contains it

• Crataegus pinnatifida
• Vitis vinifera

Cross-Links

• PubChem: 980
• NPASS: NPC44836
• ChEMBL: CHEMBL14130
• LOTUS: LTS0149329
• wikiData: Q656269