Paraoxon

Details

• Internal ID: 98dee1e7-4bbd-4681-b99d-4af7f125d644
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Nitrobenzenes
• IUPAC Name: diethyl (4-nitrophenyl) phosphate
• InChI: InChI=1S/C10H14NO6P/c1-3-15-18(14,16-4-2)17-10-7-5-9(6-8-10)11(12)13/h5-8H,3-4H2,1-2H3
• InChI Key: WYMSBXTXOHUIGT-UHFFFAOYSA-N
• Popularity: 4,905 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄NO₆P
• Molecular Weight: 275.19 g/mol
• Exact Mass: 275.05587416 g/mol
• Topological Polar Surface Area (TPSA): 90.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• Phosphacol
• 311-45-5
• Diethyl paraoxon
• Miotisal
• Ethyl paraoxon
• Diethyl 4-nitrophenyl phosphate
• Mintacol
• Diethyl p-nitrophenyl phosphate
• Phosphachole
• Fosfakol
• Oxyparathion
• Chinorto
• Phosphakol
• Eticol
• Chinorta
• Paraoxone
• Soluglaucit
• Mintaco
• Paroxan
• Miotisal A
• Phosphoric acid, diethyl 4-nitrophenyl ester
• Ester 25
• Diethylparaoxon
• Soluglacit
• Pestox 101
• p-Nitrophenyl diethyl phosphate
• E 600 (pesticide)
• Mintisal
• diethyl (4-nitrophenyl) phosphate
• O,O-Diethyl O-p-nitrophenyl phosphate
• Phosphoric acid diethyl 4-nitrophenyl ester
• Diethyl-p-nitrophenyl phosphate
• Ts 219
• E-600
• E 600
• ENT 16,087
• O,O-Dietyl-O-p-nitrofenylfosfat
• HC 2072
• Ethyl p-nitrophenyl ethylphosphate
• p-Nitrophenyl diethylphosphate
• Phosphoric acid, diethyl p-nitrophenyl ester
• DTXSID6024046
• Q9CX8P80JW
• Diethyl-p-nitrofenyl ester kyseliny fosforecne
• Phenol, p-nitro-, ester with diethyl phosphate
• NSC-404110
• O,O-Diethyl phosphoric acid O-p-nitrophenyl ester
• E600
• O,O-Diethyl-O-p-nitrophenylphosphoric acid
• DTXCID004046
• CHEBI:27827
• Diethyl p Nitrophenyl Phosphate
• Phosphate, Diethyl-p-Nitrophenyl
• RefChem:169989
• 206-221-0
• Paraoxon-ethyl
• Ethyl paraoxan
• Rcra waste number P041
• O,O'Diaethyl-p-nitrophenylphosphat
• NSC 404110
• Phosphonothioic acid, diethylparanitrophenyl ester
• Diaethyl-p-nitrophenylphosphorsaeureester
• CHEMBL23838
• Parathion oxon
• CAS-311-45-5
• C10H14NO6P
• CCRIS 7780
• HSDB 6044
• EINECS 206-221-0
• RCRA waste no. P041
• UNII-Q9CX8P80JW
• BRN 1915526
• O,O-Dietyl-O-p-nitrofenylfosfat [Czech]
• Phosphacol;
• AI3-16087
• Fosfakol;
• Mintacol;
• O,O'Diaethyl-p-nitrophenylphosphat [German]
• Eticol;
• Miotisal A;
• Diaethyl-p-nitrophenylphosphorsaeureester [German]
• Parathion ethyl oxon
• Diethyl-p-nitrofenyl ester kyseliny fosforecne [Czech]
• O,O-Diethyl O-(4-nitrophenyl) phosphate
• PARAOXON [HSDB]
• PARAOXON [MI]
• PARAOXON [MART.]
• PARAOXON [WHO-DD]
• SCHEMBL26405
• Paraoxon, analytical standard
• GLXC-20226
• MSK20145
• Phenol, ester with diethyl phosphate
• Tox21_202424
• Tox21_303047
• BDBM50240416
• MFCD00007316
• NSC404110
• AKOS015888333
• WLN: WNR DOPO & O2 & O2
• DB13495
• O,O-Diethyl O-4-nitrophenyl phosphate
• NCGC00164276-01
• NCGC00164276-02
• NCGC00256967-01
• NCGC00259973-01
• DB-047976
• NS00003670
• Paraoxon-ethyl 100 microg/mL in Cyclohexane
• C06606
• D10529
• EN300-261419
• Paraoxon-ethyl 1000 microg/mL in Acetonitrile
• Paraoxon-ethyl, PESTANAL(R), analytical standard
• phosphoric acid diethyl ester 4-nitro-phenyl ester
• Q416108
• O,O-Diethyl Phosphoric acid, O-(p-nitrophenyl) ester
• O,O-Diethyl O-(4-nitrophenyl) phosphate, technical grade, 90%
• O,O-diethyl-O-p-nitrophenylphosphoric acid, diethyl-p-nitrophenyl phosphate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9596	95.96%
Caco-2	+	0.9060	90.60%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7593	75.93%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.9005	90.05%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7910	79.10%
P-glycoprotein inhibitior	-	0.8448	84.48%
P-glycoprotein substrate	-	0.9685	96.85%
CYP3A4 substrate	+	0.6117	61.17%
CYP2C9 substrate	-	0.8598	85.98%
CYP2D6 substrate	-	0.8120	81.20%
CYP3A4 inhibition	-	0.7836	78.36%
CYP2C9 inhibition	-	0.6481	64.81%
CYP2C19 inhibition	-	0.5495	54.95%
CYP2D6 inhibition	-	0.8784	87.84%
CYP1A2 inhibition	+	0.5287	52.87%
CYP2C8 inhibition	-	0.7736	77.36%
CYP inhibitory promiscuity	-	0.6979	69.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5323	53.23%
Carcinogenicity (trinary)	Non-required	0.5739	57.39%
Eye corrosion	-	0.9487	94.87%
Eye irritation	+	0.9440	94.40%
Skin irritation	-	0.7267	72.67%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	+	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7194	71.94%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.7035	70.35%
skin sensitisation	-	0.8418	84.18%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.8354	83.54%
Acute Oral Toxicity (c)	I	0.6557	65.57%
Estrogen receptor binding	+	0.8905	89.05%
Androgen receptor binding	+	0.8696	86.96%
Thyroid receptor binding	-	0.5727	57.27%
Glucocorticoid receptor binding	-	0.8426	84.26%
Aromatase binding	+	0.7547	75.47%
PPAR gamma	-	0.5123	51.23%
Honey bee toxicity	+	0.8526	85.26%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9783	97.83%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL220	P22303	Acetylcholinesterase	10 nM	IC50	via Super-PRED
CHEMBL1914	P06276	Butyrylcholinesterase	7 nM	IC50	via Super-PRED
CHEMBL261	P00915	Carbonic anhydrase I	338 nM	IC50	via Super-PRED
CHEMBL205	P00918	Carbonic anhydrase II	59 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.49%	86.33%
CHEMBL3902	P09211	Glutathione S-transferase Pi	89.98%	93.81%
CHEMBL3401	O75469	Pregnane X receptor	89.40%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.70%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.28%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.29%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	85.01%	90.20%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.99%	92.86%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.48%	95.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.97%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.75%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.50%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9395
• LOTUS: LTS0215580
• wikiData: Q416108