Diphenyl ether

Details

• Internal ID: 0d881f0d-7e7b-41d3-b360-d20679d23bf7
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: phenoxybenzene
• SMILES (Canonical): C1=CC=C(C=C1)OC2=CC=CC=C2
• SMILES (Isomeric): C1=CC=C(C=C1)OC2=CC=CC=C2
• InChI: InChI=1S/C12H10O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H
• InChI Key: USIUVYZYUHIAEV-UHFFFAOYSA-N
• Popularity: 4,541 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O
• Molecular Weight: 170.21 g/mol
• Exact Mass: 170.073164938 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• Diphenyl oxide
• 101-84-8
• Phenyl ether
• Phenoxybenzene
• Oxydibenzene
• Benzene, 1,1'-oxybis-
• Phenyl oxide
• Oxybisbenzene
• 1,1'-oxydibenzene
• Biphenyl oxide
• Diphenylether
• Oxydiphenyl
• Geranium crystals
• Ether, diphenyl-
• Chemcryl JK-EB
• Benzene, phenoxy-
• Phenyl ether, vapor
• 1,1'-Oxybis(benzene)
• 1,1'-Oxybisbenzene
• Ether, diphenyl
• Diphenylaether
• Diphenyloxid
• FEMA No. 3667
• NSC 19311
• CCRIS 5912
• HSDB 934
• phenoxy-benzene
• 1-Phenoxybenzene
• EINECS 202-981-2
• UNII-3O695R5M1U
• BRN 1364620
• DTXSID9021847
• CHEBI:39258
• 1,1'-oxybis-benzene
• AI3-00749
• 3O695R5M1U
• NSC-19311
• DIPHENYL-D10 ETHER
• DTXCID701847
• EC 202-981-2
• 4-06-00-00568 (Beilstein Handbook Reference)
• diphenyloxide
• diphenyl-ether
• CAS-101-84-8
• PROPOFOL IMPURITY I (EP IMPURITY)
• PROPOFOL IMPURITY I [EP IMPURITY]
• diphenyether
• Difenyleter
• diphenylether-
• phenoxy benzene
• di-phenyl ether
• ther diphnylique
• 4-phenoxybenzene
• PhOPh
• 1-phenoxy benzene
• Phenyl ether, fume
• 1,1-Oxybisbenzene
• (4-Phenoxy)benzene
• MFCD00003034
• Phenyl ether, 8CI
• Benzene,1'-oxybis-
• Phenyl ether (vapor)
• Diphenylether (Dampf)
• Ph2O
• Phenyl ether (8CI)
• Phenyl ether (vapour)
• DPE (CHRIS Code)
• Diphenyl ether (vapour)
• WLN: ROR
• Benceno, 1,1'-oxibis-
• DIPHENYL ETHER [MI]
• 1,1'-Oxybisbenzene, 9CI
• SCHEMBL12286
• DIPHENYL ETHER [FCC]
• CHEMBL38934
• DIPHENYL ETHER [FHFI]
• DIPHENYL ETHER [HSDB]
• DIPHENYL ETHER [INCI]
• Diphenyl ether, >=99%, FG
• Phenyl ether; (Diphenyl ether)
• FEMA 3667
• AMY10830
• NSC19311
• STR00684
• Tox21_202277
• Tox21_302777
• LS-341
• NSC174083
• STL199168
• AKOS000120215
• Diphenyl ether, ReagentPlus(R), 99%
• NSC-174083
• Phenyl ether - Vapour (Diphenyl ether)
• NCGC00091303-01
• NCGC00091303-02
• NCGC00091303-03
• NCGC00256450-01
• NCGC00259826-01
• 32576-61-7
• CIS-12-OCTADECENOICACIDMETHYLESTER
• Diphenyl ether, ReagentPlus(R), >=99%
• CS-0015060
• FT-0617056
• FT-0625233
• P0177
• Diphenyl ether, SAJ first grade, >=98.0%
• Diphenyl ether, Selectophore(TM), >=99.9%
• EN300-18028
• D78034
• Diphenyl ether, Vetec(TM) reagent grade, 98%
• A800474
• Q419453
• J-000505
• J-520381
• F1908-0183
• InChI=1/C12H10O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9272	92.72%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7731	77.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9757	97.57%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7640	76.40%
P-glycoprotein inhibitior	-	0.9836	98.36%
P-glycoprotein substrate	-	0.9977	99.77%
CYP3A4 substrate	-	0.7880	78.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6611	66.11%
CYP3A4 inhibition	-	0.9547	95.47%
CYP2C9 inhibition	-	0.6768	67.68%
CYP2C19 inhibition	+	0.8475	84.75%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	+	0.8964	89.64%
CYP2C8 inhibition	-	0.8789	87.89%
CYP inhibitory promiscuity	+	0.7246	72.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5571	55.71%
Carcinogenicity (trinary)	Warning	0.5040	50.40%
Eye corrosion	-	0.6873	68.73%
Eye irritation	+	1.0000	100.00%
Skin irritation	-	0.6251	62.51%
Skin corrosion	-	0.9797	97.97%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6810	68.10%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	+	0.9291	92.91%
Respiratory toxicity	-	1.0000	100.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	+	0.7465	74.65%
Acute Oral Toxicity (c)	III	0.8735	87.35%
Estrogen receptor binding	-	0.5417	54.17%
Androgen receptor binding	-	0.6457	64.57%
Thyroid receptor binding	-	0.7812	78.12%
Glucocorticoid receptor binding	-	0.8309	83.09%
Aromatase binding	+	0.6539	65.39%
PPAR gamma	+	0.6273	62.73%
Honey bee toxicity	-	0.7693	76.93%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.9800	98.00%
Fish aquatic toxicity	+	0.9448	94.48%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4618	P09960	Leukotriene A4 hydrolase	6010 nM	AC50	PMID: 18952425
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	7943.3 nM; 7943.3 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.14%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.15%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.79%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.42%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.66%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.77%	94.08%
CHEMBL258	P06239	Tyrosine-protein kinase LCK	80.46%	94.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.28%	94.23%

Plants that contains it

• Centella asiatica
• Vitis vinifera

Cross-Links

• PubChem: 7583
• NPASS: NPC125306
• ChEMBL: CHEMBL38934
• LOTUS: LTS0050874
• wikiData: Q419453