Bis(2-methoxyethyl) phthalate

Details

• Internal ID: 04e91973-c175-4653-96d0-bd208a849467
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: bis(2-methoxyethyl) benzene-1,2-dicarboxylate
• SMILES (Canonical): COCCOC(=O)C1=CC=CC=C1C(=O)OCCOC
• SMILES (Isomeric): COCCOC(=O)C1=CC=CC=C1C(=O)OCCOC
• InChI: InChI=1S/C14H18O6/c1-17-7-9-19-13(15)11-5-3-4-6-12(11)14(16)20-10-8-18-2/h3-6H,7-10H2,1-2H3
• InChI Key: HSUIVCLOAAJSRE-UHFFFAOYSA-N
• Popularity: 125 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₆
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.11033829 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• Di(2-methoxyethyl)phthalate
• RefChem:568783
• BIS(2-METHOXYETHYL) PHTHALATE
• 117-82-8
• Kesscoflex MCP
• 2-Methoxyethyl phthalate
• Dimethylglycol phthalate
• Di(2-methoxyethyl) phthalate
• Bis(methoxyethyl) phthalate
• Kodaflex DMEP
• Methyl glycol phthalate
• Dimethoxy ethyl phthalate
• Bis(2-methoxyethyl)phthalate
• 1,2-Benzenedicarboxylic acid, 1,2-bis(2-methoxyethyl) ester
• Phthalic acid, di(methoxyethyl) ester
• bis(2-methoxyethyl) benzene-1,2-dicarboxylate
• Phthalic acid, bis(2-methoxyethyl) ester
• Bis(methylglycol) phthalate
• NSC 2147
• 1,2-Benzenedicarboxylic acid, bis(2-methoxyethyl) ester
• DTXSID8025094
• MFCD00042842
• phthalic acid, bis-methylglycol ester
• Phthalic Acid Bis(2-methoxyethyl) Ester
• Di-(2-methoxyethyl)ester kyseliny ftalove
• 68W8XUO221
• NSC-2147
• Methox
• DTXCID805094
• Dimethyl cellosolve phthalate
• CAS-117-82-8
• HSDB 5016
• AI3-01366 (USDA)
• EINECS 204-212-6
• BRN 2056929
• UNII-68W8XUO221
• AI3-01366
• Reomol P
• Di-(2-methoxyethyl)ester kyseliny ftalove [Czech]
• Benzenedicarboxylic acid, bis(2-methoxyethyl) ester
• Di-(2-Methoxyethyl) ester kyseliny ftalove [Czech]
• Methoxy ethyl phthalate
• di(Methoxyethyl)phthalate
• Di-(2-Methoxyethyl) ester kyseliny ftalove
• Bis (methylglycol) phthalate
• Di-(2-methoxyethyl)phthalate
• 4-09-00-03241 (Beilstein Handbook Reference)
• SCHEMBL186285
• 1, bis(2-methoxyethyl) ester
• WLN: 1O2OVR BVO2O1
• CHEMBL1302251
• SCHEMBL29389335
• MSK1122
• NSC2147
• Tox21_201857
• Tox21_303033
• AKOS015888206
• Phthalic acid, di(2-methoxyethyl)ester
• NCGC00090803-01
• NCGC00090803-02
• NCGC00256966-01
• NCGC00259406-01
• NS00015576
• P0965
• ST50406816
• Bis(methylglycol) phthalate, analytical standard
• Bis(methylglycol) phthalate, technical, >=90% (GC)
• Q15632774
• 2-methoxyethyl 2-[(2-methoxyethyl)oxycarbonyl]benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9650	96.50%
Caco-2	+	0.9423	94.23%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8685	86.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9602	96.02%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8892	88.92%
P-glycoprotein inhibitior	-	0.7367	73.67%
P-glycoprotein substrate	-	0.9644	96.44%
CYP3A4 substrate	-	0.5859	58.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8182	81.82%
CYP3A4 inhibition	-	0.9638	96.38%
CYP2C9 inhibition	-	0.8208	82.08%
CYP2C19 inhibition	-	0.7352	73.52%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.5949	59.49%
CYP2C8 inhibition	-	0.7107	71.07%
CYP inhibitory promiscuity	-	0.9028	90.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6843	68.43%
Carcinogenicity (trinary)	Non-required	0.5379	53.79%
Eye corrosion	-	0.8733	87.33%
Eye irritation	+	0.8082	80.82%
Skin irritation	-	0.8640	86.40%
Skin corrosion	-	0.9821	98.21%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4611	46.11%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5534	55.34%
skin sensitisation	-	0.5508	55.08%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.5563	55.63%
Acute Oral Toxicity (c)	III	0.7531	75.31%
Estrogen receptor binding	-	0.7874	78.74%
Androgen receptor binding	+	0.5729	57.29%
Thyroid receptor binding	+	0.6494	64.94%
Glucocorticoid receptor binding	+	0.5422	54.22%
Aromatase binding	-	0.5089	50.89%
PPAR gamma	-	0.6480	64.80%
Honey bee toxicity	-	0.9647	96.47%
Biodegradation	+	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9450	94.50%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	199.5 nM; 199.5 nM; 199.5 nM	Potency; Potency; Potency	via CMAUP; via CMAUP; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.83%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.54%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.38%	86.33%
CHEMBL2885	P07451	Carbonic anhydrase III	84.48%	87.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.48%	91.11%

Plants that contains it

• Lonicera japonica

Cross-Links

• PubChem: 8344
• NPASS: NPC174099
• ChEMBL: CHEMBL1302251
• LOTUS: LTS0256908
• wikiData: Q15632774