Bis(2-ethylhexyl) phthalate

Details

• Internal ID: 8b1f6989-d95c-4b98-925c-30a9d3eeba71
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: bis(2-ethylhexyl) benzene-1,2-dicarboxylate
• SMILES (Canonical): CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC
• SMILES (Isomeric): CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC
• InChI: InChI=1S/C24H38O4/c1-5-9-13-19(7-3)17-27-23(25)21-15-11-12-16-22(21)24(26)28-18-20(8-4)14-10-6-2/h11-12,15-16,19-20H,5-10,13-14,17-18H2,1-4H3
• InChI Key: BJQHLKABXJIVAM-UHFFFAOYSA-N
• Popularity: 6,366 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₄
• Molecular Weight: 390.60 g/mol
• Exact Mass: 390.27700969 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 6.43
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 14

Synonyms

• DEHP
• 117-81-7
• Di(2-ethylhexyl)phthalate
• Di(2-ethylhexyl) phthalate
• BIS(2-ETHYLHEXYL)PHTHALATE
• Diethylhexyl phthalate
• 2-Ethylhexyl phthalate
• Di-sec-octyl phthalate
• Octyl phthalate
• Di-2-ethylhexyl phthalate
• Fleximel
• Octoil
• Ethylhexyl phthalate
• Palatinol AH
• Vestinol AH
• Bisoflex DOP
• Kodaflex DOP
• Staflex DOP
• Truflex DOP
• Flexol DOP
• Vinicizer 80
• Bisoflex 81
• Eviplast 80
• Eviplast 81
• Hercoflex 260
• Etalon
• RC plasticizer DOP
• Compound 889
• Witcizer 312
• Platinol dop
• Nuoplaz dop
• Platinol ah
• Hatcol dop
• Reomol dop
• Pittsburgh PX-138
• Sansocizer DOP
• Ergoplast FDO
• Monocizer DOP
• Plasthall DOP
• Flexol plasticizer DOP
• Mollan O
• Jayflex DOP
• Sicol 150
• Ergoplast FDO-S
• Di(2-ethylhexyl)orthophthalate
• Dioctylphthalate
• Good-rite gp 264
• Reomol D 79P
• Sconamoll DOP
• Diacizer DOP
• Kodaflex DEHP
• Di(ethylhexyl) phthalate
• Bis(ethylhexyl) phthalate
• Rcra waste number U028
• Bis(2-ethylhexyl) benzene-1,2-dicarboxylate
• Phthalic acid dioctyl ester
• NCI-C52733
• Etalon (plasticizer)
• Di(2-ethylhexyl) o-phthalate
• Phthalic acid di(2-ethylhexyl) ester
• Sansocizer R 8000
• Caswell No. 392K
• 1,2-Benzenedicarboxylic acid, bis(2-ethylhexyl) ester
• Behp
• Di-2-ethylhexylphthalate
• DOP
• DOF [Russian plasticizer]
• Bis(2-ethylhexyl) 1,2-benzenedicarboxylate
• CCRIS 237
• Di-(2-ethylhexyl) phthalate
• Bis(2-ethylhexyl) o-phthalate
• Phthalic acid, bis(2-ethylhexyl) ester
• Ethyl hexyl phthalate
• HSDB 339
• Di(2-ethylhexyl) orthophthalate
• DTXSID5020607
• CHEBI:17747
• EINECS 204-211-0
• NSC 17069
• Benzenedicarboxylic acid, bis(2-ethylhexyl) ester
• RCRA waste no. U028
• Union carbide flexol 380
• EPA Pesticide Chemical Code 295200
• Phthalic Acid Bis(2-ethylhexyl) Ester
• BRN 1890696
• UNII-C42K0PH13C
• 1,2-Benzenedicarboxylic acid bis(2-ethylhexyl) ester
• Bis-(2-ethylhexyl)ester kyseliny ftalove
• AI3-04273
• C42K0PH13C
• DAF 68
• 50885-87-5
• Bis(2-ethylhexyl)Phthalate-13C6
• Di(2-ethylhexyl)phthalate (DEHP)
• Bis-(2-ethylhexyl)ester kyseliny ftalove [Czech]
• NSC-17069
• Phthalic acid bis(2-ethylhexyl ester)
• NCGC00091499-05
• EC 204-211-0
• 15495-94-0
• 1,2-Benzenedicarboxylic acid, bis-(1-ethylhexyl) ester
• 14C -DEHP
• 82208-43-3
• 1,2-Benzenedicarboxylic acid, 1,2-bis(2-ethylhexyl) ester
• Diplast O; ESBO-D 82; Ergoplast FDO; Ergoplast FDO-S; Etalon
• BIS-(2-ETHYLHEXYL) PHTHALATE
• Phthalic acid, bis-2-ethylhexyl ester
• SMR000777878
• BIS(2-ETHYLHEXYL) PHTHALATE-D38
• Bis-(2-ethylhexyl)ester kyseliny ftalove (czech)
• Diethylhexylphthalate (Bis-(2-ethylhexyl) Phthalate)
• ergoplas t fdo
• octyl ph thalate
• Palatinol DOP
• Merrol DOP
• Palatinol AH-L
• Hatco DOP
• Vinycizer 80
• 1,2-Benzenedicarboxylic acid, bis(2-ethylhexyl) ester, labeled with carbon-14
• MFCD00009493
• Corflex 400
• Di-sec-octylphthalate
• 352431-42-6
• Di-sec octyl phthalate
• Di-2-ethylhexyphthalate
• Dioctylphthalate (DOP)
• DIE (CHRIS Code)
• EHE (CHRIS Code)
• Di-sec, octyl phthalate
• Dioctyl phthalate, 99%
• bis(2-ethylhexyl)phthalat
• di-2-ethylhexyl-phthalate
• 1, bis(ethylhexyl) ester
• DEHP [MI]
• Epitope ID:140107
• di (2-ethylhexyl)phthalate
• di-(2-ethylhexyl)phthalate
• WLN: 8OVR BVO8
• bis-(2-ethylhexyl)phthalate
• Di(2-Ethylhexyl phthalate)
• PLASTIC ADDITIVE 14
• Union carbide flexo l 380
• di (2-ethylhexyl) phthalate
• SCHEMBL20271
• Diethylhexylphthalate (DEHP)
• DIOCTYLPHTHALATE [II]
• 8033-53-2
• bis (2-ethylhexyl) phthalate
• MLS001333173
• MLS001333174
• MLS002454397
• Bis(2- ethylhexyl) phthalate
• DTXCID70607
• bis (2-Etheylexyl) Phthalate
• Phtalate de dioctyle secondaire
• Dioctyl phthalate, >=99.5%
• CHEMBL1242017
• SCHEMBL21733281
• HMS2233C15
• HMS3374J09
• DEHP (Di-2-ethylhexyl phthalate)
• Di-2-ethylhexyl phthalate (DEHP)
• AMY40790
• Bis(2-ethylhexyl)phthalate (DEHP)
• HY-B1945
• NSC17069
• Di (2-ethylhexyl)phthalate (DEHP)
• Di-(2-ethylhexyl)phthalate (DEHP)
• Tox21_400084
• Bis(2-ethylhexyl)ester phthalic acid
• DIETHYLHEXYL PHTHALATE [INCI]
• LS-592
• s3360
• Bis (2-ethylhexyl)phthalate (DEHP)
• BIS(2-ETHYLHEXYL PHTHALATE)-
• Di (2-ethylhexyl) phthalate (DEHP)
• PHTHALATE, BIS(2-ETHYLHEXYL)
• AKOS024318875
• Di-(2-Ethylhexyl) Phthalate (DEHP)
• PLASTIC ADDITIVE 14 [USP-RS]
• NCGC00091499-01
• NCGC00091499-02
• NCGC00091499-04
• NCGC00091499-06
• NCGC00091499-07
• CAS-117-81-7
• DI(2-ETHYLHEXYL)PHTHALATE [IARC]
• BIS(2-ETHYLHEXYL)PHTHALATE [HSDB]
• Bis(2-ethylhexyl) 1, 2-benzenedicarboxylate
• bis-(2-ethylhexyl) 1,2-benzenedicarboxylate
• CS-0014050
• Di-(2-Ethylhexyl) Phthalate (DEHP) Update
• FT-0624576
• FT-0663286
• P0297
• WLN: 4Y2 & 1OVR BVO1Y4 & 2
• bis-(2-ethylhexyl) 1,2-benzenedicar boxylate
• EN300-93410
• PHTHALIC ACID, BIS(2-ETHYLHEXYL)ESTER
• Bis(2-ethylhexyl) phthalate, Selectophore(TM)
• C03690
• 1,2-bis(2-ethylhexyl) benzene-1,2-dicarboxylate
• A937603
• Bis (2-Ethylhexyl) Phthalate (Dioctyl phthalate)
• Q418492
• 1,2-Benzenedicarboxylic acid bis-(1-ethylhexyl) ester
• 1,2-Benzenedicarboxylic acid, bis(2-ethylhexyl)ester
• benzene-1,2-dicarboxylic acid bis(2-ethylhexyl) ester
• BRD-A89471977-001-05-2
• Di-sec octyl phthalate (Di-(2-ethylhexyl) phthalate)
• Bis(2-ethylhexyl) phthalate 100 microg/mL in Methanol
• Bis(2-ethylhexyl) phthalate 5000 microg/mL in Methanol
• F0001-0292
• Z1267670415
• 1,2-Benzenedicarboxylic acid 1,2-bis(2-ethylhexyl) ester
• 1,2-BENZENEDICARBOXYLIC ACID,BIS(2-ETHYLHEXYLESTER)
• Bis(2-ethylhexyl) phthalate, SAJ first grade, >=98.0%
• Di(2-ethylhexyl)phthalate (DEHP), for oral exposures only
• 1,2-BENZEDICARBOXYLIC ACID, BIS(2-ETHYL-HEXYL) ESTER
• Bis(2-ethylhexyl) phthalate, PESTANAL(R), analytical standard
• DI(2-ETHYLHEXYL) PHTHALATE (SEE ALSO CAS 103-23-1)
• bis(2-ethylhexyl) phthalate; di-(2-ethylhexyl) phthalate; DEHP
• Di(2-ethylhexyl)phthalate (DEHP), for intravenous exposures only
• Phthalic acid, bis-2-ethylhexyl ester 10 microg/mL in Cyclohexane
• Plastic additive 01, European Pharmacopoeia (EP) Reference Standard
• TRANSGENIC MODEL EVALUATION (DI(2-ETHYLHEXYL) PHTHALATE)
• Bis(2-ethylhexyl) phthalate, certified reference material, TraceCERT(R)
• Plastic additive 14, United States Pharmacopeia (USP) Reference Standard
• InChI=1/C24H38O4/c1-5-9-13-19(7-3)17-27-23(25)21-15-11-12-16-22(21)24(26)28-18-20(8-4)14-10-6-2/h11-12,15-16,19-20H,5-10,13-14,17-18H2,1-4H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.6021	60.21%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8662	86.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7158	71.58%
P-glycoprotein inhibitior	+	0.7262	72.62%
P-glycoprotein substrate	-	0.8326	83.26%
CYP3A4 substrate	-	0.5806	58.06%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8221	82.21%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.7448	74.48%
CYP2C19 inhibition	-	0.6310	63.10%
CYP2D6 inhibition	-	0.8432	84.32%
CYP1A2 inhibition	-	0.6539	65.39%
CYP2C8 inhibition	-	0.7787	77.87%
CYP inhibitory promiscuity	-	0.6709	67.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6623	66.23%
Carcinogenicity (trinary)	Warning	0.5434	54.34%
Eye corrosion	-	0.9450	94.50%
Eye irritation	+	0.8683	86.83%
Skin irritation	-	0.9073	90.73%
Skin corrosion	-	0.9939	99.39%
Ames mutagenesis	-	0.9900	99.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8276	82.76%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.5573	55.73%
skin sensitisation	-	0.7924	79.24%
Respiratory toxicity	-	0.9444	94.44%
Reproductive toxicity	+	0.5004	50.04%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.6463	64.63%
Acute Oral Toxicity (c)	IV	0.7176	71.76%
Estrogen receptor binding	-	0.8074	80.74%
Androgen receptor binding	+	0.7934	79.34%
Thyroid receptor binding	-	0.7355	73.55%
Glucocorticoid receptor binding	+	0.6219	62.19%
Aromatase binding	-	0.7141	71.41%
PPAR gamma	-	0.7373	73.73%
Honey bee toxicity	-	0.9831	98.31%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	+	0.8400	84.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	22387.2 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	15848.9 nM; 15848.9 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.69%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.89%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.22%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.31%	94.73%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.30%	85.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.65%	93.56%
CHEMBL1907	P15144	Aminopeptidase N	84.19%	93.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.24%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.40%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	80.72%	98.03%

Plants that contains it

• Aloe vera
• Aucuba japonica
• Bulbophyllum odoratissimum
• Chromolaena odorata
• Cryptotaenia canadensis
• Garcinia yunnanensis
• Gossypium herbaceum
• Paris polyphylla
• Pterocarpus angolensis
• Scutellaria baicalensis

Cross-Links

• PubChem: 8343
• NPASS: NPC305912
• ChEMBL: CHEMBL1242017
• LOTUS: LTS0123172
• wikiData: Q418492