Dibutyl Phthalate

Details

• Internal ID: 3ff011e6-1277-40cb-9846-7da9c109be56
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: dibutyl benzene-1,2-dicarboxylate
• SMILES (Canonical): CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC
• SMILES (Isomeric): CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC
• InChI: InChI=1S/C16H22O4/c1-3-5-11-19-15(17)13-9-7-8-10-14(13)16(18)20-12-6-4-2/h7-10H,3-6,11-12H2,1-2H3
• InChI Key: DOIRQSBPFJWKBE-UHFFFAOYSA-N
• Popularity: 7,530 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• 84-74-2
• Di-n-butyl phthalate
• n-Butyl phthalate
• Butyl phthalate
• Genoplast B
• Palatinol C
• Celluflex DPB
• DIBUTYLPHTHALATE
• Unimoll DB
• Staflex DBP
• Elaol
• Ergoplast FDB
• Witcizer 300
• Kodaflex DBP
• Hexaplas M/B
• Dibutyl-o-phthalate
• Dibutyl 1,2-benzenedicarboxylate
• Phthalic acid dibutyl ester
• dibutyl benzene-1,2-dicarboxylate
• 1,2-Benzenedicarboxylic acid, dibutyl ester
• DBP (ester)
• N-Butylphthalate
• Ersoplast FDA
• Uniflex DBP
• Hatcol DBP
• Phthalate, di-n-butyl
• Dibutyl o-phthalate
• RC Plasticizer DBP
• dibutyl-phthalate
• Phthalic acid, dibutyl ester
• Benzene-o-dicarboxylic acid di-n-butyl ester
• o-Benzenedicarboxylic acid, dibutyl ester
• Phthalate, dibutyl-
• RCRA waste number U069
• nutyl phthalate
• Caswell No. 292
• Monocizer dbp
• Plasthall dbp
• Vestinol c
• Hatco dbp
• Phthalate, Butyl
• PX 104
• Phthalic acid di-n-butyl ester
• Phthalate, Dibutyl
• Ruifeng vp 201
• Corflex 440
• NSC 6370
• Di n Butyl Phthalate
• ortho-Dibutyl phthalate
• Yh-1bd2
• CCRIS 2676
• HSDB 922
• Di-n-butylorthophthalate
• Di-n-butylester kyseliny ftalove
• DTXSID2021781
• CHEBI:34687
• Dibutyl-1,2-benzenedicarboxylate
• Dibutylphthatlate
• dibutyl phthalate (DBP)
• Palatinol DBP
• NSC-6370
• EINECS 201-557-4
• di-n-butyl phthalate (DBuP)
• EPA Pesticide Chemical Code 028001
• UNII-2286E5R2KE
• BRN 1914064
• Morflex 240
• o-Benzenedicarboxylic acid dibutyl ester
• Uniplex 150
• 1,2-Benzenedicarboxylic acid dibutyl ester
• Vp-201
• 2286E5R2KE
• AI-3-00283
• Dibutyl phthalate [NF]
• Benzenedicarboxylic acid dibutyl ester
• RCRA waste no. U069
• Di-n-butylester kyseliny ftalove [Czech]
• CHEMBL272485
• DTXCID301781
• phthalate dibutyl
• Benzene-o-dicarboxylic acid, di-n-butyl ester
• NSC6370
• Dibutyl 1,2-benzene-dicarboxylate
• EC 201-557-4
• 1,2-Benzenedicarboxylic acid, 1,2-dibutyl ester
• 1,2-dibutyl benzene-1,2-dicarboxylate
• Dibutyl ester of 1,2-benzenedicarboxylic acid
• DIBUTYL PHTHALATE (II)
• DIBUTYL PHTHALATE [II]
• DIBUTYL PHTHALATE (MART.)
• DIBUTYL PHTHALATE [MART.]
• DIBUTYL PHTHALATE (USP-RS)
• DIBUTYL PHTHALATE [USP-RS]
• CAS-84-74-2
• DIBUTYL PHTHALATE (EP MONOGRAPH)
• DIBUTYL PHTHALATE [EP MONOGRAPH]
• RAPIDCELLtrade markP
• SR-05000001549
• dibutylphthalat
• Dibutylftalat
• Bufa
• dibutyl phtalate
• di-butylphthalate
• dibutly phthalate
• Ergoplast FOB
• Synolate MD
• Bisoflex DBP
• Induflex DBP
• Mollan B
• Dibutyll phthalate
• Ersoplast FDA.
• Hatcp DBP
• MFCD00009441
• phthalsauredibutylester
• Benzenedicarboxylic acid, dibutyl ester
• Ftalato di n-butanolo
• Bis-N-butyl phthalate
• dibutyl phthalate; DBP
• Sicol 140
• Spectrum_001975
• Di(1-butyl) phthalate
• DPA (CHRIS Code)
• Phthalsaeure dibutylester
• SpecPlus_000628
• Dibutyl phthalate, 99%
• Spectrum3_000874
• Spectrum4_000714
• Spectrum5_002068
• WITICIZER 300
• D07FLG
• DBP (Dibutyl phthalate)
• Epitope ID:138714
• WLN: 4OVR BVO2
• Di-n-butylphthalate (DBP)
• di-n-butyl phthalate (dbp)
• Dibutyl phthalate, >=99%
• SCHEMBL24051
• BSPBio_002547
• KBioGR_001267
• KBioSS_002541
• R!C. PLASTICIZER DBP
• SPECTRUM330086
• MLS002177802
• BIDD:ER0641
• DivK1c_006724
• DIBUTYL PHTHALATE [MI]
• Phthalic acid, bis-butyl ester
• GTPL6295
• Di-n-butyl l phthalate (BBP)
• Di-n-butyl l phthalate (DBP)
• DIBUTYL PHTHALATE [HSDB]
• DIBUTYL PHTHALATE [INCI]
• KBio1_001668
• KBio2_002532
• KBio2_005100
• KBio2_007668
• KBio3_002047
• BUTYL PHTHALATE [WHO-DD]
• Dibutyl phthalate, AR, >=99%
• Dibutyl phthalate, LR, >=98%
• Dibutyl 1, 2-benzenedicarboxylate
• Dibutyl-1,2-benzene-dicarboxylate
• HMS2091E09
• HMS3041E18
• Pharmakon1600-00330086
• BCP24796
• HY-Y0304
• Benzol-1,2-dicarbonsauredibutylester
• Dibutyl phthalate, Selectophore(TM)
• Tox21_201729
• Tox21_300980
• BBL011532
• BDBM50371946
• NA9095
• NSC755894
• STL146650
• AKOS005720807
• Di(n-butyl) 1,2-benzenedicarboxylate
• CCG-230933
• DB13716
• LS-1840
• NSC-755894
• USEPA/OPP Pesticide Code: 028001
• NCGC00090769-01
• NCGC00090769-02
• NCGC00090769-03
• NCGC00090769-04
• NCGC00090769-05
• NCGC00090769-06
• NCGC00090769-07
• NCGC00090769-08
• NCGC00090769-09
• NCGC00254882-01
• NCGC00259278-01
• SMR000777923
• SBI-0052568.P002
• CS-0013564
• Dibutyl phthalate, ReagentPlus(R), >=99%
• FT-0624680
• P0292
• S5377
• EN300-77394
• 1,2 Benzenedicarboxylic acid, di-n-butyl ester
• 1,2-Benzenedicarboxylic acid 1,2-dibutyl ester
• Dibutyl phthalate, SAJ special grade, >=98.0%
• 1,2 Benzenedicarboxylic acid, bis(n-butyl) ester
• Q415612
• J-503795
• SR-05000001549-1
• SR-05000001549-3
• BRD-K73477617-001-01-0
• BRD-K73477617-001-04-4
• Dibutyl phthalate, PESTANAL(R), analytical standard
• F0001-2134
• Z277540112
• Dibutyl phthalate, certified reference material, TraceCERT(R)
• Dibutyl phthalate, European Pharmacopoeia (EP) Reference Standard
• DIBUTYL PHTHALATE (SEE ALSO PEROXISOME PROJECT (DIBUTYL PHTHALATE))
• Dibutyl phthalate, United States Pharmacopeia (USP) Reference Standard
• PEROXISOME PROJECT (DIBUTYL PHTHALATE) (SEE ALSO DIBUTYL PHTHALATE)
• Dibutyl Phthalate, Pharmaceutical Secondary Standard; Certified Reference Material

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.9515	95.15%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8874	88.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7571	75.71%
P-glycoprotein inhibitior	-	0.7061	70.61%
P-glycoprotein substrate	-	0.9572	95.72%
CYP3A4 substrate	-	0.6311	63.11%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8123	81.23%
CYP3A4 inhibition	-	0.9087	90.87%
CYP2C9 inhibition	-	0.6948	69.48%
CYP2C19 inhibition	-	0.5341	53.41%
CYP2D6 inhibition	-	0.8947	89.47%
CYP1A2 inhibition	+	0.6309	63.09%
CYP2C8 inhibition	-	0.6076	60.76%
CYP inhibitory promiscuity	-	0.6851	68.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6223	62.23%
Carcinogenicity (trinary)	Warning	0.5214	52.14%
Eye corrosion	-	0.8632	86.32%
Eye irritation	+	0.9452	94.52%
Skin irritation	-	0.8721	87.21%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3863	38.63%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.5126	51.26%
Respiratory toxicity	-	0.9889	98.89%
Reproductive toxicity	+	0.8503	85.03%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	+	0.6697	66.97%
Acute Oral Toxicity (c)	IV	0.6453	64.53%
Estrogen receptor binding	-	0.8558	85.58%
Androgen receptor binding	+	0.7796	77.96%
Thyroid receptor binding	+	0.5271	52.71%
Glucocorticoid receptor binding	-	0.5820	58.20%
Aromatase binding	+	0.5628	56.28%
PPAR gamma	-	0.5511	55.11%
Honey bee toxicity	-	0.9946	99.46%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9917	99.17%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1287622	Q9Y468	Lethal(3)malignant brain tumor-like protein 1	28183.8 nM	Potency	via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	12589.3 nM; 12589.3 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.17%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.30%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.83%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.03%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.97%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.37%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.74%	95.56%
CHEMBL3891	P07384	Calpain 1	81.52%	93.04%

Plants that contains it

• Achyranthes bidentata
• Acorus calamus var. angustatus
• Acorus gramineus
• Agrimonia pilosa
• Allium ampeloprasum
• Angelica acutiloba
• Angelica dahurica
• Angelica gigas
• Angelica sinensis
• Aquilaria malaccensis
• Aquilaria sinensis
• Artemisia argyi
• Artemisia montana
• Artemisia princeps
• Balanites wilsoniana
• Bulbophyllum odoratissimum
• Cichorium pumilum
• Cornus officinalis
• Coronilla securidaca
• Cryptotaenia canadensis
• Cyperus pilosus
• Dendrobium chrysanthum
• Echinops grijsii
• Elsholtzia ciliata
• Euphorbia hirta
• Euphorbia humifusa
• Gardenia jasminoides
• Glycyrrhiza
• Glycyrrhiza glabra
• Lebeckia plukenetiana
• Liquidambar styraciflua
• Litchi chinensis
• Lycopus lucidus
• Lythrum salicaria
• Mimusops elengi
• Myristica fragrans
• Nelumbo nucifera
• Panax ginseng
• Physocarpus intermedius
• Phytolacca acinosa
• Pogostemon cablin
• Polyscias bracteata subsp. subincisa
• Rhododendron dauricum
• Saraca asoca
• Schisandra chinensis
• Scorzonera laciniata
• Scrophularia buergeriana
• Scrophularia ningpoensis
• Scutellaria amoena
• Scutellaria baicalensis
• Tanacetum cinerariifolium
• Tussilago farfara
• Vitis vinifera
• Wurfbainia neoaurantiaca

Cross-Links

• PubChem: 3026
• NPASS: NPC10251
• ChEMBL: CHEMBL272485
• LOTUS: LTS0274156
• wikiData: Q415612