Dibutyl phthalate

  • GreenMolBD CID : 79
  • Molecular Formula : C16H22O4
  • Molecular Weight : 278.348
  • Exact Molecular Mass : 278.152
  • IUPAC Name : dibutyl benzene-1,2-dicarboxylate
  • 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
  • Canonical SMILES : CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC
  • Isomeric SMILES : CCCCOC(=O)c1ccccc1C(=O)OCCCC
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

1.2. Taxonomy Tree

1.3. Alternative Parent

Benzoyl derivatives; Dicarboxylic acids and derivatives; Carboxylic acid esters; Organooxygen compounds; Organic oxides; Hydrocarbon derivatives;

1.4. Molecular Framework

Aromatic homomonocyclic compounds

1.5. Substituents

Benzoate ester; Benzoyl; Dicarboxylic acid or derivatives; Carboxylic acid ester; Carboxylic acid derivative; Organic oxygen compound; Organic oxide; Hydrocarbon derivative; Organooxygen compound; Aromatic homomonocyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
3.6004 52.6 0 4 20 10 6 6 7.6823 396.842 311.037 0.701407

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-189.299706 2.52 -5.402 -10.21826 -0.5855 4.816

4. Compound Reactivity

DLP nRFG nLMR
1 2 0

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Non-Carcinogen Non-Mutagen Non-Toxic 11.7637 11391.5 2.09447 Mild None None Degradable 0.000981663 4.10364

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes Yes Yes Yes Yes Yes

7. Synonyms

Name
dibutyl phthalate
Di-n-butyl phthalate
n-Butyl phthalate
84-74-2
Butyl phthalate
Celluflex DPB
Elaol
Genoplast B
Palatinol C
Polycizer DBP
Unimoll DB
Dibutyl-o-phthalate
Staflex DBP
Hexaplas M/B
Witcizer 300
Dibutyl 1,2-benzenedicarboxylate
Ergoplast FDB
DIBUTYLPHTHALATE
Kodaflex DBP
Phthalic acid dibutyl ester
DBP (ester)
N-Butylphthalate
Ersoplast FDA
Phthalate, di-n-butyl
Uniflex DBP
Hatcol DBP
dibutyl benzene-1,2-dicarboxylate
Dibutyl o-phthalate
RC Plasticizer DBP
1,2-Benzenedicarboxylic acid, dibutyl ester
Benzene-o-dicarboxylic acid di-n-butyl ester
Phthalic acid, dibutyl ester
dibutyl-phthalate
o-Benzenedicarboxylic acid, dibutyl ester
RCRA waste number U069
Phthalate, dibutyl-
Caswell No. 292
PX 104
ortho-Dibutyl phthalate
Phthalic acid di-n-butyl ester
Di-n-butylorthophthalate
nutyl phthalate
Dibutyl-1,2-benzenedicarboxylate
Dibutylphthatlate
Palatinol DBP
Dibutyl phthalated
NSC 6370
di-n-butyl phthalate (DBuP)
UNII-2286E5R2KE
Morflex 240
Uniplex 150
CCRIS 2676
HSDB 922
Di-n-butylester kyseliny ftalove
CHEBI:34687
RAPIDCELLtrade markP
EINECS 201-557-4
1,2-Benzenedicarboxylic acid, 1,2-dibutyl ester
RCRA waste no. U069
EPA Pesticide Chemical Code 028001
1,2-dibutyl benzene-1,2-dicarboxylate
BRN 1914064
o-Benzenedicarboxylic acid dibutyl ester
Di-n-butylester kyseliny ftalove [Czech]
1,2-Benzenedicarboxylic acid dibutyl ester
CHEMBL272485
AI-3-00283
Benzene-o-dicarboxylic acid, di-n-butyl ester
DOIRQSBPFJWKBE-UHFFFAOYSA-N
Benzenedicarboxylic acid dibutyl ester
MFCD00009441
Benzenedicarboxylic acid, dibutyl ester
DSSTox_CID_1781
Dibutyl ester of 1,2-benzenedicarboxylic acid
DSSTox_RID_76324
DSSTox_GSID_21781
butyl 2-(butoxycarbonyl)benzoate
dibutyl phtalate
Phthalate, Butyl
CAS-84-74-2
Phthalate, Dibutyl
Di n Butyl Phthalate
Dibutyl phthalate [NF]
Bufa
phthalate dibutyl
Dibutyll phthalate
Spectrum_001975
SpecPlus_000628
Dibutyl phthalate, 99%
Spectrum3_000874
Spectrum4_000714
Spectrum5_002068
ACMC-209pw7
D07FLG
Epitope ID:138714
WLN: 4OVR BVO2
Dibutyl phthalate, >=99%
SCHEMBL24051
BSPBio_002547
KBioGR_001267
KBioSS_002541
SPECTRUM330086
KSC119E6H
MLS002177802
BIDD:ER0641
DivK1c_006724
Phthalic acid, bis-butyl ester
AC1L1F08
AC1Q66W8
GTPL6295
DTXSID2021781
CTK0B9263
KBio1_001668
KBio2_002532
KBio2_005100
KBio2_007668
KBio3_002047
NSC6370
Dibutyl phthalate, AR, >=99%
Dibutyl phthalate, LR, >=98%
MolPort-003-665-474
2286E5R2KE
BB_SC-7240
Di-n-butyl phthalate, 99% 5g
Dibutyl 1, 2-benzenedicarboxylate
HMS2091E09
HMS3041E18
Pharmakon1600-00330086
NSC-6370
ZINC1693431
Dibutyl phthalate, Selectophore(TM)
Tox21_201729
Tox21_300980
ANW-37829
BBL011532
BDBM50371946
NSC755894
SBB060337
STL146650
AKOS005720807
CCG-230933
LS-1840
MCULE-8727957434
NSC-755894
RL05206
RTR-031465
NCGC00090769-01
NCGC00090769-02
NCGC00090769-03
NCGC00090769-04
NCGC00090769-05
NCGC00090769-06
NCGC00090769-07
NCGC00090769-08
NCGC00090769-09
NCGC00254882-01
NCGC00259278-01
AN-24078
CJ-28339
KB-49737
LP113387
OR007496
SC-74684
SMR000777923
SBI-0052568.P002
TR-031465
Dibutyl phthalate, ReagentPlus(R), >=99%
FT-0624680
P0292
ST50406580
C14214
1,2-Benzenedicarboxylicacid, 1,2-dibutyl ester
Dibutyl phthalate, SAJ special grade, >=98.0%
J-503795
BRD-K73477617-001-01-0
Dibutyl phthalate, PESTANAL(R), analytical standard
I14-14981
3B1-008460
3B1-009115
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
traceable to USP, PhEur
Oy paragraph sign inverted exclamation mark>>uAU+/-(1/2) paragraph signthorn(1/4)xEao yen
137077-55-5
AU+/-(1/2) paragraph signthorn(1/4)xEa paragraph signthorn paragraph sign inverted exclamation mark>>uo yen
DB7
Di-n-butylphthalate
Certified Reference Material

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Dibutyl phthalate
Abelmoschus esculentus (L.) Moench Pod 3
Colocasia esculenta Linn. Cormel 5
Leea indica Flower 1
Litchi chinensis Fruit 11
Rosa damascena 11
Tamarindus indica Pulp 10

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID
117 ankyrin-like protein B18R Vaccinia virus 10 720579
118 ataxin 2 ATXN2 Homo sapiens 6.3096 651635
119 bromodomain adjacent to zinc finger domain 2B BAZ2B Homo sapiens 50.1187 504333
120 Cathepsin (B and K) Homo sapiens 4G5I 420000 10.1016/j.bmcl.2008.01.097 18289850
121 Cathepsin B Mus musculus 4G5I 230000 10.1016/j.bmcl.2008.01.097 18289850
121 Cathepsin B Ctsb Mus musculus 230 316337
41 chromobox 1 CBX1 Homo sapiens 56.2341 540317
57 estrogen receptor 1 ESR1 Homo sapiens 49.0022 743077
57 estrogen receptor 1 ESR1 Homo sapiens 54.9813 743075
57 estrogen receptor 1 ESR1 Homo sapiens 61.6448 743069
57 estrogen receptor 1 ESR1 Homo sapiens 76.9588 743079
26 GLI family zinc finger 3 GLI3 Homo sapiens 17.2289 1259369
26 GLI family zinc finger 3 GLI3 Homo sapiens 38.5708 1259392
122 glucagon like peptide 1 receptor GLP1R Homo sapiens 28.1838 624417
85 Jun proto-oncogene, AP-1 transcription factor subunit JUN Homo sapiens 21.8724 1159526
85 Jun proto-oncogene, AP-1 transcription factor subunit JUN Homo sapiens 21.8885 1159526
85 Jun proto-oncogene, AP-1 transcription factor subunit JUN Homo sapiens 37.4309 1159528
123 L3MBTL1, histone methyl-lysine binding protein L3MBTL1 Homo sapiens 28.1838 485360
80 nuclear receptor subfamily 1 group I member 3 NR1I3 Homo sapiens 61.1306 1224839
55 nuclear receptor subfamily 3 group C member 1 NR3C1 Homo sapiens 35.4813 588533
53 peroxisome proliferator activated receptor delta PPARD Homo sapiens 0.2512 588535
53 peroxisome proliferator activated receptor delta PPARD Homo sapiens 9.7772 743212
124 potassium voltage-gated channel subfamily H member 2 KCNH2 Homo sapiens 79.4328 588834
125 Rap guanine nucleotide exchange factor 4 RAPGEF4 Homo sapiens 31.6228 720708
71 RAR related orphan receptor C RORC Homo sapiens 6.6824 651802
50 RAR-related orphan receptor gamma Rorc Mus musculus 48.5577 1159521
32 thyroid stimulating hormone receptor TSHR Homo sapiens 0.2731 1224843
32 thyroid stimulating hormone receptor TSHR Homo sapiens 12.5893 926
32 thyroid stimulating hormone receptor TSHR Homo sapiens 12.5893 938
32 thyroid stimulating hormone receptor TSHR Homo sapiens 27.306 1224843
126 ubiquitin specific peptidase 1 USP1 Homo sapiens 50.1187 504865
64 vitamin D receptor VDR Homo sapiens 0.0039 743223

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
3569206861717 CheMall CorporationSource URLSource DetailBG01571417Source Record URL
3608724641717 CheMall CorporationSource URLSource DetailBG07685131Source Record URL
3608726101717 CheMall CorporationSource URLSource DetailBG07685277Source Record URL
347811668Life ChemicalsSource URLSource DetailF0001-2134Source Record URL
221672716eInhibitorsSource URLSource Detail3026Source Record URL
329748356Sigma-AldrichSource URLSource Detail07-1650_SAJSource Record URL
329749370Sigma-AldrichSource URLSource Detail1187080_USPSource Record URL
24849229Sigma-AldrichSource URLSource Detail152439_ALDRICHSource Record URL
329751658Sigma-AldrichSource URLSource Detail18281_SIALSource Record URL
329752547Sigma-AldrichSource URLSource Detail240478_ALDRICHSource Record URL
329755484Sigma-AldrichSource URLSource Detail36736_SIALSource Record URL
24874456Sigma-AldrichSource URLSource Detail524980_ALDRICHSource Record URL
329768719Sigma-AldrichSource URLSource Detail80100_SIALSource Record URL
329798660Sigma-AldrichSource URLSource DetailD1010000_SIALSource Record URL
24893673Sigma-AldrichSource URLSource DetailD2270_SIALSource Record URL
329823345Sigma-AldrichSource URLSource DetailPHR1366_SIALSource Record URL
329828431Sigma-AldrichSource URLSource DetailV001046_VETECSource Record URL
329829196Sigma-AldrichSource URLSource DetailV800149_VETECSource Record URL
329829197Sigma-AldrichSource URLSource DetailV800150_VETECSource Record URL
251876753labseekerSource URLSource DetailSC-74684Source Record URL
318355354CambridgeChemSource URLSource DetailCB25578Source Record URL
318497946CambridgeChemSource URLSource DetailDB13598Source Record URL
162176322AK Scientific, Inc. (AKSCI)Source URLSource Detail71340Source Record URL
169513167MculeSource URLSource DetailMCULE-8727957434Source Record URL
256256545ZINCSource URLSource DetailZINC1693431Source Record URL
3136603ChemExper Chemical DirectorySource URLSource Detailjbe@P@@HM[HheDhdhmbdisTEALUT@@@Source Record URL
374001046AbaChemSceneSource URLSource DetailCS-0013564Source Record URL
132003434AKos Consulting & SolutionsSource URLSource DetailAKOS005720807Source Record URL
329732941VladaChemSource URLSource DetailVL141735Source Record URL
277237772Aurora Fine Chemicals LLCSource URLSource DetailK02.114.301Source Record URL
340475418Ark Pharma Scientific LimitedSource URLSource DetailN-3167Source Record URL
204376476TractusSource URLSource DetailRTR-031465Source Record URL
135561521TractusSource URLSource DetailTR-031465Source Record URL
143434671TimTecSource URLSource DetailSBB060337Source Record URL
143552440TimTecSource URLSource DetailST50406580Source Record URL
85085315MP BiomedicalsSource URLSource Detail150860Source Record URL
85089143MP BiomedicalsSource URLSource Detail152439Source Record URL
51073991MP BiomedicalsSource URLSource Detail223053Source Record URL
318019475iChemical Technology USA IncSource URLSource DetailEBD1969Source Record URL
103825071AAA ChemistrySource URLSource DetailAR-1I3482Source Record URL
341128313Boc SciencesSource URLSource Detail84-74-2Source Record URL
126678235ChemMolSource URLSource Detail49416884Source Record URL
241155280ChemMolSource URLSource Detail99164384Source Record URL
104302309ABI ChemSource URLSource DetailAC1L1F08Source Record URL
117581353ABI ChemSource URLSource DetailAC1Q66W8Source Record URL
174530810WutechSource URLSource DetailRL05206Source Record URL
91010585MolPortSource URLSource DetailMolPort-003-665-474Source Record URL
349354967Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0873109Source Record URL
310271396Glentham Life Sciences Ltd.Source URLSource DetailGK3916Source Record URL
160805330AnwardSource URLSource DetailANW-37829Source Record URL
340510277LGC StandardsSource URLSource DetailDRE-C16171000Source Record URL
340521608LGC StandardsSource URLSource DetailMM3386.00Source Record URL
125326201Vitas-M LaboratorySource URLSource DetailBBL011532Source Record URL
125275724Vitas-M LaboratorySource URLSource DetailSTL146650Source Record URL
316603641ParchemSource URLSource Detail66Source Record URL
335288543EnamineSource URLSource DetailZ277540112Source Record URL
346695101LabNetwork, a WuXi AppTec CompanySource URLSource DetailLN00195958Source Record URL
252403655MolepediaSource URLSource DetailM90001570PSource Record URL
223682806AN PharmaTechSource URLSource DetailAN-24078Source Record URL
274954218ChemFacesSource URLSource DetailCFN92174Source Record URL
162423518ChemTikSource URLSource DetailCTK0B9263Source Record URL
336276163ChemShuttleSource URLSource Detail169466Source Record URL
162090547Chembase.cnSource URLSource Detail103183Source Record URL
121278812ISpharmSource URLSource DetailI14-14981Source Record URL
57321563NovoSeekSource URLSource Detail3026Source Record URL
312342411BiosynthSource URLSource DetailJ-503795Source Record URL
316395339abcr GmbHSource URLSource DetailAB115346Source Record URL
355160722MuseChemSource URLSource DetailR049180Source Record URL
223513693A&J Pharmtech CO., LTD.Source URLSource DetailCJ-28339Source Record URL
162297276AchemicaSource URLSource DetailACMC-209pw7Source Record URL
162153915Nanjing KaimuboSource URLSource DetailKB-49737Source Record URL
321938700AcadechemSource URLSource DetailACDS-070295Source Record URL
87574526TCI (Tokyo Chemical Industry)Source URLSource DetailP0292Source Record URL
164808655Finetech Industry LimitedSource URLSource DetailFT-0624680Source Record URL
342434886Wubei-BiochemSource URLSource DetailWB006485SUSource Record URL
163801947King ScientificSource URLSource DetailKSC119E6HSource Record URL