2,4-D n-butyl ester

Details

• Internal ID: 2ebfe4ef-b0e4-4ec3-8e37-9a55ba18d947
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenoxyacetic acid derivatives
• IUPAC Name: butyl 2-(2,4-dichlorophenoxy)acetate
• InChI: InChI=1S/C12H14Cl2O3/c1-2-3-6-16-12(15)8-17-11-5-4-9(13)7-10(11)14/h4-5,7H,2-3,6,8H2,1H3
• InChI Key: UQMRAFJOBWOFNS-UHFFFAOYSA-N
• Popularity: 204 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄Cl₂O₃
• Molecular Weight: 277.14 g/mol
• Exact Mass: 276.0319997 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• Butyl ester 2,4-D
• 2,4-Dichlorophenoxyacetic acid n-butyl ester
• 2,4-d, n-butyl ester
• RefChem:443117
• 94-80-4
• Butyl 2,4-dichlorophenoxyacetate
• butyl 2-(2,4-dichlorophenoxy)acetate
• 2,4-D BUTYL ESTER
• 2,4-D-butyl
• Lironox
• Acetic acid, (2,4-dichlorophenoxy)-, butyl ester
• Butapon
• Esso Herbicide 10
• 2,4-D 1-butyl ester
• Butyl (2,4-dichlorophenoxy)acetate
• Shell 40
• Butyl 2,4-D
• Butyl ester of 2,4-D
• Butyl dichlorophenoxyacetate
• Hi-Ester 2,4-D
• 2,4-Dichlorophenoxyacetic acid butyl ester
• 2,4-D-butyl [ISO]
• Butyl(2,4-dichlorophenoxy) acetate
• 2,4-D-1-butyl ester
• MFCD00126845
• 2,4-d butylate
• NSC 409767
• DTXSID5020443
• 6GO3LVR34R
• MLS002152860
• n-Butylester kyseliny 2,4-dichlorfenoxyoctove
• 2,4-Dichlorophenoxyacetic acid, n-butyl ester
• NSC-409767
• butyl [(2,4-dichlorophenyl)oxy]acetate
• SMR001224484
• Component Orange
• Purple Component
• The Crop Rider
• Line Rider 4T
• DTXCID10443
• Orange II Component
• Lironox 326
• Weed-Rhap B-4D
• Weed-Rhap B-6D
• Miller's 4# Ester
• Miller's 6# Ester
• Butyl 400
• Crop Rider 2.67D
• Caswell No. 315AL
• Felco HV2 Weed Killer
• Felco HV4 Weed Killer
• T-H Ded-Weed ME-6
• T-H Ded-Weed ME-9
• Weed-Rhap B-2.67D
• Green Cross Weed-No-More
• MFA No. 4 Weed Killer
• MFA No. 6 Weed Killer
• Diamond Shamrock Butyl 4D
• CAS-94-80-4
• De-Pester Ded-Weed ME-4
• De-Pester Ded-Weed ME-5
• De-Pester Ded-Weed ME-6
• De-Pester Ded-Weed ME-9
• FS Ester 400 Weed Killer
• Monsanto 2,4-D Butyl Ester
• HSDB 1633
• Rhodia 2,4-D Butyl Ester 6L
• Chipman 2,4-D Butyl Ester 4E
• Chipman 2,4-D Butyl Ester 6E
• Unico 2,4-D Ester Weed Killer
• Olin Butyl Ester D4 Weed Killer
• Olin Butyl Ester D6 Weed Killer
• MFA 40% Butyl Ester Weed Killer
• Barber's 2,4-D Ester Weed Killer
• Chipman 2,4-D Butyl Ester 334E
• EINECS 202-364-8
• Olin Butyl Ester D267 Weed Killer
• Abco W.K-67 2,4-D Weed Killer
• Amoco 2,4-D Weed Killer No. 6B
• General Chemical 2,4-D Butyl Ester Weed Killer
• UNII-6GO3LVR34R
• Barco Weed Killer (ester Formulation)
• Diamond Shamrock Butyl 6D Weed Killer
• EPA Pesticide Chemical Code 030056
• Techne Butyl Ester Weed Killer No. 4
• Techne Butyl Ester Weed Killer No. 6
• BRN 2056085
• Parsons 2,4-D Weed Killer Butyl Ester
• Techne 40% Butyl Ester Type Weed Killer
• AI3-08686
• Sure Death No. 4 Butyl Ester Weed Killer
• Sure Death No. 6 Butyl Ester Weed Killer
• Felco Butyl Ester 600 2,4-D Weed Killer
• Sure Death 40% Butyl Ester Type Weedkiller
• (2,4-Dichlorophenoxy)acetic acid, butyl ester
• Floratox 428 4-Pound 2,4-D Ester Weed Killer
• (2, butyl ester
• Associated Sales 4-Pound 2,4-D Ester Weed Killer
• General Chemical 2,4-D 4-Butyl Ester Weed Killer
• Patterson's Hi-Test Butyl Ester 2,4-D Weed Killer
• General Chemical 2,4-D 3.34 Butyl Ester Weed Killer
• General Chemical 2,4-D 6.00 Butyl Ester Weed Killer
• n-Butylester kyseliny 2,4-dichlorfenoxyoctove [Czech]
• cid_7206
• 2,4-D butylate in Hexane
• 2-(2,4-dichlorophenoxy)acetic acid butyl ester
• WLN: GR CG DO1VO4
• 2,4-D-1-butyl ester 100 microg/mL in Cyclohexane
• orb1705437
• SCHEMBL1226040
• CHEMBL1446511
• SCHEMBL29558700
• BDBM74250
• butyl 2,4-dichloro-phenoxyacetate
• 2,4-D BUTYL ESTER [MI]
• HY-B0867
• MSK22599
• Tox21_201237
• Tox21_302757
• butyl2-(2,4-dichlorophenoxy)acetate
• NSC409767
• STL301520
• 2,4-dichlorophenoxyacetic butyl ester
• AKOS005943535
• NCGC00090826-01
• NCGC00090826-02
• NCGC00090826-03
• NCGC00256335-01
• NCGC00258789-01
• AC-12695
• AS-76740
• DA-60025
• PD211282
• CS-0012882
• NS00021405
• (2,4-Dichlorophenoxy)acetic acid butyl ester
• Acetic acid,4-dichlorophenoxy)-, butyl ester
• butyl 2-[2,4-bis(chloranyl)phenoxy]ethanoate
• EN300-112152
• 126B845
• 2,4-DICHLOROPHENOXYACETIC ACID, BUTYL ESTER
• Q27264880
• Z54191175
• 2,4-D 1-butyl ester, PESTANAL(R), analytical standard

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8827	88.27%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9206	92.06%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9185	91.85%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6016	60.16%
P-glycoprotein inhibitior	-	0.9438	94.38%
P-glycoprotein substrate	-	0.8637	86.37%
CYP3A4 substrate	+	0.5868	58.68%
CYP2C9 substrate	-	0.8245	82.45%
CYP2D6 substrate	-	0.8177	81.77%
CYP3A4 inhibition	-	0.9519	95.19%
CYP2C9 inhibition	+	0.5628	56.28%
CYP2C19 inhibition	+	0.5766	57.66%
CYP2D6 inhibition	-	0.9056	90.56%
CYP1A2 inhibition	+	0.8382	83.82%
CYP2C8 inhibition	+	0.7968	79.68%
CYP inhibitory promiscuity	-	0.6085	60.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7453	74.53%
Carcinogenicity (trinary)	Non-required	0.5221	52.21%
Eye corrosion	-	0.9428	94.28%
Eye irritation	-	0.5063	50.63%
Skin irritation	-	0.8042	80.42%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6515	65.15%
Micronuclear	-	0.8952	89.52%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.5487	54.87%
Respiratory toxicity	-	0.9222	92.22%
Reproductive toxicity	-	0.7541	75.41%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	+	0.8393	83.93%
Acute Oral Toxicity (c)	III	0.7448	74.48%
Estrogen receptor binding	-	0.5487	54.87%
Androgen receptor binding	-	0.6614	66.14%
Thyroid receptor binding	-	0.4911	49.11%
Glucocorticoid receptor binding	-	0.6604	66.04%
Aromatase binding	+	0.6596	65.96%
PPAR gamma	+	0.5600	56.00%
Honey bee toxicity	-	0.9924	99.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.8448	84.48%
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	39810.7 nM	Potency	via CMAUP
CHEMBL1287622	Q9Y468	Lethal(3)malignant brain tumor-like protein 1	25118.9 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.15%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.57%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.48%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.48%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.54%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.49%	97.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.88%	86.92%
CHEMBL4208	P20618	Proteasome component C5	89.64%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.25%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.90%	94.45%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.50%	85.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.94%	94.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	83.39%	92.29%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.05%	90.71%
CHEMBL2581	P07339	Cathepsin D	81.91%	98.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.58%	96.90%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.35%	90.24%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.29%	89.62%

Plants that contains it

• Zingiber officinale

Cross-Links

• PubChem: 7206
• NPASS: NPC161768
• ChEMBL: CHEMBL1446511