Docusate

Details

• Internal ID: 2d7f7efa-f8cf-4aa8-ada7-28c558ff666c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: 1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonic acid
• SMILES (Canonical): CCCCC(CC)COC(=O)CC(C(=O)OCC(CC)CCCC)S(=O)(=O)O
• SMILES (Isomeric): CCCCC(CC)COC(=O)CC(C(=O)OCC(CC)CCCC)S(=O)(=O)O
• InChI: InChI=1S/C20H38O7S/c1-5-9-11-16(7-3)14-26-19(21)13-18(28(23,24)25)20(22)27-15-17(8-4)12-10-6-2/h16-18H,5-15H2,1-4H3,(H,23,24,25)
• InChI Key: HNSDLXPSAYFUHK-UHFFFAOYSA-N
• Popularity: 1,252 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₈O₇S
• Molecular Weight: 422.60 g/mol
• Exact Mass: 422.23382472 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.15
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 16

Synonyms

• Docusate hydrogen
• 10041-19-7
• Spolion 8
• DIOCTYL SULFOSUCCINATE
• Dioctyl sulfosuccinic acid
• 1,4-Bis(2-ethylhexyl) 2-sulphosuccinate
• 1,4-Bis(2-ethylhexyl) sulfosuccinate
• Diocto
• EINECS 233-124-0
• Doc-Q-Lace
• Dioctylsulfosuccinsaeure
• 1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonic acid
• CHEBI:534
• Butanedioic acid, sulfo-, 1,4-bis(2-ethylhexyl) ester
• UNII-M7P27195AG
• M7P27195AG
• 1,4-bis[(2-ethylhexyl)oxy]-1,4-dioxobutane-2-sulfonic acid
• Bis(2-ethylhexyl)succinat-2-sulfonsaeure
• Di-beta-ethylhexyl sodium sulfo-succinate
• 1,4-Bis(2-ethylhexyloxy)-1,4-dioxo-2-butansulfonsaeure
• Butanedionic acid, sulfo-, 1,4-bis(2-ethylhexyl) ester
• Butanedioic acid, 2-sulfo-, 1,4-bis(2-ethylhexyl) ester
• 1,4-Bis((2-ethylhexyl)oxy)-1,4-dioxobutane-2-sulfonic acid
• 1,4-Bis(2-ethylhexyloxy)-1,4-dioxo-2-butansulfonsaeure [IUPAC]
• C20H38O7S
• DIOCTYL DISODIUM SULFOSUCCINATE
• DIOCTYLSULFOSUCCINATE
• Docusates
• Dionex
• Sulfosuccinic Acid bis(2-Ethylhexyl) Ester
• DOCUSATE [VANDF]
• bmse000720
• D0X4FM
• DOCUSATE [WHO-DD]
• DOCUSATES [MART.]
• SCHEMBL41958
• CHEMBL1477036
• DTXSID1044279
• bis(2-ethylhexyl) sulfosuccinate
• C20-H38-O7-S
• LMFA07010721
• Sulfosuccinic acid bis(2-ethylhexyl)
• DB11089
• LS-186430
• C07874
• EN300-20176424
• Q27105309
• Succinic acid, sulfo-, 1,4-bis(2-ethylhexyl) ester
• 21954-86-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8399	83.99%
Caco-2	-	0.5784	57.84%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4120	41.20%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4804	48.04%
P-glycoprotein inhibitior	+	0.6112	61.12%
P-glycoprotein substrate	-	0.7636	76.36%
CYP3A4 substrate	-	0.5077	50.77%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.9709	97.09%
CYP2C9 inhibition	-	0.8164	81.64%
CYP2C19 inhibition	-	0.7687	76.87%
CYP2D6 inhibition	-	0.8966	89.66%
CYP1A2 inhibition	-	0.8280	82.80%
CYP2C8 inhibition	-	0.9001	90.01%
CYP inhibitory promiscuity	-	0.9540	95.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6696	66.96%
Carcinogenicity (trinary)	Non-required	0.6715	67.15%
Eye corrosion	-	0.8806	88.06%
Eye irritation	+	0.5718	57.18%
Skin irritation	-	0.7378	73.78%
Skin corrosion	-	0.5599	55.99%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7010	70.10%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.8272	82.72%
skin sensitisation	+	0.5166	51.66%
Respiratory toxicity	-	0.9000	90.00%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.6702	67.02%
Acute Oral Toxicity (c)	III	0.7464	74.64%
Estrogen receptor binding	+	0.8905	89.05%
Androgen receptor binding	+	0.8696	86.96%
Thyroid receptor binding	-	0.5902	59.02%
Glucocorticoid receptor binding	+	0.6532	65.32%
Aromatase binding	-	0.7103	71.03%
PPAR gamma	-	0.5743	57.43%
Honey bee toxicity	-	0.9411	94.11%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9937	99.37%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	39810.7 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.36%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.95%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.84%	97.21%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.82%	85.94%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	87.94%	91.81%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.79%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.57%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.20%	94.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.55%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.15%	97.29%
CHEMBL299	P17252	Protein kinase C alpha	84.82%	98.03%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.16%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.15%	93.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.76%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	81.24%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.17%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.03%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.90%	100.00%

Plants that contains it

• Curcuma longa
• Rheum officinale

Cross-Links

• PubChem: 11339
• NPASS: NPC125506
• ChEMBL: CHEMBL1477036