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  • Chemistry
CAS 577-11-7
Also known as: 577-11-7, Dioctyl sodium sulfosuccinate, Dioctyl sulfosuccinate sodium salt, Aerosol ot, Dioctylal, Diotilan
Molecular Formula
C20H37NaO7S
Molecular Weight
444.6  g/mol
InChI Key
APSBXTVYXVQYAB-UHFFFAOYSA-M
FDA UNII
F05Q2T2JA0

All-purpose surfactant, wetting agent, and solubilizer used in the drug, cosmetics, and food industries. It has also been used in laxatives and as cerumenolytics. It is usually administered as either the calcium, potassium, or sodium salt.
1 2D Structure

CAS 577-11-7

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate
2.1.2 InChI
InChI=1S/C20H38O7S.Na/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);/q;+1/p-1
2.1.3 InChI Key
APSBXTVYXVQYAB-UHFFFAOYSA-M
2.1.4 Canonical SMILES
CCCCC(CC)COC(=O)CC(C(=O)OCC(CC)CCCC)S(=O)(=O)[O-].[Na+]
2.2 Other Identifiers
2.2.1 UNII
F05Q2T2JA0
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Aerosol Ot

2. Colace

3. Deh Na Ss

4. Deh-na-ss

5. Diethylhexyl Sodium Sulfosuccinate

6. Dioctyl Sulfosuccinate

7. Dioctyl Sulfosuccinate, Sodium

8. Dioctyl Sulfosuccinates

9. Dioctyl Sulfosuccinic Acid

10. Dioctyl Sulfosuccinic Acid, Ammonium Salt

11. Dioctyl Sulfosuccinic Acid, Barium Salt

12. Dioctyl Sulfosuccinic Acid, Calcium Salt

13. Dioctyl Sulfosuccinic Acid, Magnesium Salt

14. Dioctyl Sulfosuccinic Acid, Potassium Salt

15. Dioctyl Sulfosuccinic Acid, Sodium Salt

16. Dioctylsulfosuccinate

17. Dioctylsulphosuccinate, Sodium

18. Docusate

19. Docusate Calcium

20. Docusate Potassium

21. Doss

22. Sodium Bis(2-ethylhexyl)sulfosuccinate

23. Sodium Dioctyl Sulfosuccinate

24. Sodium Dioctylsulphosuccinate

25. Sodium Sulfosuccinate, Diethylhexyl

26. Sulfosuccinate, Diethylhexyl Sodium

27. Sulfosuccinate, Dioctyl

28. Sulfosuccinates, Dioctyl

29. Sulfosuccinic Acid Bis(2-ethylhexyl) Ester

2.3.2 Depositor-Supplied Synonyms

1. 577-11-7

2. Dioctyl Sodium Sulfosuccinate

3. Dioctyl Sulfosuccinate Sodium Salt

4. Aerosol Ot

5. Dioctylal

6. Diotilan

7. Disonate

8. Molatoc

9. Regutol

10. Velmol

11. Doxol

12. Nevax

13. Dialose

14. Doxinate

15. Soliwax

16. Molcer

17. Waxsol

18. Adekacol Ec 8600

19. Docusate (sodium)

20. Constonate

21. Mervamine

22. Clestol

23. Defilin

24. Obston

25. Requtol

26. Docusate Sodium Salt

27. Diox

28. Modane Soft

29. Alcopol O

30. Sulfimel Dos

31. Manoxal Ot

32. Manoxol Ot

33. Aerosol Aot

34. Aerosol Gpg

35. Wetaid Sr

36. Aerosol Ot-a

37. Dioctyl Sulfosuccinate Sodium

38. Colace

39. Laxinate 100

40. Sanmorin Ot 70

41. Triton Gr 7

42. Triton Gr-5

43. Aerosol Ot 70pg

44. Aerosol Ot 75

45. Celanol Dos 65

46. Celanol Dos 75

47. Coloxyl

48. Comfolax

49. Coprola

50. Dioctyl

51. Docolace

52. Docuprene

53. Dulcivac

54. Eurowet

55. Humifen Wt 27g

56. Solusol-75%

57. Silace

58. Bloat Treatment

59. Docusato Sodico

60. Nikkol Otp 70

61. Aerosol A 501

62. Alkasurf Ss-o 75

63. Solusol-100%

64. Docusate Sodique

65. Nekal Wt-27

66. Berol 478

67. Docusatum Natricum

68. Empimin Op70

69. Sanmorin Ot 70n

70. Bis(2-ethylhexyl) Sulfosuccinate Sodium Salt

71. Natrii Dioctylsulfosuccinas

72. Tex-wet 1001

73. Airrol Ct-1

74. Doc Q Lace

75. Mackanate Dos-70

76. Nikkol Otp-75

77. Gemtex Pa-70

78. Rapisol A 30

79. Triton Gr-pg 70

80. Sodium Dioctyl Sulphosuccinate

81. Nissan Rapisol A 30

82. Jamylene

83. Bis(2-ethylhexyl) Sodium Sulfosuccinate

84. Sodium 2-ethylhexylsulfosuccinate

85. Sodium Bis(2-ethylhexyl) Sulfosuccinate

86. Hsdb 3065

87. Ins No.480

88. Monawet Mo 65-150

89. 2-ethylhexyl Sulfosuccinate Sodium

90. Einecs 209-406-4

91. Ins-480

92. Dioctyl Sodium Sulphosuccinat

93. Sodium 1,4-bis(2-ethylhexyl) Sulfosuccinate

94. Unii-f05q2t2ja0

95. Dioctyl Ester Of Sodium Sulfosuccinate

96. Bis(2-ethylhexyl)sodium Sulfosuccinate

97. Di-(2-ethylhexyl) Sodium Sulfosuccinate

98. Sodium Di-(2-ethylhexyl) Sulfosuccinate

99. Docusate Sodique [inn-french]

100. Docusato Sodico [inn-spanish]

101. F05q2t2ja0

102. Docusatum Natricum [inn-latin]

103. Dtxsid8022959

104. Dioctyl Ester Of Sodium Sulfosuccinic Acid

105. Ai3-00239

106. Diethylhexyl Sodium Sulfosuccinate

107. Sodium Sulfodi-(2-ethylhexyl)-sulfosuccinate

108. Chemax Doss/75e

109. Mfcd00012455

110. Nsc-760404

111. Butanedioic Acid, Sulfo-, 1,4-bis(2-ethylhexyl) Ester, Sodium Salt

112. Chebi:4674

113. Dtxcid102959

114. Bis-2-ethylhexylester Sulfojantaranu Sodneho

115. E 480

116. E-480

117. Sodium 1,4-bis[(2-ethylhexyl)oxy]-1,4-dioxobutane-2-sulfonate

118. Ec 209-406-4

119. Sol Sodowej Sulfobursztynianu Dwu-2-etyloheksylowego

120. Sodium Docusate

121. 1,4-bis(2-ethylhexyl)sulfobutanedioate, Sodium Salt

122. Nsc 760404

123. Aot

124. Docusate Sodium [usan:usp:inn:ban]

125. Sbo

126. Sodium Di(2-ethylhexyl) Sulfosuccinate

127. Diomedicone

128. Complemix

129. Dioctlyn

130. Diosuccin

131. Dulsivac

132. Laxinate

133. Molofac

134. Sobital

135. Coprol

136. Diovac

137. Konlax

138. Kosate

139. Softil

140. Revac

141. Aec Diethylhexyl Sodium Sulfosuccinate

142. Alphasol Ot

143. Docusate Sodium (ii)

144. Docusate Sodium [ii]

145. Docusate Sodique (inn-french)

146. Docusato Sodico (inn-spanish)

147. Sulfosuccinic Acid Bis(2-ethylhexyl) Ester Sodium Salt

148. Dess

149. Monawet Md 70e

150. Docusate Sodium (mart.)

151. Docusate Sodium [mart.]

152. Docusatum Natricum (inn-latin)

153. Docusate Sodium (usp-rs)

154. Docusate Sodium [usp-rs]

155. Geriplex

156. Unilax

157. Sodium 1,4-bis((2-ethylhexyl)oxy)-1,4-dioxobutane-2-sulfonate

158. Dioctyl Sodium Sulfosuccinate (jan)

159. Dialose Plus

160. Senokot S

161. Correctol Caplets

162. Correctol Tablets

163. Docusate Sodium (usp Impurity)

164. Docusate Sodium [usp Impurity]

165. Senokap Dss

166. Docusate Sodium (usan:usp:inn:ban)

167. Docusate Sodium (usp Monograph)

168. Docusate Sodium [usp Monograph]

169. D-s-s

170. Cas-577-11-7

171. Dioctyl Sodium Sulfosuccinate [jan]

172. Correctol Extra Gentle Tablets

173. Ncgc00164140-03

174. Sv 102

175. Promolaxin

176. Colistat

177. Prenexa

178. Purgasol

179. Vinacol

180. Natrii Docusas

181. Bis(2-ethylhexyl) S-sodium Sulfosuccinate

182. Docusol

183. Colace Clear

184. Docqlace

185. Docusate Sod

186. Enemeez Kids

187. Docu Liquid

188. Single-use

189. Sodium 1,4-bis(2-ethylhexyl)sulfosuccinate

190. 1,4-bis(2-ethylhexyl) Sodium Sulfosuccinate

191. Docusol Kids

192. Senexon-s

193. Docusato De Sodio

194. Docusate Sodium; Sodium 1,4-bis[(2-ethylhexyl)oxy]-1,4-dioxobutane-2-sulfonate

195. Folca[s Care Pme

196. Folcal Dha

197. Senna-s

198. Di(2-ethylhexyl)sulfosuccinic Acid, Sodium Salt

199. Betr Stool Softener

200. Bis(ethylhexyl) Ester Of Sodium Sulfosuccinic Acid

201. Cvs Stool Softener

202. Docusate Mini Enema

203. Heb Stool Softener

204. Bis-2-ethylhexylester Sulfojantaranu Sodneho [czech]

205. Colace (tn)

206. Laxa-basic 100

207. Sodium Di(2-ethylhexyl)sulfosuccinate

208. Clear Stool Softener

209. Enemeez

210. Winco Stool Softener

211. Gentle Stool Softener

212. Sulfosuccinic Acid, Bis(2-ethylhexyl)ester Sodium Salt

213. Kroger Stool Softener

214. Stool Softener Liquid

215. Bloat Release

216. Stool Softner

217. Docusate Sodium Liquid

218. Pet-enema

219. Topcare Stool Softener

220. Disposable Enema

221. Deh Na Ss

222. Deh-na-ss

223. Dulcolax Stool Softener

224. Feline Pet-ema

225. Pet-ema

226. Phillips Stool Softener

227. Stool Softener Laxative

228. H E B Stool Softener

229. Sol Sodowej Sulfobursztynianu Dwu-2-etyloheksylowego [polish]

230. Docusate Sodium (usp)

231. Docusate Sodium 100mg

232. Docusate Sodium 250mg

233. Walgreens Stool Softener

234. Basic Care Stool Softener

235. Good Sense Stool Softener

236. Pluspharmastool Softener

237. Succinic Acid, Sulfo-, 1,4-bis(2-ethylhexyl) Ester, Sodium Salt

238. Ncgc00183136-01

239. Cvs Health Stool Softener

240. Stool Softenergentle Relief

241. Betr Remedies Stool Softener

242. Schembl4113

243. Gentle Relief Stool Softner

244. Gentle Relief Stool Softnet

245. Dqzate Stool Softener

246. Healthy Mamamove It Along

247. Dulcolax Pink Stool Softener

248. Good Neighbor Stool Softener

249. Harris Teeter Stool Softener

250. Docusate Sodium [mi]

251. Dioctylsulphosuccinate, Sodium

252. Exchange Select Stool Softener

253. H E B Stool Softenerlaxative

254. Mls004773938

255. Quality Choice Stool Softener

256. Docusate Sodium [inn]

257. Stool Softenerregular Strength

258. Topcare Stool Softenerlaxative

259. Cvs Stool Softenerfruit Punch

260. Dioctyl Sulfosuccinate, Sodium

261. Stool Softener Docusate Sodium

262. Docusate Sodium [hsdb]

263. Docusate Sodium [usan]

264. Docusate Sodium 50 Mg

265. Docusate Sodium 100 Mg

266. Stool Softener Regular Strength

267. Stool Softenerextra Strength

268. Docusate Sodium [vandf]

269. Gericare Docusate Sodium Liquid

270. Preferred Stool Softenerlaxative

271. Chembl1905872

272. Cvs Health Stool Softener Clear

273. Kroger Stool Softenerfruit Punch

274. A06aa02

275. Correctol Stool Softener Laxative

276. Docusate Sodium [who-dd]

277. Non-habit Forming Stool Softener

278. Sulfosuccinic Acid, Di-(2-ethylhexyl) Ester, Sodium Salt

279. Hms3264p07

280. Hms3885b10

281. Sodium Sulfosuccinate, Diethylhexyl

282. Sulfosuccinate, Diethylhexyl Sodium

283. Bcp31325

284. Hy-b1268

285. Walgreens Stool Softenerfruit Punch

286. Extra Strength Stool Softener

287. Good Neighbor Stool Softenerlaxative

288. Phillips Stool Softenerbulk Docusate

289. Sodium Dioctyl Sulfosuccinate (inn)

290. Tox21_112087

291. Tox21_113469

292. Tox21_201342

293. Tox21_300496

294. Docusate Sodium 100mg Two-tone

295. Quality Choice Stool Softenerlaxative

296. S4588

297. Stool Softener Laxativeextra Strength

298. Dioctyl Disodium Sulfosuccinate

299. Akos015901806

300. Ccg-213234

301. Cs-4813

302. Docusate Sodium, Extra Strength

303. Docusate Sodium Salt, Bioxtra, >=99%

304. Docusate Sodium-stool Softener Laxative

305. Dioctyl Sulfosuccinate Sodium Salt, 96%

306. Dok Extra Strength Stool Softener

307. Ncgc00164140-01

308. Ncgc00254414-01

309. Ncgc00258894-01

310. As-13347

311. E480

312. Smr001595510

313. Sy010813

314. Dioctyl Sodium Sulfosuccinate [fcc]

315. Bis(2-ethylhexyl) Sulfosuccinatesodium Salt

316. Dioctyl Sulfosuccinate Sodium Salt, >=97%

317. Extra Strength Stool Softener Laxative

318. Ns00074370

319. Stool Softener Docusate Sodium 50 Mg

320. Docusate Sodium, Extra Strength250 Mg

321. D00305

322. Docusate Sodium Salt, P.a., 99.0-100.5%

323. E77584

324. Docusate Sodium Salt, Purum, >=96.0% (tlc)

325. Docusate Sodium Salt, Bioultra, >=99.0% (tlc)

326. Docusate Sodium, Meets Usp Testing Specifications

327. Q2815334

328. W-105447

329. F8880-5559

330. Sulfobutanedioic Acid Bis(2-ethylhexyl Ester) Sodium Salt

331. Docusate Sodium, British Pharmacopoeia (bp) Reference Standard

332. Docusate Sodium, European Pharmacopoeia (ep) Reference Standard

333. Sodium 1,4-bis(2-ethylhexyloxy)-1,4-dioxobutane-2-sulfonate

334. Docusate Sodium, United States Pharmacopeia (usp) Reference Standard

335. 1,4-bis(2-ethylhexyl)sodiumsulfosuccinate Pound>>dioctyl Sulfosuccinate Sodium Salt

336. Butanedioic Acid, 2-sulfo-, 1,4-bis(2-ethylhexyl) Ester, Sodium Salt (1:1)

337. Yal

2.4 Create Date
2008-02-05
3 Chemical and Physical Properties
Molecular Weight 444.6 g/mol
Molecular Formula C20H37NaO7S
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count18
Exact Mass g/mol
Monoisotopic Mass g/mol
Topological Polar Surface Area118
Heavy Atom Count29
Formal Charge0
Complexity546
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Therapeutic Uses

Cathartics; Excipients; Surface-Active Agents

National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)


Oral bulk-forming, lubricant, and stool softener laxatives are indicated prophylactically in patients who should not strain during defecation, such as those with an episiotomy wound, painful thrombosed hemorrhoids, fissures or perianal abbesses, body wall and diaphragmatic hernias, anorectal stenosis, or postmyocardial infarction. /Laxatives; Included in US product labeling/

USP Convention. USPDI-Drug Information for the Health Care Professional. 14th ed. Volume I. Rockville, MD: United States Pharmacopeial Convention, Inc., 1994. (Plus Updates)., p. 1704


Oral laxatives are indicated for the short-term relief of constipation. Oral bulk-forming laxatives, stimulant laxatives, and carbon dioxide-releasing suppositories are indicated to facilitate defecation in geriatric patients with diminished colonic motor response. Oral bulk-forming laxatives and stool softener laxatives are preferred to treat constipation that may occur during pregnancy and postpartum to help re-establish normal bowel function or to avoid straining if hemorrhoids are present. In severe cases of constipation, such as with fecal impaction, mineral oil and stool softener laxatives administered orally or rectally are indicated to soften the impacted feces. To help complete the evacuation of the impacted colon, a rectal stimulant or saline laxative may follow. /Laxatives; Included in US product labeling/

USP Convention. USPDI-Drug Information for the Health Care Professional. 14th ed. Volume I. Rockville, MD: United States Pharmacopeial Convention, Inc., 1994. (Plus Updates)., p. 1704


4.2 Drug Warning

Laxatives should not be given to young children (up to 6 years of age) unless prescribed by a physician. Since children are not usually able to describe their symptoms precisely, proper diagnosis should precede the use of a laxative. This will avoid the complication of an existing condition(e.g., appendicitis) or the appearance of more severe side effects. /Laxatives/

USP Convention. USPDI-Drug Information for the Health Care Professional. 14th ed. Volume I. Rockville, MD: United States Pharmacopeial Convention, Inc., 1994. (Plus Updates)., p. 1705


Side/Adverse Effects: Those indicating need for medical attention: Incidence rare: Allergies, undetermined (skin rash). /Laxatives/

USP Convention. USPDI-Drug Information for the Health Care Professional. 14th ed. Volume I. Rockville, MD: United States Pharmacopeial Convention, Inc., 1994. (Plus Updates)., p. 1707


Side/Adverse Effects: Those indicating need for medical attention only if they continue or are bothersome: Incidence less frequent: Stomach and/or intestinal cramping; throat irritation - with liquid forms. /Laxatives/

USP Convention. USPDI-Drug Information for the Health Care Professional. 14th ed. Volume I. Rockville, MD: United States Pharmacopeial Convention, Inc., 1994. (Plus Updates)., p. 1707


Because concurrent use of the docusate salts may increase the absorption of mineral oil, their concomitant administration is not recommended. /Docusate salts/

American Medical Association, Council on Drugs. AMA Drug Evaluations Annual 1994. Chicago, IL: American Medical Association, 1994., p. 952


For more Drug Warnings (Complete) data for BIS(2-ETHYLHEXYL) SODIUM SULFOSUCCINATE (7 total), please visit the HSDB record page.


4.3 Minimum/Potential Fatal Human Dose

3. 3= MODERATELY TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) 0.5-5 G/KG, BETWEEN 1 OZ & 1 PINT FOR 70 KG PERSON (150 LB).

Gosselin, R.E., R.P. Smith, H.C. Hodge. Clinical Toxicology of Commercial Products. 5th ed. Baltimore: Williams and Wilkins, 1984., p. II-274


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Surface-Active Agents

Agents that modify interfacial tension of water; usually substances that have one lipophilic and one hydrophilic group in the molecule; includes soaps, detergents, emulsifiers, dispersing and wetting agents, and several groups of antiseptics. (See all compounds classified as Surface-Active Agents.)


5.2 ATC Code

A06AA02

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355


A - Alimentary tract and metabolism

A06 - Drugs for constipation

A06A - Drugs for constipation

A06AA - Softeners, emollients

A06AA02 - Docusate sodium


5.3 Absorption, Distribution and Excretion

...DRUG IS ABSORBED FROM GI TRACT & IS EXCRETED IN SIGNIFICANT CONCN IN BILE.

Gilman, A.G., T.W. Rall, A.S. Nies and P. Taylor (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 8th ed. New York, NY. Pergamon Press, 1990., p. 922


SINCE THE DRUG IS ABSORBED FROM GI TRACT & IS EXCRETED IN SIGNIFICANT CONCN IN BILE...

Gilman, A.G., T.W. Rall, A.S. Nies and P. Taylor (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 8th ed. New York, NY. Pergamon Press, 1990., p. 922


5.4 Mechanism of Action

In vitro studies suggest that these salts of dioctylsulfosuccinic acid lower the surface tension of the stool to permit water and lipids to enter more readily and thus soften the feces. ... More recent evidence indicates that they may stimulate the secretion of water and electrolytes on contact with the mucosa.

American Medical Association, Council on Drugs. AMA Drug Evaluations Annual 1994. Chicago, IL: American Medical Association, 1994., p. 949


Reduce surface film tension of interfacing liquid contents of the bowel, promoting permeation of additional liquid into the stool to form a softer mass. /Laxatives/

USP Convention. USPDI-Drug Information for the Health Care Professional. 14th ed. Volume I. Rockville, MD: United States Pharmacopeial Convention, Inc., 1994. (Plus Updates)., p. 1705


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