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MedKoo Cat#: 464389 | Name: Sorbitan sesquioleate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Sorbitan sesquioleate (SSO) is a sorbitol-based emulsifier commonly used in topical corticosteroids, topical antibiotics, topical antifungals, moisturizing creams and lotions, and topical retinoids. It is believed to be a cause for contact dermatitis.

Chemical Structure

Sorbitan sesquioleate
Sorbitan sesquioleate
CAS#8007-43-0

Theoretical Analysis

MedKoo Cat#: 464389

Name: Sorbitan sesquioleate

CAS#: 8007-43-0

Chemical Formula: C66H130O18

Exact Mass: 1210.9257

Molecular Weight: 1211.75

Elemental Analysis: C, 65.42; H, 10.81; O, 23.77

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Sorbitan sesquioleate; Arlacel 83; Arlacel C; Sorbitani sesquioleas; SSO;
IUPAC/Chemical Name
oleic acid compound with (2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexaol (3:2)
InChi Key
CUNWUEBNSZSNRX-RKGWDQTMSA-N
InChi Code
InChI=1S/3C18H34O2.2C6H14O6/c3*1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;2*7-1-3(9)5(11)6(12)4(10)2-8/h3*9-10H,2-8,11-17H2,1H3,(H,19,20);2*3-12H,1-2H2/b3*10-9-;;/t;;;2*3-,4+,5-,6-/m...11/s1
SMILES Code
CCCCCCCC/C=C\CCCCCCCC(O)=O.CCCCCCCC/C=C\CCCCCCCC(O)=O.CCCCCCCC/C=C\CCCCCCCC(O)=O.OC[C@H]([C@H]([C@@H]([C@H](CO)O)O)O)O.OC[C@H]([C@H]([C@@H]([C@H](CO)O)O)O)O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,211.75 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Guarneri F, Corazza M, Stingeni L, Patruno C, Napolitano M, Pigatto PDM, Gallo R, Cristaudo A, Romita P, Offidani A, Schena D, Milanesi N, Micali G, Zucca M, Caterina F; SIDAPA Study Group. Myroxylon pereirae (Balsam of Peru): still worth testing? Contact Dermatitis. 2021 Mar 21. doi: 10.1111/cod.13839. Epub ahead of print. PMID: 33748955. 2: Om A, Yeung H, de la Feld S. Prevalence of Contact Allergens in Best-Selling Ophthalmic Products. Dermatitis. 2020 Sep 8. doi: 10.1097/DER.0000000000000640. Epub ahead of print. PMID: 33400473. 3: Saussy K, Couvillion M, Holcomb K. Allergic contact dermatitis from sorbitans in beer and bread. Cutis. 2019 Sep;104(3):184-186. PMID: 31675395. 4: Stingeni L, Tramontana M, Bianchi L, Foti C, Romita P, Patruno C, Cristaudo A, Gallo R, Corazza M, Schena D, Pigatto PD, Milanesi N, Nettis E, Guarneri F, Hansel K. Patch test with sorbitan sesquioleate in Italian consecutive patients: A 1-year multicenter SIDAPA study. Contact Dermatitis. 2019 Dec;81(6):454-456. doi: 10.1111/cod.13359. Epub 2019 Jul 31. PMID: 31328272. 5: de Groot A, Gilissen L, Geier J, Orton D, Goossens A. Adding sorbitan sesquioleate to the European baseline series: Necessary, reasonable, or unavoidable? Contact Dermatitis. 2019 Sep;81(3):221-225. doi: 10.1111/cod.13332. Epub 2019 Jun 27. PMID: 31177535. 6: Francuzik W, Geier J, Schubert S, Worm M. A case-control analysis of skin contact allergy in children and adolescents. Pediatr Allergy Immunol. 2019 Sep;30(6):632-637. doi: 10.1111/pai.13069. Epub 2019 Jun 28. PMID: 31077617. 7: Corazza M, Amendolagine G, Toni G, Mantovani L, Borghi A. Side-effects of tango: Connubial contact dermatitis. Contact Dermatitis. 2019 Apr;80(4):241-242. doi: 10.1111/cod.13179. Epub 2019 Jan 10. PMID: 30443969. 8: Hamann D, Zirwas M. Successful patch testing of a patient receiving anti- interleukin-17 therapy with secukinumab: a case report. Contact Dermatitis. 2017 Jun;76(6):378-379. doi: 10.1111/cod.12765. PMID: 28497628. 9: Yokoi A, Suzuki K, Takahashi M, Yagami A, Matsunaga K. Case of allergic contact dermatitis caused by sorbitan derivatives included in an over-the- counter topical medicament. J Dermatol. 2017 Jun;44(6):e113-e114. doi: 10.1111/1346-8138.13731. Epub 2017 Feb 2. PMID: 28150337. 10: Bennike NH, Johansen JD. Sorbitan sesquioleate; a rare cause of contact allergy in consecutively patch tested dermatitis patients. Contact Dermatitis. 2016 Apr;74(4):242-5. doi: 10.1111/cod.12536. Epub 2016 Jan 25. PMID: 26806725. 11: Geier J, Schnuch A, Lessmann H, Uter W. Reactivity to sorbitan sesquioleate affects reactivity to fragrance mix I. Contact Dermatitis. 2015 Nov;73(5):296-304. doi: 10.1111/cod.12468. Epub 2015 Aug 28. PMID: 26329727. 12: Hald M, Menné T, Johansen JD, Zachariae C. Allergic contact dermatitis caused by sorbitan sesquioleate imitating severe glove dermatitis in a patient with filaggrin mutation. Contact Dermatitis. 2013 Nov;69(5):313-5. doi: 10.1111/cod.12090. PMID: 24117742. 13: He P, Liu H, Tang Z, Deng M, Yang Y, Pang X, Chen X. Poly(ester amide) blend microspheres for oral insulin delivery. Int J Pharm. 2013 Oct 15;455(1-2):259-66. doi: 10.1016/j.ijpharm.2013.07.022. Epub 2013 Jul 19. PMID: 23876502. 14: Paul S, Kumar A, Yedurkar P, Sawant K. Design and development of multiple emulsion for enhancement of oral bioavailability of acyclovir. Drug Dev Ind Pharm. 2013 Nov;39(11):1809-17. doi: 10.3109/03639045.2012.738682. Epub 2013 Jan 2. PMID: 23281917. 15: Cressey BD, Kumar N, Scheinman PL. Contact allergy to sorbitans: a follow-up study. Dermatitis. 2012 Jul-Aug;23(4):158-61. doi: 10.1097/DER.0b013e318260d75f. PMID: 22828254. 16: Lee J, Warshaw E, Zirwas MJ. Allergens in the American Contact Dermatitis Society Core Series. Clin Dermatol. 2011 May-Jun;29(3):266-72. doi: 10.1016/j.clindermatol.2010.11.004. PMID: 21496733. 17: Nilkumhang S, Basit AW. The robustness and flexibility of an emulsion solvent evaporation method to prepare pH-responsive microparticles. Int J Pharm. 2009 Jul 30;377(1-2):135-41. doi: 10.1016/j.ijpharm.2009.03.024. Epub 2009 Apr 1. PMID: 19515519. 18: Nilkumhang S, Alhnan MA, McConnell EL, Basit AW. Drug distribution in enteric microparticles. Int J Pharm. 2009 Sep 8;379(1):1-8. doi: 10.1016/j.ijpharm.2009.05.066. Epub 2009 Jun 6. PMID: 19505543. 19: Kendall RA, Alhnan MA, Nilkumhang S, Murdan S, Basit AW. Fabrication and in vivo evaluation of highly pH-responsive acrylic microparticles for targeted gastrointestinal delivery. Eur J Pharm Sci. 2009 Jun 28;37(3-4):284-90. doi: 10.1016/j.ejps.2009.02.015. Epub 2009 Mar 6. PMID: 19491017. 20: Tanko Z, Shab A, Diepgen TL, Weisshaar E. Polyvalent type IV sensitizations to multiple fragrances and a skin protection cream in a metal worker. J Dtsch Dermatol Ges. 2009 Jun;7(6):541-3. English, German. doi: 10.1111/j.1610-0387.2009.07031.x. Epub 2009 Feb 10. PMID: 19243479.