SORBITAN MONOOLEATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H44O6
Molecular Weight	428.6026
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O

InChI

InChIKey=NWGKJDSIEKMTRX-AAZCQSIUSA-N

InChI=1S/C24H44O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22(27)29-19-21(26)24-23(28)20(25)18-30-24/h9-10,20-21,23-26,28H,2-8,11-19H2,1H3/b10-9-/t20-,21+,23+,24+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C24H44O6
Molecular Weight	428.6026
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=173.75 | https://www.drugs.com/inactive/sorbitan-monooleate-461.html | https://www.spectrumchemical.com/OA_HTML/chemical-products_Sorbitan-Monooleate_SPA80.jsp?minisite=10020&respid=22372&phrase=Sorbitan%20Monooleate | https://www.ncbi.nlm.nih.gov/pubmed/25261708 | https://www.ncbi.nlm.nih.gov/pubmed/22197498

Sorbitan monooleate (Span 80) is a partial oleate ester of sorbitol and its mono- and dianhydrides. Sorbitan Monooleate is a nonionic emulsifier and surfactant and used in cosmetics and foods. It is a food additive with the E number E495. Span 80 was suitable as surfactant in the preparation of Poly(divinylbenzene) emulsion-derived (PolyHIPE) solid foam. Anionic nanoparticles based on Span 80 as low-cost, simple and efficient non-viral gene-transfection systems. Sorbitan monooleate is approved by FDA to be used as an emulsifier in polymer dispersions that are used in the clarification of cane or beet sugar juice or liquor in an amount not to exceed 7.5 percent by weight in the final polymer dispersion. The additive is used in an amount not to exceed 0.70 part per million in sugar juice and 1.4 parts per million in sugar liquor.

Approval Year

PubMed

Title	Date	PubMed
The effects of pressure-sensitive adhesives and solubilizers on the skin permeation of testosterone from a matrix-type transdermal delivery system.	2002 Oct	12455471
Oral bioavailability of the antioxidant astaxanthin in humans is enhanced by incorporation of lipid based formulations.	2003 Jul	12885395
Phase behavior of the microemulsions and the stability of the chloramphenicol in the microemulsion-based ocular drug delivery system.	2005 Sep 14	16039810
Microemulsions of triglyceride-based oils: The effect of co-oil and salinity on phase diagrams.	2006 Jul-Aug	16957810
Single dose and multiple dose studies of itraconazole nanoparticles.	2006 Jun	16516450
Characterisation of microemulsions containing orange oil with water and propylene glycol as hydrophilic components.	2006 Nov	17152984
Controlled release of methotrexate from w/o microemulsion and its in vitro antitumor activity.	2007 Apr	17497355
Black cohosh and St. John's wort (GYNO-Plus) for climacteric symptoms.	2007 Apr 30	17461529
Process and formulation variables in the preparation of injectable and biodegradable magnetic microspheres.	2007 Apr 4	17407608
Effect of ciprofloxacin and chloramphenicol on humoral immune response elicited by bovine albumin encapsulated in niosomes.	2007 Aug	17944244
Polymer drop breakup in microchannels.	2007 Dec	18163757
Preparation of tiny biodegradable capsules using electrocapillary emulsification.	2007 Dec	17926169
Investigating the effects of surfactants on the size and hydrolytic stability of poly(adipic anhydride) particles.	2007 Feb	17438941
Vortex-trap-induced fusion of femtoliter-volume aqueous droplets.	2007 Jan 1	17194143
The degree and kind of agglomeration affect carbon nanotube cytotoxicity.	2007 Jan 30	17169512
Enhancement of intragastric acid stability of a fat emulsion meal delays gastric emptying and increases cholecystokinin release and gallbladder contraction.	2007 Jun	17332474
Direct measurement of critical nucleus size in confined volumes.	2007 Jun 19	17516667
Comparison of different water/oil microemulsions containing diclofenac sodium: preparation, characterization, release rate, and skin irritation studies.	2007 Nov 2	18181551
Permeation studies of indomethacin from different emulsions for nasal delivery and their possible anti-inflammatory effects.	2008	18431669
Innovative bola-surfactant niosomes as topical delivery systems of 5-fluorouracil for the treatment of skin cancer.	2008 Apr 2	18191509
Intermolecular interactions and morphology of aqueous polymer/surfactant mixtures containing cationic chitosan and nonionic sorbitan esters.	2008 Aug	18605692
Linker-based lecithin microemulsions for transdermal delivery of lidocaine.	2008 Feb 12	17904775
Formulation and evaluation of flurbiprofen microemulsion.	2008 Jan	18220549
Improvement of biodesulfurization activity of alginate immobilized cells in biphasic systems.	2008 Mar	17985163
Process design applied to optimise a directly compressible powder produced via a continuous manufacturing process.	2008 Mar	17964129
Extraction of Co(II) from aqueous solution using emulsion liquid membrane.	2008 Mar 1	17658686
Memory-improving effect of formulation-MSS by activation of hippocampal MAPK/ERK signaling pathway in rats.	2008 Mar 31	18377729
Coprocessing via spray drying as a formulation platform to improve the compactability of various drugs.	2008 May	18248803
Novel method for obtaining homogeneous giant vesicles from a monodisperse water-in-oil emulsion prepared with a microfluidic device.	2008 May 6	18376890
Fast dissolving films made of maltodextrins.	2008 Nov	18667164
Sorbitan sesquioleate, a common emulsifier in topical corticosteroids, is an important contact allergen.	2008 Nov-Dec	19134436
Temperature-sensitive nonionic vesicles prepared from Span 80 (sorbitan monooleate).	2008 Oct 7	18720959
The preparation of pellets containing non-ionic surfactants by extrusion/spheronization.	2008 Sep 1	18571347
Investigation on processing variables for the preparation of fluconazole-loaded ethyl cellulose microspheres by modified multiple emulsion technique.	2009	19479386
Optimization of process parameters for the extraction of chromium (VI) by emulsion liquid membrane using response surface methodology.	2009 Aug 30	19286319
Sorbitan monooleate and poly(L-lactide-co-epsilon-caprolactone) electrospun nanofibers for endothelial cell interactions.	2009 Dec	19065570
The influence of non-ionic surfactants on the rheological properties of drug/microcrystalline cellulose/water mixtures and their use in the preparation and drug release performance of pellets prepared by extrusion/spheronization.	2009 Jun 28	19491024
Distribution of Sorbitan Monooleate in poly(L-lactide-co-epsilon-caprolactone) nanofibers from emulsion electrospinning.	2009 Mar 1	19131219
Structure of high internal phase aqueous-in-oil emulsions and related inverse micelle solutions. 3. Variation of surfactant.	2009 Sep 10	19681586
Structure of high internal phase aqueous-in-oil emulsions and related inverse micelle solutions. 4. Surfactant mixtures.	2009 Sep 10	19681585
Effect of counter-ions and penetration enhancers on the skin permeation of flurbiprofen.	2010 Apr	19894269
Pickering emulsions stabilized by a lipophilic surfactant and hydrophilic platelike particles.	2010 Apr 20	20020723
Vaccine development in Staphylococcus aureus: taking the biofilm phenotype into consideration.	2010 Aug	20602638
Study on ultrasonically assisted emulsification and recovery of copper(II) from wastewater using an emulsion liquid membrane process.	2010 Feb	19800281
Photoprotective potential of emulsions formulated with Buriti oil (Mauritia flexuosa) against UV irradiation on keratinocytes and fibroblasts cell lines.	2010 Jan	19766688
A metal-chelate affinity reverse micellar system for protein extraction.	2010 Jan-Feb	19830821
Removal of 241Am from aqueous nitrate solutions by liquid surfactant membrane containing 2-ethylhexyl phosphonic acid mono-2-ethylhexyl ester as ion carrier.	2010 Jun	20488505
Tamoxifen-encapsulated vesicular systems: cytotoxicity evaluation in human epidermal keratinocyte cell line.	2010 Mar	19719395
Liposomes in double-emulsion globules.	2010 Mar 2	19958007
Development and evaluation of emulsions from Carapa guianensis (Andiroba) oil.	2010 Sep	20824515

Sample Use Guides

In Vitro Use Guide

Under the optimal conditions in the fed-batch culture with 5 g/l Sorbitan monooleate (Span 80), the cell mass and the concentration, content, and productivity of retinal were 24.7 g/l, 600 mg/l, 24.3mg/g-cells, and 18 mg l(-1)h(-1) after 33 h, respectively.

Substance Class	Chemical Created by `admin` on `Wed Apr 02 08:40:15 GMT 2025` Edited by `admin` on `Wed Apr 02 08:40:15 GMT 2025`
Record UNII	06XEA2VD56
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SORBITAN OLEATE

Preferred Name

English

SORBITAN MONOOLEATE

Official Name

English

sorbitan oleate [INN]

Common Name

English

INS NO.494

Code

English

SORBITAN, MONO-9-OCTADECENOATE

Common Name

English

SORBITAN MONO-OLETAE

Common Name

English

SORBITAN MONOOLEATE [FCC]

Common Name

English

SORBITAN MONOOLEATE [VANDF]

Common Name

English

ARLACEL 80

Brand Name

English

SORBITAN, MONO-(9Z)-9-OCTADECENOATE

Common Name

English

NSC-406239

Code

English

SPAN 80

Brand Name

English

SORBITAN MONOOLEATE [II]

Common Name

English

SORBITAN MONOOLEATE [USAN]

Common Name

English

D-GLUCITOL, 1,4-ANHYDRO-, 6-(9-OCTADECENOATE)

Common Name

English

SORBITAN ESTERS SORBITAN OLEATE [MI]

Common Name

English

SORBITAN OLEATE [EP MONOGRAPH]

Common Name

English

INS-494

Code

English

ANHYDROSORBITOL MONOOLEATE

Common Name

English

E-494

Code

English

SORBITAN OLEATE [MART.]

Common Name

English

Sorbitan mono-oleate [WHO-DD]

Common Name

English

1,4-ANHYDRO-D-GLUCITOL, 6-(9-OCTADECENOATE

Common Name

English

SORBITAN MONOOLEATE [HSDB]

Common Name

English

Classification Tree Code System Code

CODEX ALIMENTARIUS (GSFA)

INS-494