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
Copper complexed polymer carriers for IgG adsorption.	2010-12-01	20817199
The effect of component of microemulsion for transdermal delivery of nicardipine hydrochloride.	2010-12	20545507
Evaluation of a new oil adjuvant for use in peptide-based cancer vaccination.	2010-10	20678155
Development and evaluation of emulsions from Carapa guianensis (Andiroba) oil.	2010-09	20824515
A randomised, assessor blind, parallel group comparative efficacy trial of three products for the treatment of head lice in children--melaleuca oil and lavender oil, pyrethrins and piperonyl butoxide, and a "suffocation" product.	2010-08-20	20727129
Vaccine development in Staphylococcus aureus: taking the biofilm phenotype into consideration.	2010-08	20602638
Effect of surfactant concentration on transdermal lidocaine delivery with linker microemulsions.	2010-06-15	20363304
Removal of 241Am from aqueous nitrate solutions by liquid surfactant membrane containing 2-ethylhexyl phosphonic acid mono-2-ethylhexyl ester as ion carrier.	2010-06	20488505
Pickering emulsions stabilized by a lipophilic surfactant and hydrophilic platelike particles.	2010-04-20	20020723
In vitro and in vivo anti-tumor effects of novel Span 80 vesicles containing immobilized Eucheuma serra agglutinin.	2010-04-15	20100554
Effect of counter-ions and penetration enhancers on the skin permeation of flurbiprofen.	2010-04	19894269
New approach to hydrophobic cyanine-type photosensitizer delivery using polymeric oil-cored nanocarriers: hemolytic activity, in vitro cytotoxicity and localization in cancer cells.	2010-03-18	20060468
Studies on the evolution of ZnO morphologies in a thermohydrolysis technique and evaluation of their functional properties.	2010-03-15	19959283
Liposomes in double-emulsion globules.	2010-03-02	19958007
Tamoxifen-encapsulated vesicular systems: cytotoxicity evaluation in human epidermal keratinocyte cell line.	2010-03	19719395
Evaluation of lung tolerance of ethanol, propylene glycol, and sorbitan monooleate as solvents in medical aerosols.	2010-02	20131984
Study on ultrasonically assisted emulsification and recovery of copper(II) from wastewater using an emulsion liquid membrane process.	2010-02	19800281
Solubility of ocular therapeutic agents in self-emulsifying oils. I. Self-emulsifying oils for ocular drug delivery: solubility of indomethacin, aciclovir and hydrocortisone.	2010-01-07	20050536
Photoprotective potential of emulsions formulated with Buriti oil (Mauritia flexuosa) against UV irradiation on keratinocytes and fibroblasts cell lines.	2010-01	19766688
Preparation and evaluation of fast-release mephenamic acid microspheres.	2010	20681746
Sorbitan monooleate and poly(L-lactide-co-epsilon-caprolactone) electrospun nanofibers for endothelial cell interactions.	2009-12	19065570
A metal-chelate affinity reverse micellar system for protein extraction.	2009-10-16	19830821
Structure of high internal phase aqueous-in-oil emulsions and related inverse micelle solutions. 3. Variation of surfactant.	2009-09-10	19681586
Structure of high internal phase aqueous-in-oil emulsions and related inverse micelle solutions. 4. Surfactant mixtures.	2009-09-10	19681585
Optimization of process parameters for the extraction of chromium (VI) by emulsion liquid membrane using response surface methodology.	2009-08-30	19286319
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.	2009-06-28	19491024
Distribution of Sorbitan Monooleate in poly(L-lactide-co-epsilon-caprolactone) nanofibers from emulsion electrospinning.	2009-03-01	19131219
Sorbitan sesquioleate, a common emulsifier in topical corticosteroids, is an important contact allergen.	2009-01-13	19134436
Investigation on processing variables for the preparation of fluconazole-loaded ethyl cellulose microspheres by modified multiple emulsion technique.	2009	19479386
Fast dissolving films made of maltodextrins.	2008-11	18667164
Temperature-sensitive nonionic vesicles prepared from Span 80 (sorbitan monooleate).	2008-10-07	18720959
The preparation of pellets containing non-ionic surfactants by extrusion/spheronization.	2008-09-01	18571347
Intermolecular interactions and morphology of aqueous polymer/surfactant mixtures containing cationic chitosan and nonionic sorbitan esters.	2008-08	18605692
Novel method for obtaining homogeneous giant vesicles from a monodisperse water-in-oil emulsion prepared with a microfluidic device.	2008-05-06	18376890
Coprocessing via spray drying as a formulation platform to improve the compactability of various drugs.	2008-05	18248803
Innovative bola-surfactant niosomes as topical delivery systems of 5-fluorouracil for the treatment of skin cancer.	2008-04-02	18191509
Memory-improving effect of formulation-MSS by activation of hippocampal MAPK/ERK signaling pathway in rats.	2008-03-31	18377729
Extraction of Co(II) from aqueous solution using emulsion liquid membrane.	2008-03-01	17658686
Improvement of biodesulfurization activity of alginate immobilized cells in biphasic systems.	2008-03	17985163
Process design applied to optimise a directly compressible powder produced via a continuous manufacturing process.	2008-03	17964129
Linker-based lecithin microemulsions for transdermal delivery of lidocaine.	2008-02-12	17904775
Formulation and evaluation of flurbiprofen microemulsion.	2008-01	18220549
Permeation studies of indomethacin from different emulsions for nasal delivery and their possible anti-inflammatory effects.	2008	18431669
Polymer drop breakup in microchannels.	2007-12	18163757
Preparation of tiny biodegradable capsules using electrocapillary emulsification.	2007-12	17926169
Comparison of different water/oil microemulsions containing diclofenac sodium: preparation, characterization, release rate, and skin irritation studies.	2007-11-02	18181551
Effect of ciprofloxacin and chloramphenicol on humoral immune response elicited by bovine albumin encapsulated in niosomes.	2007-08	17944244
Direct measurement of critical nucleus size in confined volumes.	2007-06-19	17516667
Black cohosh and St. John's wort (GYNO-Plus) for climacteric symptoms.	2007-04-30	17461529
Controlled release of methotrexate from w/o microemulsion and its in vitro antitumor activity.	2007-04	17497355

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