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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H44O6
Molecular Weight 428.6035
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of SORBITAN MONOOLEATE

SMILES

CCCCCCCC/C(/[H])=C(/[H])\CCCCCCCC(=O)OC[C@]([H])([C@]1([H])[C@@]([H])([C@]([H])(CO1)O)O)O

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 428.6035
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 1
Optical Activity UNSPECIFIED

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

PubMed

TitleDatePubMed
Self-assembly and physicochemical and rheological properties of a polysaccharide-surfactant system formed from the cationic biopolymer chitosan and nonionic sorbitan esters.
2006 Apr 25
In vitro study of lysozyme in poly(lactide-co-glycolide) microspheres with sucrose acetate isobutyrate.
2006 Dec
Fluorescence and dynamic light scattering studies of niosomes-membrane mimetic systems.
2006 Jul
Microemulsions of triglyceride-based oils: The effect of co-oil and salinity on phase diagrams.
2006 Jul-Aug
Single dose and multiple dose studies of itraconazole nanoparticles.
2006 Jun
PLGA microcapsules with novel dimpled surfaces for pulmonary delivery of DNA.
2006 Mar 27
Cationic liposomes modified with non-ionic surfactants as effective non-viral carrier for gene transfer.
2006 May 1
Understanding the role of surfactants on the preparation of ZnS nanocrystals.
2006 May 1
Controlled release of methotrexate from w/o microemulsion and its in vitro antitumor activity.
2007 Apr
Black cohosh and St. John's wort (GYNO-Plus) for climacteric symptoms.
2007 Apr 30
Process and formulation variables in the preparation of injectable and biodegradable magnetic microspheres.
2007 Apr 4
Effect of ciprofloxacin and chloramphenicol on humoral immune response elicited by bovine albumin encapsulated in niosomes.
2007 Aug
Polymer drop breakup in microchannels.
2007 Dec
Preparation of tiny biodegradable capsules using electrocapillary emulsification.
2007 Dec
Enhancement of intragastric acid stability of a fat emulsion meal delays gastric emptying and increases cholecystokinin release and gallbladder contraction.
2007 Jun
Direct measurement of critical nucleus size in confined volumes.
2007 Jun 19
Innovative bola-surfactant niosomes as topical delivery systems of 5-fluorouracil for the treatment of skin cancer.
2008 Apr 2
Intermolecular interactions and morphology of aqueous polymer/surfactant mixtures containing cationic chitosan and nonionic sorbitan esters.
2008 Aug
Linker-based lecithin microemulsions for transdermal delivery of lidocaine.
2008 Feb 12
Formulation and evaluation of flurbiprofen microemulsion.
2008 Jan
Process design applied to optimise a directly compressible powder produced via a continuous manufacturing process.
2008 Mar
Extraction of Co(II) from aqueous solution using emulsion liquid membrane.
2008 Mar 1
Memory-improving effect of formulation-MSS by activation of hippocampal MAPK/ERK signaling pathway in rats.
2008 Mar 31
Coprocessing via spray drying as a formulation platform to improve the compactability of various drugs.
2008 May
Fast dissolving films made of maltodextrins.
2008 Nov
Temperature-sensitive nonionic vesicles prepared from Span 80 (sorbitan monooleate).
2008 Oct 7
The preparation of pellets containing non-ionic surfactants by extrusion/spheronization.
2008 Sep 1
Distribution of Sorbitan Monooleate in poly(L-lactide-co-epsilon-caprolactone) nanofibers from emulsion electrospinning.
2009 Mar 1
Solubility of ocular therapeutic agents in self-emulsifying oils. I. Self-emulsifying oils for ocular drug delivery: solubility of indomethacin, aciclovir and hydrocortisone.
2009 Nov-Dec
Structure of high internal phase aqueous-in-oil emulsions and related inverse micelle solutions. 3. Variation of surfactant.
2009 Sep 10
Preparation and evaluation of fast-release mephenamic acid microspheres.
2010
Effect of counter-ions and penetration enhancers on the skin permeation of flurbiprofen.
2010 Apr
In vitro and in vivo anti-tumor effects of novel Span 80 vesicles containing immobilized Eucheuma serra agglutinin.
2010 Apr 15
Pickering emulsions stabilized by a lipophilic surfactant and hydrophilic platelike particles.
2010 Apr 20
Vaccine development in Staphylococcus aureus: taking the biofilm phenotype into consideration.
2010 Aug
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 Aug 20
The effect of component of microemulsion for transdermal delivery of nicardipine hydrochloride.
2010 Dec
Copper complexed polymer carriers for IgG adsorption.
2010 Dec 1
Evaluation of lung tolerance of ethanol, propylene glycol, and sorbitan monooleate as solvents in medical aerosols.
2010 Feb
Study on ultrasonically assisted emulsification and recovery of copper(II) from wastewater using an emulsion liquid membrane process.
2010 Feb
Photoprotective potential of emulsions formulated with Buriti oil (Mauritia flexuosa) against UV irradiation on keratinocytes and fibroblasts cell lines.
2010 Jan
A metal-chelate affinity reverse micellar system for protein extraction.
2010 Jan-Feb
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
Effect of surfactant concentration on transdermal lidocaine delivery with linker microemulsions.
2010 Jun 15
Tamoxifen-encapsulated vesicular systems: cytotoxicity evaluation in human epidermal keratinocyte cell line.
2010 Mar
Studies on the evolution of ZnO morphologies in a thermohydrolysis technique and evaluation of their functional properties.
2010 Mar 15
New approach to hydrophobic cyanine-type photosensitizer delivery using polymeric oil-cored nanocarriers: hemolytic activity, in vitro cytotoxicity and localization in cancer cells.
2010 Mar 18
Liposomes in double-emulsion globules.
2010 Mar 2
Evaluation of a new oil adjuvant for use in peptide-based cancer vaccination.
2010 Oct
Development and evaluation of emulsions from Carapa guianensis (Andiroba) oil.
2010 Sep

Sample Use Guides

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 Fri Jun 25 21:10:05 UTC 2021
Edited
by admin
on Fri Jun 25 21:10:05 UTC 2021
Record UNII
06XEA2VD56
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SORBITAN MONOOLEATE
FCC   HSDB   II   USAN   VANDF  
USAN  
Official Name English
SORBITAN OLEATE [INN]
Common Name English
INS NO.494
Code English
SORBITAN, MONO-9-OCTADECENOATE
Common Name English
SORBITAN MONO-OLETAE
WHO-DD  
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
SORBITAN OLEATE
EP   INCI   INN   MART.  
INN   INCI  
Official Name 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
1,4-ANHYDRO-D-GLUCITOL, 6-(9-OCTADECENOATE
Common Name English
SORBITAN OLEATE [INCI]
Common Name English
SORBITAN MONOOLEATE [HSDB]
Common Name English
Classification Tree Code System Code
CODEX ALIMENTARIUS (GSFA) INS-494
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
CFR 21 CFR 173.75
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
JECFA EVALUATION INS-494
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
NCI_THESAURUS C83486
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
Code System Code Type Description
EVMPD
SUB23477
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY
RXCUI
1363056
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY RxNorm
ECHA (EC/EINECS)
215-665-4
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY
MERCK INDEX
M10120
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY Merck Index
CAS
1338-43-8
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY
MESH
C018665
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY
ChEMBL
CHEMBL2107274
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY
INN
1875
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY
FDA UNII
06XEA2VD56
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY
EPA CompTox
1338-43-8
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY
EVMPD
SUB10598MIG
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY
HSDB
5822
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY
PUBCHEM
9920342
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY
JECFA MONOGRAPH
INS-494
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY
NCI_THESAURUS
C75654
Created by admin on Fri Jun 25 21:10:05 UTC 2021 , Edited by admin on Fri Jun 25 21:10:05 UTC 2021
PRIMARY
Related Record Type Details
ACTIVE MOIETY