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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 of SORBITAN MONOOLEATE

SMILES

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

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

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
Topical transport of hydrophilic compounds using water-in-oil nanoemulsions.
2001 Jun 4
Effect of hydrophilic substances on liberation of quinidine from starch - alginate sphere.
2001 Mar-Apr
[Lipase-catalyzed enantioselective ammonolysis of racemic phenylglycine methyl ester in organic solvent].
2002 Jan
The effects of pressure-sensitive adhesives and solubilizers on the skin permeation of testosterone from a matrix-type transdermal delivery system.
2002 Oct
Oral bioavailability of the antioxidant astaxanthin in humans is enhanced by incorporation of lipid based formulations.
2003 Jul
Separation of traces of heavy metals from an iron matrix by use of an emulsion liquid membrane.
2004 Aug
Solubilizing excipients in oral and injectable formulations.
2004 Feb
Interface composition of multiple emulsions: rheology as a probe.
2004 Sep 28
The novel formulation design of self-emulsifying drug delivery systems (SEDDS) type O/W microemulsion II: stable gastrointestinal absorption of a poorly water soluble new compound, ER-1258 in bile-fistula rats.
2005 Aug
Gene transfection into HeLa cells by vesicles containing cationic peptide lipid.
2005 Aug
Application of nonionic surfactant-enhanced in situ flushing to a diesel contaminated site.
2005 Jan
Preparation of bovine serum albumin loaded poly (D, L-lactic-co-glycolic acid) microspheres by a modified phase separation technique.
2005 Mar
Effect of viscosity and concentration of wall former, emulsifier and pore-inducer on the properties of amoxicillin microcapsules prepared by emulsion solvent evaporation.
2005 Mar
Preparation of a highly stable niosome and its hydrotrope-solubilization action to drugs.
2005 Nov 22
Phase behavior of the microemulsions and the stability of the chloramphenicol in the microemulsion-based ocular drug delivery system.
2005 Sep 14
Thymosin-loaded enteric microspheres for oral administration: preparation and in vitro release studies.
2005 Sep 14
In vitro study of lysozyme in poly(lactide-co-glycolide) microspheres with sucrose acetate isobutyrate.
2006 Dec
Microemulsions of triglyceride-based oils: The effect of co-oil and salinity on phase diagrams.
2006 Jul-Aug
PLGA microcapsules with novel dimpled surfaces for pulmonary delivery of DNA.
2006 Mar 27
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
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
Permeation studies of indomethacin from different emulsions for nasal delivery and their possible anti-inflammatory effects.
2008
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
Improvement of biodesulfurization activity of alginate immobilized cells in biphasic systems.
2008 Mar
Process design applied to optimise a directly compressible powder produced via a continuous manufacturing process.
2008 Mar
Memory-improving effect of formulation-MSS by activation of hippocampal MAPK/ERK signaling pathway in rats.
2008 Mar 31
Novel method for obtaining homogeneous giant vesicles from a monodisperse water-in-oil emulsion prepared with a microfluidic device.
2008 May 6
The preparation of pellets containing non-ionic surfactants by extrusion/spheronization.
2008 Sep 1
Sorbitan monooleate and poly(L-lactide-co-epsilon-caprolactone) electrospun nanofibers for endothelial cell interactions.
2009 Dec
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
Distribution of Sorbitan Monooleate in poly(L-lactide-co-epsilon-caprolactone) nanofibers from emulsion electrospinning.
2009 Mar 1
Structure of high internal phase aqueous-in-oil emulsions and related inverse micelle solutions. 3. Variation of surfactant.
2009 Sep 10
Structure of high internal phase aqueous-in-oil emulsions and related inverse micelle solutions. 4. Surfactant mixtures.
2009 Sep 10
Preparation and evaluation of fast-release mephenamic acid microspheres.
2010
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
Photoprotective potential of emulsions formulated with Buriti oil (Mauritia flexuosa) against UV irradiation on keratinocytes and fibroblasts cell lines.
2010 Jan
Tamoxifen-encapsulated vesicular systems: cytotoxicity evaluation in human epidermal keratinocyte cell line.
2010 Mar
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 Thu Jul 06 22:24:17 UTC 2023
Edited
by admin
on Thu Jul 06 22:24:17 UTC 2023
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
Sorbitan mono-oleate [WHO-DD]
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 Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
CFR 21 CFR 173.75
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
JECFA EVALUATION INS-494
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
NCI_THESAURUS C83486
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
Code System Code Type Description
NSC
406239
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
EVMPD
SUB23477
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
SMS_ID
100000088792
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
RXCUI
1363056
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
215-665-4
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
MERCK INDEX
M10120
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY Merck Index
CAS
1338-43-8
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
MESH
C018665
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
ChEMBL
CHEMBL2107274
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
INN
1875
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
FDA UNII
06XEA2VD56
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
EPA CompTox
DTXSID6027397
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
WIKIPEDIA
Sorbitan monooleate
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
EVMPD
SUB10598MIG
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
HSDB
5822
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
PUBCHEM
9920342
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
DAILYMED
06XEA2VD56
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
JECFA MONOGRAPH
INS-494
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
NCI_THESAURUS
C75654
Created by admin on Thu Jul 06 22:24:17 UTC 2023 , Edited by admin on Thu Jul 06 22:24:17 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY