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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
Rheological properties of creams with four different surfactant combinations - effect of storage time and conditions.
2001 Jun 19
Co-surfactant of ethoxylated sorbitan ester and sorbitan monooleate for enhanced flushing of tetrachloroethylene.
2002 Oct
Rheological properties of three component creams containing sorbitan monoesters as surfactants.
2002 Oct 24
Investigation on the release of fluorescent markers from w/o/w emulsions by fluorescence-activated cell sorter.
2004 May 18
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
Preparation of a highly stable niosome and its hydrotrope-solubilization action to drugs.
2005 Nov 22
Single dose and multiple dose studies of itraconazole nanoparticles.
2006 Jun
Process and formulation variables in the preparation of injectable and biodegradable magnetic microspheres.
2007 Apr 4
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
Fast dissolving films made of maltodextrins.
2008 Nov
Sorbitan sesquioleate, a common emulsifier in topical corticosteroids, is an important contact allergen.
2008 Nov-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
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
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
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
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 Sat Dec 16 16:58:15 UTC 2023
Edited
by admin
on Sat Dec 16 16:58:15 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 Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
CFR 21 CFR 173.75
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
JECFA EVALUATION INS-494
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
NCI_THESAURUS C83486
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
Code System Code Type Description
NSC
406239
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
PRIMARY
EVMPD
SUB23477
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PRIMARY
SMS_ID
100000088792
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
PRIMARY
RXCUI
1363056
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
215-665-4
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
PRIMARY
MERCK INDEX
m10120
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PRIMARY Merck Index
CAS
1338-43-8
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
PRIMARY
MESH
C018665
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
PRIMARY
ChEMBL
CHEMBL2107274
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PRIMARY
INN
1875
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
PRIMARY
FDA UNII
06XEA2VD56
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
PRIMARY
EPA CompTox
DTXSID6027397
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
PRIMARY
WIKIPEDIA
Sorbitan monooleate
Created by admin on Sat Dec 16 16:58:16 UTC 2023 , Edited by admin on Sat Dec 16 16:58:16 UTC 2023
PRIMARY
EVMPD
SUB10598MIG
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
PRIMARY
HSDB
5822
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
PRIMARY
PUBCHEM
9920342
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
PRIMARY
DAILYMED
06XEA2VD56
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
PRIMARY
NCI_THESAURUS
C75654
Created by admin on Sat Dec 16 16:58:15 UTC 2023 , Edited by admin on Sat Dec 16 16:58:15 UTC 2023
PRIMARY
Related Record Type Details
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