Sorbitan trioleate

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Sorbitan trioleate are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Sorbitan trioleate?

The molecule Sorbitan trioleate presents a molecular formula of C60H108O8 and its IUPAC name is [(2R)-2-[(2R,3R,4S)-4-hydroxy-3-[(Z)-octadec-9-enoyl]oxyoxolan-2-yl]-2-[(Z)-octadec-9-enoyl]oxyethyl] (Z)-octadec-9-enoate.

Sorbitan trioleate is a molecule composed of sorbitol, oleic acid, and triglycerides. It is used as an emulsifier, lubricant, and surfactant in cosmetics and food products. Sorbitan trioleate is also used in pharmaceuticals and as a coating for medical devices..

3D structure

Cartesian coordinates

Geometry of Sorbitan trioleate in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Sorbitan trioleate PRXRUNOAOLTIEF-ADSICKODSA-N chemical compound 2D structure molecule svg
Sorbitan trioleate

 

Molecule descriptors

 
IUPAC name[(2R)-2-[(2R,3R,4S)-4-hydroxy-3-[(Z)-octadec-9-enoyl]oxyoxolan-2-yl]-2-[(Z)-octadec-9-enoyl]oxyethyl] (Z)-octadec-9-enoate
InChI codeInChI=1S/C60H108O8/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-56(62)65-53-55(67-57(63)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2)60-59(54(61)52-66-60)68-58(64)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3/h25-30,54-55,59-61H,4-24,31-53H2,1-3H3/b28-25-,29-26-,30-27-/t54-,55+,59+,60+/m0/s1
InChI KeyPRXRUNOAOLTIEF-ADSICKODSA-N
SMILESCCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC/C=C\CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC/C=C\CCCCCCCC

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • 2599-45-3
  • AI3-03902
  • Anhydro-D-glucitol trioleate
  • Anhydrosorbitol trioleate
  • Arlacel 85
  • Crill 5
  • EC 247-569-3
  • Emasol 430
  • Emsorb 2503
  • Glycomul TO
  • Ionet S 85
  • Liposorb TO
  • MF59 COMPONENT SPAN85
  • Nissan nonion OP 85
  • Nissan nonion OP 85R
  • OP 85R
  • Protachem STO
  • Q27287216
  • QE6F49RPJ1
  • Rheodol SP 030
  • Sorbitan trioleate
  • Sorbitan trioleate. (Compound usually contains also associated fatty acids.)
  • Sorbitan, esters, tri-9-octadecenoate, (Z,Z,Z)-
  • Sorbitan, tri-(9Z)-9-octadecenoate
  • Sorbitan, tri-9-octadecenoate
  • Sorbitan, tri-9-octadecenoate, (Z,Z,Z)-
  • Sorbitan, trioleate
  • Sorbitan, tris(9-octadecenoate), (Z)-
  • Sorbitani trioleas
  • Span-85
  • Span85
  • TE 33
  • Trioleate de sorbitan
  • Trioleato de sorbitano
  • [(2R)-2-[(2R,3R,4S)-4-hydroxy-3-[(Z)-octadec-9-enoyl]oxyoxolan-2-yl]-2-[(Z)-octadec-9-enoyl]oxyethyl] (Z)-octadec-9-enoate

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • UNII-QE6F49RPJ1
  • CHEMBL3989778
  • CHEBI:184756
  • EINECS 247-569-3

Physico-Chemical properties

IUPAC name[(2R)-2-[(2R,3R,4S)-4-hydroxy-3-[(Z)-octadec-9-enoyl]oxyoxolan-2-yl]-2-[(Z)-octadec-9-enoyl]oxyethyl] (Z)-octadec-9-enoate
Molecular formulaC60H108O8
Molecular weight957.495
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity293.10
LogP17.2
Topological polar surface area108.4

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.