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2D Structure
Also known as: Glycomul s, Sorbitan stearate, Sorgen 50, 1338-41-6, Sorbitan monosterate, Schembl285527
Molecular Formula
C24H46O6
Molecular Weight
430.6  g/mol
InChI Key
HVUMOYIDDBPOLL-IIZJTUPISA-N

1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[2-[(2R,3S,4R)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] octadecanoate
2.1.2 InChI
InChI=1S/C24H46O6/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/h20-21,23-26,28H,2-19H2,1H3/t20-,21?,23+,24-/m1/s1
2.1.3 InChI Key
HVUMOYIDDBPOLL-IIZJTUPISA-N
2.1.4 Canonical SMILES
CCCCCCCCCCCCCCCCCC(=O)OCC(C1C(C(CO1)O)O)O
2.1.5 Isomeric SMILES
CCCCCCCCCCCCCCCCCC(=O)OCC([C@@H]1[C@H]([C@@H](CO1)O)O)O
2.2 Synonyms
2.2.1 Depositor-Supplied Synonyms

1. Glycomul S

2. Sorbitan Stearate

3. Sorgen 50

4. 1338-41-6

5. Sorbitan Monosterate

6. Schembl285527

7. Sorbitan Monostearate Kosher P

8. Octadecanoic Acid [2-[(2r,3s,4r)-3,4-dihydroxy-2-tetrahydrofuranyl]-2-hydroxyethyl] Ester

2.3 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 430.6 g/mol
Molecular Formula C24H46O6
XLogP36.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count20
Exact Mass430.32943918 g/mol
Monoisotopic Mass430.32943918 g/mol
Topological Polar Surface Area96.2 Ų
Heavy Atom Count30
Formal Charge0
Complexity417
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Therapeutic Uses

The formulation and characterization of a novel anhydrous organogel formulated as a potential delivery vehicle from a solution of 2 nonionic surfactants, sorbitan monostearate (Span 60) and polysorbate 20 (polyoxyethylene sorbitan monolaurate; Tween 20), in hexadecane at 60DGC, which cools to a white, semi-solid, thermoreversible gel at room temperature, are described. The addition of an aqueous phase (water or niosome suspensions) up to 17% v/v to the oil phase at 60DGC produced water-in-oil and vesicle-in-water-in-oil systems, respectively. The release rate of hydrophilic solute from these gels was found to be lowest when a disperse system of spherical water droplets in the continuous oil phase was formed at high temperatures, compared to the faster release from the gel where the fibril structures acted as nearly continuous aqueous channels running through the organic medium, providing a means of traversing the oil phase.

Murdan S et al; S.T.P. Pharma Sci 6 (1): 44-8 (1996)


4.2 Minimum/Potential Fatal Human Dose

1. 1= PRACTICALLY NON-TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) ABOVE 15 G/KG, MORE THAN 1 QT FOR 70 KG PERSON (150 LB).

Gosselin, R.E., H.C. Hodge, R.P. Smith, and M.N. Gleason. Clinical Toxicology of Commercial Products. 4th ed. Baltimore: Williams and Wilkins, 1976., p. II-181


5 Pharmacology and Biochemistry
5.1 Absorption, Distribution and Excretion

WHEN DIGESTED, BOTH THE FATTY ACID AND THE POLYHYDRIC ALCOHOL SORBITAN ARE ABSORBED, BUT THE LATTER IS COMPLETELY EXCRETED IN URINE.

Gosselin, R.E., H.C. Hodge, R.P. Smith, and M.N. Gleason. Clinical Toxicology of Commercial Products. 4th ed. Baltimore: Williams and Wilkins, 1976., p. II-181