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ISOSORBIDE DICAPRYLATE
CAS NO: 64896-70-4
EC/LIST NO: 807-840-4
Isosorbide dicaprylate is an up and coming ingredient that supports skin hydration.
Isosorbide dicaprylate is one of the few ingredients that can induce the expression of aquaporins in the skin.
In addition to decreasing Transepidermal Water Loss (TEWL), it also strengthens tight junctions, desmosomes in the skin and promotes the production of ceramides in-vivo.
Isosorbide dicaprylate has a synergistic effect with glycerin as aquaporin 3 is responsible for the transport of both water and glycerin.
Isosorbide dicaprylate has shown good in-vivo and in-vitro results, but further examination is recommended.
Isosorbides are a very interesting group of compounds and some of them are currently being investigated as pharmaceutical actives for brain and skin diseases.
Isosorbide Dicaprylate was found to up-regulate AQP3 and several key tight-junction genes significantly, as evident from a DNA micorarray study using full thickness epidermis tissue substitutes.
This was further confirmed by quantitative PCR and immune histochemistry.
The product was also found to modulate desmosome and epidermal differentiation genes; and, more specifically, E-Cadherin, a marker of skin homeostasis.
Skin hydration before and after the treatment with HydraSynol DOI showed 125% improvement for dry skin, and 35% improvement for normal skin.
The product also works synergistically with glycerol in improving skin hydration.
The beneficial effects of the ingredient observed in the clinical case studies can at least be partially be explained by the up-regulation of glycerol/water channel AQP3 and tight junctions, the decrease of which is associated with a defective osmotic equilibrium in the epidermis and dryness of chronically aged and photo-aged skin.
Isosorbide dicaprylate is a bicyclic chemical compound from the group of diols and the oxygen-containing heterocycles, containing two fused furan rings.
The starting material for isosorbide is D-sorbitol, which is obtained by catalytic hydrogenation of D-glucose, which is in turn produced by hydrolysis of starch.
Isosorbide dicaprylate is discussed as a plant-based platform chemical from which biodegradable derivatives of various functionality can be obtained.
Two steps in one-pot: dehydration of sorbitol and esterification of isosorbide can be carried out with the same heterogeneous catalyst, in the absence of solvent, under mild conditions in one-pot.
Isosorbide dicaprylate is obtained with the same yield as in the two individual steps, but esterification with octanoic acid is sensitive to the presence of water on the catalyst.
IUPAC NAME :
(3R,3aR,6S,6aR)-hexahydrofuro[3,2-b]furan-3,6-diyl dioctanoate
1,4:3,6-dianhydro-2,5-di-O-octanoyl-D-glucitol
SYNONYMS:
1,4:3,6-Dianhydro-2,5-di-O-octanoyl-D-glucitol [ACD/IUPAC Name]
1,4:3,6-Dianhydro-2,5-di-O-octanoyl-D-glucitol [German] [ACD/IUPAC Name]
1,4:3,6-Dianhydro-2,5-di-O-octanoyl-D-glucitol [French] [ACD/IUPAC Name]
64896-70-4 [RN]
D-Glucitol, 1,4:3,6-dianhydro-2,5-bis-O-(1-oxooctyl)- [ACD/Index Name]
ISOSORBIDE DICAPRYLATE
Isosorbide dioctanoate
