Synaptamide

Modify Date: 2024-01-08 20:43:55

Synaptamide Structure
Synaptamide structure
Common Name Synaptamide
CAS Number 162758-94-3 Molecular Weight 371.556
Density 1.0±0.1 g/cm3 Boiling Point 544.7±50.0 °C at 760 mmHg
Molecular Formula C24H37NO2 Melting Point N/A
MSDS Chinese USA Flash Point 283.3±30.1 °C

 Use of Synaptamide


Synaptamide is a potent mediator for neurogenic differentiation of NSCs acting through PKA/CREB activation.Target: in vitro: Synaptamide inhibits forskolin-mediated cAMP production (IC50 =6 μM) in CHO-HCR cells. Synaptamide decreases the viability of the LNCaP and PC3 prostate cancer cell lines (IC50=120-130 μM) grown in media containing 10% fetal bovine serum. [1] Synaptamide is an endogenous DHA metabolite with endocannabinoid-like structure, promotes neurite growth, synaptogenesis and synaptic function. Synaptamide potently induces neuronal differentiation of NSCs. Treatment of NSCs with Synaptamide at low nanomolar concentrations significantly increased the number of MAP2 and Tuj-1 positive neurons with concomitant induction of PKA/CREB phosphorylation. [2]

 Names

Name Docosahexaenoyl ethanolamide
Synonym More Synonyms

 Synaptamide Biological Activity

Description Synaptamide is a potent mediator for neurogenic differentiation of NSCs acting through PKA/CREB activation.Target: in vitro: Synaptamide inhibits forskolin-mediated cAMP production (IC50 =6 μM) in CHO-HCR cells. Synaptamide decreases the viability of the LNCaP and PC3 prostate cancer cell lines (IC50=120-130 μM) grown in media containing 10% fetal bovine serum. [1] Synaptamide is an endogenous DHA metabolite with endocannabinoid-like structure, promotes neurite growth, synaptogenesis and synaptic function. Synaptamide potently induces neuronal differentiation of NSCs. Treatment of NSCs with Synaptamide at low nanomolar concentrations significantly increased the number of MAP2 and Tuj-1 positive neurons with concomitant induction of PKA/CREB phosphorylation. [2]
Related Catalog
References

[1]. Kim HY, et al. Synaptamide, endocannabinoid-like derivative of docosahexaenoic acid with cannabinoid-independent function. Prostaglandins Leukot Essent Fatty Acids. 2013 Jan;88(1):121-5.

[2]. Rashid MA, et al. N-Docosahexaenoylethanolamine is a potent neurogenic factor for neural stem cell differentiation. J Neurochem. 2013 Jun;125(6):869-84.

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 544.7±50.0 °C at 760 mmHg
Molecular Formula C24H37NO2
Molecular Weight 371.556
Flash Point 283.3±30.1 °C
Exact Mass 371.282440
PSA 49.33000
LogP 5.44
Vapour Pressure 0.0±3.3 mmHg at 25°C
Index of Refraction 1.521
Storage condition -20°C

 Safety Information

RIDADR NONH for all modes of transport

 Synonyms

4,7,10,13,16,19-Docosahexaenamide, N-(2-hydroxyethyl)-, (4Z,7Z,10Z,13Z,16Z,19Z)-
(4Z,7Z,10Z,13Z,16Z,19Z)-N-(2-Hydroxyethyl)docosa-4,7,10,13,16,19-hexaenamide,DEA,DHEA
(4Z,7Z,10Z,13Z,16Z,19Z)-N-(2-Hydroxyethyl)-4,7,10,13,16,19-docosahexaenamide
N-(2-hydroxyethyl)docosa-4,7,10,13,16,19-hexaenamide
Synaptamide