Dehydroepiandrosteron(DHEA)

Dehydroepiandrosteron(DHEA) Property

Boiling point:

544.7±50.0 °C(Predicted)

Density 

0.953±0.06 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Soluble in DMSO (up to 35 mg/ml)

form 

ethanol solution (5 mg/ml)

pka

14.47±0.10(Predicted)

color 

colorless to yellow

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored under inert gas at -80°C for up to 3 months.

Safety

WGK Germany 

3

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Dehydroepiandrosteron(DHEA) Chemical Properties,Usage,Production

Description

Synaptamide (162758-94-3) is an anandamide-like lipid mediator produced from DHA in the brain. Stimulates neurite growth, synaptogenesis and glutamatergic synaptic activity in developing hippocampal neurons at 10-100 nM.1?Potently induces neuronal differentiation of neural stem cells.2?Promotes growth of cortical axons via modulation of hedgehog signaling.3?Binds to and activates orphan receptor GPR110, stimulating cAMP production at low nM concentrations.4?Reduces LPS-induced TNFα production in cultured microglia cells and ameliorates LPS-induced neuroinflammation in a mouse model.5

Uses

Synaptamide is an endocannabinoid-like derivative of docosahexaenoic acid with cannabinoid-independent function. It has potent synaptogenic activity and structural similarity to anandamide. Synaptamide is subjected to hydrolysis by fatty acid amide hydrolase, and can be oxygenated to bioactive metabolites.

Definition

ChEBI: N-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoylethanolamine is an N-acylethanolamine 22:6 that is the ethanolamide of (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoic acid. It is an endocannabinoid and a N-acylethanolamine 22:6. It is functionally related to an all-cis-docosa-4,7,10,13,16,19-hexaenoic acid.

in vivo

IC 50

CB1: 633 nM (Ki); CB2: 3843 nM (Ki)

References

[1] HEE-YONG KIM  Arthur A S. Synaptamide, endocannabinoid-like derivative of docosahexaenoic acid with cannabinoid-independent function[J]. Prostaglandins, leukotrienes, and essential fatty acids, 2013, 88 1: Pages 121-125. DOI:10.1016/j.plefa.2012.08.002
[2] MOHAMMAD A. RASHID. N-docosahexaenoylethanolamine is a potent neurogenic factor for neural stem cell differentiation[J]. Journal of Neurochemistry, 2013, 125 6: 869-884. DOI:10.1111/jnc.12255
[3] G. KHAREBAVA. N-docosahexaenoylethanolamine regulates Hedgehog signaling and promotes growth of cortical axons[J]. Biology Open, 2015, 4 1: 1660-1670. DOI:10.1242/bio.013425
[4] JI-WON LEE. Orphan GPR110 (ADGRF1) targeted by N-docosahexaenoylethanolamine in development of neurons and cognitive function[J]. Nature Communications, 2016, 7 1. DOI:10.1038/ncomms13123
[5] TAEYEOP PARK. N-Docosahexaenoylethanolamine ameliorates LPS-induced neuroinflammation via cAMP/PKA-dependent signaling[J]. Journal of Neuroinflammation, 2016, 13 1. DOI:10.1186/s12974-016-0751-z