162758-94-3

Basic information

• Product Name: Dehydroepiandrosteron(DHEA)
• Synonyms: Dehydroepiandrosteron(DHEA);Docosahexaenoyl Ethanolamide;SynaptaMide;(4Z,7Z,10Z,13Z,16Z,19Z)-N-(2-Hydroxyethyl)docosa-4,7,10,13,16,19-hexaenamide;N-(2-Hydroxyethyl)-4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenamide;N-Docosahexaenoylethanolamide
• CAS NO: 162758-94-3
• Molecular Formula: C₂₄H₃₇NO₂
• Molecular Weight: 371.561
• Mol File: 162758-94-3.mol
• Article Data: 1

Chemical Properties

• Appearance: colorless to yellow/
• Storage Temp.: ?20°C
• Solubility: Soluble in DMSO (up to 35 mg/ml)
• 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.
• CAS DataBase Reference: Dehydroepiandrosteron(DHEA)(CAS DataBase Reference)
• NIST Chemistry Reference: Dehydroepiandrosteron(DHEA)(162758-94-3)
• EPA Substance Registry System: Dehydroepiandrosteron(DHEA)(162758-94-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 162758-94-3(Hazardous Substances Data)

Usage

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

References

1) Kim and Spector (2013),?Synaptamide, endocannabinoid-like derivative of docosahexaenoic acid with cannabinoid-independent function; Prostaglandins Leukot. Essent. Fatty Acids ,?88?121 2) Rashid?et al. (2013),?N-Docosahexaenoylethanolamide is a potent neurogenic factor for neural stem cell differentiation; J. Neurochem.,?125?869 3) Kharebava?et al.?(2015),?N-docosahexaenoylethanolamine regulates Hedgehog signaling and promotes growth of cortical axons; Biol. Open.,?4?1660 4) Lee?et al. (2016),?Orphan GPR110 (ADGRF1) targeted by N-docosahexaenoylethanolamine in development of neurons and cognitive function; Nat. Commun.,?7?13123 5) Park?et al. (2016),?N-docosahexaenoylethanolamine ameliorates LPS-induced neuroinflammation via cAMP/PKA-dependent signaling; J. Neuroinflammation,?13?284

Upstream product

• 81926-94-5 all-(Z)-ethyl 4,7,10,13,16,19-docosahexaenoate 
• 141-43-5 ethanolamine 

Relevant articles and documents

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