ChemicalBook > CAS DataBase List > Dehydroepiandrosteron(DHEA)

Dehydroepiandrosteron(DHEA)

Product Name: Dehydroepiandrosteron(DHEA)
CAS No.: 162758-94-3
Chemical Name: Dehydroepiandrosteron(DHEA)
Synonyms: SynaptaMide;Dehydroepiandrosteron(DHEA);Docosahexaenoyl Ethanolamide;N-Docosahexaenoylethanolamide;Docosahexaenoyl Ethanolamide(solution in ethanol);N-(2-Hydroxyethyl)-4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenamide;(4Z,7Z,10Z,13Z,16Z,19Z)-N-(2-Hydroxyethyl)docosa-4,7,10,13,16,19-hexaenamide;4,7,10,13,16,19-Docosahexaenamide, N-(2-hydroxyethyl)-, (4Z,7Z,10Z,13Z,16Z,19Z)-
CBNumber: CB21180198
Molecular Formula: C24H37NO2
Formula Weight: 371.56
MOL File: 162758-94-3.mol

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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.

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Safety

WGK Germany: 3

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0563
Product name: Docosahexaenoyl ethanolamide
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $98.8
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML0563
Product name: Docosahexaenoyl ethanolamide
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $330
Updated: 2022/05/15

Cayman Chemical

Product number: 10007534
Product name: Docosahexaenoyl Ethanolamide
Purity: ≥98%
Packaging: 5mg
Price: $37
Updated: 2024/03/01

Cayman Chemical

Product number: 10007534
Product name: Docosahexaenoyl Ethanolamide
Purity: ≥98%
Packaging: 10mg
Price: $68
Updated: 2024/03/01

Cayman Chemical

Product number: 10007534
Product name: Docosahexaenoyl Ethanolamide
Purity: ≥98%
Packaging: 25mg
Price: $151
Updated: 2024/03/01

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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

Synaptamide (10 mg/kg; subcutaneously; daily for 7 days) promotes cognitive recovery in rats subjected to mild traumatic brain injury (mTBI)^[1].
Synaptamide (2-10 mg/kg; adult male C57BL/6J mice) reduced the levels of nociceptive and inflammatory pain-related behaviour over 60 min in the intraplantar formaldehyde assay via both intraperitoneal and local intraplantar administration^[2].

Animal Model:	Male Wistar rats;260?±?20 g, age 3 months; mTBI model)^[1]
Dosage:	10 mg/kg
Administration:	Subcutaneously; daily for 7 days
Result:	Reversed the mTBI-induced cognitive deficits.

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

Dehydroepiandrosteron(DHEA) Preparation Products And Raw materials

Raw materials

Preparation Products

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162758-94-3, Dehydroepiandrosteron(DHEA)Related Search:

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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

4,7,10,13,16,19-Docosahexaenamide, N-(2-hydroxyethyl)-, (4Z,7Z,10Z,13Z,16Z,19Z)-

Docosahexaenoyl Ethanolamide(solution in ethanol)

162758-94-3