1. GPCR/G Protein Neuronal Signaling
  2. Cannabinoid Receptor
  3. Synaptamide

Synaptamide  (Synonyms: N-Docosahexaenoyl ethanolamine (DHEA); Docosahexaenoyl ethanolamide)

Cat. No.: HY-100197 Purity: 99.0%
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Synaptamide (Dehydroepiandrosteron; DHEA) is an endogenous metabolite and structural analogue of Anandamide. Synaptamide binds to both the cannabinoid-1 and 2 (CB1 and CB2) cannabinoid receptors and has anti-inflammatory properties. Synaptamide is the first small-molecule endogenous ligand of an adhesion G protein-coupled receptor (aGPCR) .

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Synaptamide

Synaptamide Chemical Structure

CAS No. : 162758-94-3

Size Price Stock Quantity
Solvent
5 mg (67 mM * 200 μL in Ethanol) In-stock
Solvent
10 mg (67 mM * 400 μL in Ethanol) In-stock

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Based on 1 publication(s) in Google Scholar

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1 Publications Citing Use of MCE Synaptamide

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Description

Synaptamide (Dehydroepiandrosteron; DHEA) is an endogenous metabolite and structural analogue of Anandamide. Synaptamide binds to both the cannabinoid-1 and 2 (CB1 and CB2) cannabinoid receptors and has anti-inflammatory properties. Synaptamide is the first small-molecule endogenous ligand of an adhesion G protein-coupled receptor (aGPCR)[1] [2][3].

IC50 & Target[2]

CB1

633 nM (Ki)

CB2

3843 nM (Ki)

Cellular Effect
Cell Line Type Value Description References
RBL-2H3 IC50
25 μM
Compound: 18; DHEA
Antiallergic activity in rat RBL2H3 cells assessed as inhibition of DNP-HSA-mediated degranulation by measuring decrease in beta-hexosaminidase activity incubated for 30 mins prior to CB2 antagonist AM630 addition further incubated for 30 mins followed by DNP-HSA stimulation and measured after 30 mins by 4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside substrate based assay
Antiallergic activity in rat RBL2H3 cells assessed as inhibition of DNP-HSA-mediated degranulation by measuring decrease in beta-hexosaminidase activity incubated for 30 mins prior to CB2 antagonist AM630 addition further incubated for 30 mins followed by DNP-HSA stimulation and measured after 30 mins by 4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside substrate based assay
[PMID: 31618024]
RBL-2H3 IC50
25 μM
Compound: 18; DHEA
Antiallergic activity in rat RBL2H3 cells assessed as inhibition of DNP-HSA-mediated degranulation by measuring decrease in beta-hexosaminidase activity preincubated for 30 mins followed by DNP-HSA stimulation and measured after 30 mins by 4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside substrate based assay
Antiallergic activity in rat RBL2H3 cells assessed as inhibition of DNP-HSA-mediated degranulation by measuring decrease in beta-hexosaminidase activity preincubated for 30 mins followed by DNP-HSA stimulation and measured after 30 mins by 4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside substrate based assay
[PMID: 31618024]
RBL-2H3 IC50
7.6 μM
Compound: 18; DHEA
Antiallergic activity in rat RBL2H3 cells assessed as inhibition of DNP-HSA-mediated degranulation by measuring decrease in beta-hexosaminidase activity incubated for 30 mins prior to FAAH inhibitor URB597 addition further incubated for 30 mins followed by DNP-HSA stimulation and measured after 30 mins by 4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside substrate based assay
Antiallergic activity in rat RBL2H3 cells assessed as inhibition of DNP-HSA-mediated degranulation by measuring decrease in beta-hexosaminidase activity incubated for 30 mins prior to FAAH inhibitor URB597 addition further incubated for 30 mins followed by DNP-HSA stimulation and measured after 30 mins by 4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside substrate based assay
[PMID: 31618024]
Sf9 IC50
> 50 μM
Compound: 18; DHEA
Inhibition of human FAAH expressed in baculovirus infected Sf9 cells using N-(6-methoxypyridin-3-yl)octanamide as substrate measured for 15 mins by fluorescence based assay
Inhibition of human FAAH expressed in baculovirus infected Sf9 cells using N-(6-methoxypyridin-3-yl)octanamide as substrate measured for 15 mins by fluorescence based assay
[PMID: 31618024]
In Vitro

Synaptamide (Dehydroepiandrosteron; DHEA) is a weak agonist at both CB1 and CB2 receptors[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

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].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

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.
Molecular Weight

371.56

Formula

C24H37NO2

CAS No.
Appearance

Liquid

Color

Colorless to light yellow

SMILES

CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(NCCO)=O

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Solution, -20°C, 2 years

Purity & Documentation

Purity: 99.30%

References
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  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Synaptamide
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HY-100197
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