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Docosahexaenoyl Ethanolamide-d4

Docosahexaenoyl Ethanolamide-d4 Structure
Docosahexaenoyl Ethanolamide-d4 structure
CAS No.
946524-43-2
Chemical Name:
Docosahexaenoyl Ethanolamide-d4
Synonyms
SynaptaMide-d4;DHA Ethanolamide-d4;GEEHOLRSGZPBSM-DXYZWJMHSA-N;Docosahexaenoyl Ethanolamide-d4;(4Z,7Z,10Z,13Z,16Z,19Z)-N-(1,1,2,2-tetradeuterio-2-hydroxyethyl)docosa-4,7,10,13,16,19-hexaenamide
CBNumber:
CB02590875
Molecular Formula:
C24H33D4NO2
Molecular Weight:
375.580727112
MDL Number:
MOL File:
946524-43-2.mol
Last updated:2023-06-08 09:03:09
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Docosahexaenoyl Ethanolamide-d4 Properties

solubility DMF: 20 mg/ml; DMSO: 20 mg/ml; Ethanol: 5 mg/ml; PBS (pH 7.2): 0.15 mg/ml

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H319
Precautionary statements  P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
NFPA 704
3
2 0

Docosahexaenoyl Ethanolamide-d4 price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 9001108 Docosahexaenoyl Ethanolamide-d4 ≥99% deuterated forms (d1-d4) 946524-43-2 100μg $36 2024-03-01 Buy
Cayman Chemical 9001108 Docosahexaenoyl Ethanolamide-d4 ≥99% deuterated forms (d1-d4) 946524-43-2 500μg $155 2024-03-01 Buy
Cayman Chemical 9001108 Docosahexaenoyl Ethanolamide-d4 ≥99% deuterated forms (d1-d4) 946524-43-2 1mg $274 2024-03-01 Buy
Cayman Chemical 9001108 Docosahexaenoyl Ethanolamide-d4 ≥99% deuterated forms (d1-d4) 946524-43-2 5mg $1189 2024-03-01 Buy
Cayman Chemical 9001108 Docosahexaenoyl Ethanolamide-d4 ≥99% deuterated forms (d1-d4) 946524-43-2 10mg $686 2021-12-16 Buy
Product number Packaging Price Buy
9001108 100μg $36 Buy
9001108 500μg $155 Buy
9001108 1mg $274 Buy
9001108 5mg $1189 Buy
9001108 10mg $686 Buy

Docosahexaenoyl Ethanolamide-d4 Chemical Properties,Uses,Production

Description

Docosahexaenoyl ethanolamide-d4 contains four deuterium atoms at the 1, 1', 2, and 2' positions. It is intended for use as an internal standard for the quantification of docosahexaenoyl ethanolamide by GC- or LC-mass spectrometry (MS). Docosahexaenoic Acid (DHA) is an essential fatty acid and the most abundant ω-3 fatty acid in neural tissues, especially in the retina and brain. Docosahexaenoyl ethanolamide (DHEA) is the ethanolamine amide of DHA that has been detected in both brain and retina at concentrations similar to those for arachidonoyl ethanolamide (AEA).1,2 A 9.5 fold increase of DHEA was observed in brain lipid extracts from piglets fed a diet supplemented with DHA compared to a control diet without DHA.3 DHEA binds to the rat brain CB1 receptor with a Ki value of 324 nM, which is approximately 10-fold higher than the Ki value for AEA.4 DHEA inhibits shaker-related voltage-gated potassium channels in brain slightly better than AEA, with an IC50 value of 1.5 μM.5

Uses

Synaptamide-d4 is labelled Synaptamide (S910000) which is an endocannabinoid-like derivative of docosahexaenoic acid with cannabinoid-independent function. It has potent synaptogenic activity and structural similarity to anandamide. Synaptamide (S910000) is subjected to hydrolysis by fatty acid amide hydrolase, and can be oxygenated to bioactive metabolites.

References

1. Sugiura, T., Kondo, S., Sukagawa, A., et al. Transacylase-mediated and phosphodiesterase-mediated synthesis of N-arachidonoylethanolamine, an endogenous cannabinoid-receptor ligand, in rat brain microsomes. Comparison with synthesis from free arachidonic acid and ethanolamine Eur. J. Biochem. 240,53-62(1996).
2. Bisogno, T., Delton-Vandenbroucke, I., Milone, A., et al. Biosynthesis and inactivation of N-Arachidonoylethanolamine (Ananadamide) and N-Docosahexaenoylethanolamine in bovine retina Arch. Biochem. Biophys. 370(2),300-307(1999).
3. Berger, A., Crozier, G., Bisogno, T., et al. Anandamide and diet: Inclusion of dietary arachidonate and docosahexaenoate leads to increased brain levels of the corresponding N-acylethanolamines in piglets Proc. Natl. Acad. Sci. USA 98(11),6402-6406(2001).
4. Sheskin, T., Hanus, L., Slager, J., et al. Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptor J. Med. Chem. 40,659-667(1997).
5. Poling, J.S., Rogawski, M.A., Salem, N., Jr., et al. Anadamide, an endogenous cannabinoid, inhibits shaker-related voltage-gated K+ channels Neuropharmacology 35(7),983-991(1996).

Docosahexaenoyl Ethanolamide-d4 Preparation Products And Raw materials

Raw materials

Preparation Products

Docosahexaenoyl Ethanolamide-d4 Suppliers

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J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
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Supplier Advantage
J & K SCIENTIFIC LTD. 76
Yichang Zhongyitai Trading Co., Ltd. 58
Shenzhen Polymeri Biochemical Technology Co., Ltd. 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 58
Shanghai Yifei Biotechnology Co. , Ltd. 58
Docosahexaenoyl Ethanolamide-d4 SynaptaMide-d4 GEEHOLRSGZPBSM-DXYZWJMHSA-N (4Z,7Z,10Z,13Z,16Z,19Z)-N-(1,1,2,2-tetradeuterio-2-hydroxyethyl)docosa-4,7,10,13,16,19-hexaenamide DHA Ethanolamide-d4 946524-43-2