Docosahexaenoyl Ethanolamide (BioDeep_00000018988)

human metabolite Endogenous

代谢物信息卡片

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

化学式: C24H37NO2 (371.2824142)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCC=CCC=CCC=CCC=CCC=CCC=CCCC(=O)NCCO
InChI: InChI=1S/C24H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(27)25-22-23-26/h3-4,6-7,9-10,12-13,15-16,18-19,26H,2,5,8,11,14,17,20-23H2,1H3,(H,25,27)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-

描述信息

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 of 324 nM, which is approximately 10-fold higher than the Ki for AEA.4 DHEA inhibits shaker-related voltage-gated potassium channels in brain slightly better than AEA, with an IC50 of 1.5 ?M [HMDB]
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 of 324 nM, which is approximately 10-fold higher than the Ki for AEA.4 DHEA inhibits shaker-related voltage-gated potassium channels in brain slightly better than AEA, with an IC50 of 1.5 ¬µM.

同义名列表

10 个代谢物同义名

(4Z,7Z,10Z,13Z,16Z,19Z)-N-(2-hydroxyethyl)docosa-4,7,10,13,16,19-hexaenamide; N-(4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoyl ethanolamine; N-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-ethanolamine; N-cis-4,7,10,13,16,19-docosahexanoylethanolamine; N-Docosahexaenoylethanolamine; Docosahexaenoyl Ethanolamide; Anandamide (22:6, n-3); Synaptamide; BDBM197163; DHEA

数据库引用编号

9 个数据库交叉引用编号

ChEBI: CHEBI:85252
PubChem: 49823680
PubChem: 5283451
HMDB: HMDB0013658
ChEMBL: CHEMBL1482206
foodb: FDB029628
chemspider: 4446571
CAS: 162758-94-3
PMhub: MS000013720

分类词条

N-acylethanolamines

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

9606 Homo sapiens: -

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

文献列表

Elliot D Mock, Berend Gagestein, Mario van der Stelt. Anandamide and other N-acylethanolamines: A class of signaling lipids with therapeutic opportunities. Progress in lipid research. 2023 01; 89(?):101194. doi: 10.1016/j.plipres.2022.101194. [PMID: 36150527]
Karl Kevala, Michel Lagarde, Arthur A Spector, Hee-Yong Kim. Biosynthesis of N-Docosahexanoylethanolamine from Unesterified Docosahexaenoic Acid and Docosahexaenoyl-Lysophosphatidylcholine in Neuronal Cells. International journal of molecular sciences. 2020 Nov; 21(22):. doi: 10.3390/ijms21228768. [PMID: 33233525]
Anna A Tyrtyshnaia, Evgenia L Egorova, Anna A Starinets, Arina I Ponomarenko, Ekaterina V Ermolenko, Igor V Manzhulo. N-Docosahexaenoylethanolamine Attenuates Neuroinflammation and Improves Hippocampal Neurogenesis in Rats with Sciatic Nerve Chronic Constriction Injury. Marine drugs. 2020 Oct; 18(10):. doi: 10.3390/md18100516. [PMID: 33076443]
Shilpa Sonti, Mansi Tolia, Richard I Duclos, Ralph H Loring, Samuel J Gatley. Metabolic studies of synaptamide in an immortalized dopaminergic cell line. Prostaglandins & other lipid mediators. 2019 04; 141(?):25-33. doi: 10.1016/j.prostaglandins.2019.02.002. [PMID: 30763677]
Shilpa Sonti, Richard I Duclos, Mansi Tolia, Samuel J Gatley. N-Docosahexaenoylethanolamine (synaptamide): Carbon-14 radiolabeling and metabolic studies. Chemistry and physics of lipids. 2018 01; 210(?):90-97. doi: 10.1016/j.chemphyslip.2017.11.002. [PMID: 29126855]