Alpha-Linolenoyl ethanolamide (BioDeep_00000018152)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


(9Z,12Z,15Z)-N-(2-hydroxyethyl)octadeca-9,12,15-trienamide

化学式: C20H35NO2 (321.2668)
中文名称: 亚麻油酰乙醇酰胺
谱图信息: 最多检出来源 Homo sapiens(blood) 42.49%

分子结构信息

SMILES: CCC=CCC=CCC=CCCCCCCCC(=O)NCCO
InChI: InChI=1S/C20H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h3-4,6-7,9-10,22H,2,5,8,11-19H2,1H3,(H,21,23)/b4-3-,7-6-,10-9-

描述信息

alpha-Linolenoyl ethanolamide is a N-acylethanolamine. N-acylethanolamines (NAEs) constitute a class of lipid compounds naturally present in both animal and plant membranes as constituents of the membrane-bound phospholipid, N-acylphosphatidylethanolamine (NAPE). NAPE is composed of a third fatty acid moiety linked to the amino head group of the commonly occurring membrane phospholipid, phosphatidylethanolamine. NAEs are released from NAPE by phospholipase D-type hydrolases in response to a variety of stimuli. Transient NAE release and accumulation has been attributed a variety of biological activities, including neurotransmission, membrane protection, and immunomodulation in animals. N-oleoylethanolamine is an inhibitor of the sphingolipid signaling pathway, via specific ceramidase inhibition (ceramidase converts ceramide to sphingosine). N-oleoylethanolamine blocks the effects of TNF- and arachidonic acid on intracellular Ca concentration. (PMID: 12692337, 12056855, 12560208, 11997249) [HMDB]
alpha-Linolenoyl ethanolamide is a N-acylethanolamine. N-acylethanolamines (NAEs) constitute a class of lipid compounds naturally present in both animal and plant membranes as constituents of the membrane-bound phospholipid, N-acylphosphatidylethanolamine (NAPE). NAPE is composed of a third fatty acid moiety linked to the amino head group of the commonly occurring membrane phospholipid, phosphatidylethanolamine. NAEs are released from NAPE by phospholipase D-type hydrolases in response to a variety of stimuli. Transient NAE release and accumulation has been attributed a variety of biological activities, including neurotransmission, membrane protection, and immunomodulation in animals. N-oleoylethanolamine is an inhibitor of the sphingolipid signaling pathway, via specific ceramidase inhibition (ceramidase converts ceramide to sphingosine). N-oleoylethanolamine blocks the effects of TNF- and arachidonic acid on intracellular Ca concentration. (PMID: 12692337, 12056855, 12560208, 11997249).

同义名列表

9 个代谢物同义名

(9Z,12Z,15Z)-N-(2-hydroxyethyl)octadeca-9,12,15-trienamide; N-(2-HYDROXYETHYL)OCTADECA-9,12,15-TRIENAMIDE; N-cis-9,12,15-Octadecatrienoylethanolamine; Alpha-Linolenoyl ethanolamide; Α-linolenoyl ethanolamide; a-Linolenoyl ethanolamide; Linoleoyl ethanolamide; ALEA compound; alpha-LEA



数据库引用编号

9 个数据库交叉引用编号

分类词条

相关代谢途径

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PlantCyc(0)

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)

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1 个相关的物种来源信息

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。

亚细胞结构定位 关联基因列表


文献列表

  • Raffaele Pezzilli, Pierangela Ciuffreda, Roberta Ottria, Alessandro Ravelli, Gianvico Melzi d'Eril, Alessandra Barassi. Serum endocannabinoids in assessing pain in patients with chronic pancreatitis and in those with pancreatic ductal adenocarcinoma. Scandinavian journal of gastroenterology. 2017 Oct; 52(10):1133-1139. doi: 10.1080/00365521.2017.1342139. [PMID: 28631495]
  • Peter J H Jones, Lin Lin, Leah G Gillingham, Haifeng Yang, Jaclyn M Omar. Modulation of plasma N-acylethanolamine levels and physiological parameters by dietary fatty acid composition in humans. Journal of lipid research. 2014 Dec; 55(12):2655-64. doi: 10.1194/jlr.p051235. [PMID: 25262934]
  • Céline Meriaux, Karim Arafah, Aurélie Tasiemski, Maxence Wisztorski, Jocelyne Bruand, Céline Boidin-Wichlacz, Annie Desmons, Delphine Debois, Olivier Laprévote, Alain Brunelle, Terry Gaasterland, Eduardo Macagno, Isabelle Fournier, Michel Salzet. Multiple changes in peptide and lipid expression associated with regeneration in the nervous system of the medicinal leech. PloS one. 2011 Apr; 6(4):e18359. doi: 10.1371/journal.pone.0018359. [PMID: 21526169]