5,8,11-Eicosatrienoic acid (BioDeep_00000014281)
Secondary id: BioDeep_00000593741
human metabolite Endogenous blood metabolite
代谢物信息卡片
(5Z,8Z,11Z)-Eicosa-5,8,11-trienoic acid
化学式: C20H34O2 (306.2558664)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 3.8%
分子结构信息
SMILES: CCCCCCCC/C=C/C/C=C/C/C=C/CCCC(=O)O
InChI: InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10,12-13,15-16H,2-8,11,14,17-19H2,1H3,(H,21,22)/b10-9-,13-12-,16-15-
描述信息
5,8,11-Eicosatrienoic acid (Mead acid) is a carboxylic acid with a 20-carbon chain and three methylene-interrupted cis double bonds. The first double bond is located at the ninth carbon from the omega end. In physiological literature, it is given the name 20:3(n-9). In the presence of lipoxygenase, Mead acid can form various hydroxy products (HETE). It is the only polyunsaturated fatty acid that the body can make de novo. Its elevated presence in the blood is an indication of essential fatty acid (EFA)deficiency. During dietary EFA insufficiency, especially arachidonic acid deficiency, the body will make Mead acid by the elongation and desaturation of oleic acid. (Wikipedia).
同义名列表
21 个代谢物同义名
(5Z,8Z,11Z)-Eicosa-5,8,11-trienoic acid; (5Z,8Z,11Z)-icosa-5,8,11-trienoic acid; all-cis-Eicosa-5,8,11-trienoic acid; (5Z,8Z,11Z)-Eicosa-5,8,11-trienoate; all-cis-Icosa-5,8,11-trienoic acid; all-cis-Eicosa-5,8,11-trienoate; (5Z,8Z,11Z)-Eicosatrienoic acid; all-cis-Icosa-5,8,11-trienoate; 5Z,8Z,11Z-eicosatrienoic acid; 5Z,8Z,11Z-Icosatrienoic acid; eicosa-5,8,11-trienoic acid; (5Z,8Z,11Z)-Eicosatrienoate; 5,8,11-eicosatrienoic acid; (5Z,8Z,11Z)-Icosatrienoate; 5Z,8Z,11Z-Eicosatrienoate; 5Z,8Z,11Z-Icosatrienoate; 5,8,11-Eicosatrienoate; ETrE(5Z,8Z,11Z); C20:3n-9,12,15; Mead acid; ETrA acid
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:72865
- KEGG: C21938
- PubChem: 5312531
- PubChem: 4028
- HMDB: HMDB0010378
- ChEMBL: CHEMBL1865841
- KNApSAcK: C00052345
- chemspider: 4471956
- CAS: 20590-32-3
- CAS: 2751-14-6
- PMhub: MS000028930
- PubChem: 376218971
- LipidMAPS: LMFA01030381
- RefMet: ETrE(5Z,8Z,11Z)
- RefMet: 5,8,11-Eicosatrienoic acid
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
2 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(2)
- Elongation of (very) long chain fatty acids:
C18:3 ⟶ C20:3 - Omega-9 fatty acid synthesis:
CoA(18:1(9Z)) ⟶ Oleic acid
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
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
- Hiroshi Kawashima, Katsuhiko Yoshizawa. The physiological and pathological properties of Mead acid, an endogenous multifunctional n-9 polyunsaturated fatty acid.
Lipids in health and disease.
2023 Oct; 22(1):172. doi:
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2019 08; 43(6):697-707. doi:
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Allergy.
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Biochemical and biophysical research communications.
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2018 02; 496(2):549-555. doi:
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2018 01; 66(1):141-146. doi:
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2015 Sep; 39(1 Suppl):61S-6S. doi:
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Prostaglandins, leukotrienes, and essential fatty acids.
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Lipids in health and disease.
2014 Dec; 13(?):180. doi:
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Clinical chemistry.
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10.1373/clinchem.2007.094623. [PMID: 18089657] - V L Heyd, A R Eynard. Effects of eicosatrienoic acid (20:3 n-9, Mead's acid) on some promalignant-related properties of three human cancer cell lines.
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2003 Jul; 71(3-4):177-88. doi:
10.1016/s1098-8823(03)00037-6. [PMID: 14518560] - Hiroshi Yoshida, Hideki Soh, Kinya Sando, Masafumi Wasa, Yoji Takagi, Akira Okada. Beneficial effects of n-9 eicosatrienoic acid on experimental bowel lesions.
Surgery today.
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