Adrenic acid (BioDeep_00000002672)
Secondary id: BioDeep_00001871871
human metabolite Endogenous blood metabolite
代谢物信息卡片
化学式: C22H36O2 (332.2715)
中文名称: 廿二碳四烯酸, 7Z,10Z,13Z,16Z-二十二碳四烯酸, 顺-7,10,13,16-二十二碳四烯酸
谱图信息:
最多检出来源 Homo sapiens(blood) 20.65%
分子结构信息
SMILES: C(CC(=O)O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC
InChI: InChI=1S/C22H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,23,24)
描述信息
Adrenic acid, also known as 7,10,13,16-docosatetraenoic acid or adrenate, is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Adrenic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Adrenic acid can be found in blood and in human myelin tissue. Within the cell, adrenic acid is primarily located in the cytoplasm, in the membrane (predicted from logP), and in the peroxisome. It can also be found in the extracellular space. In humans, adrenic acid is involved in alpha-linolenic acid and linoleic acid metabolism. Docosatetraenoic acid designates any straight chain 22:4 fatty acid. In particular, all-cis-7,10,13,16-docosatetraenoic acid is an ω-6 fatty acid with the trivial name adrenic acid (AdA). This is a naturally occurring polyunsaturated fatty acid formed through a 2-carbon chain elongation of arachidonic acid. It is one of the most abundant fatty acids in the early human brain. This unsaturated fatty acid is also metabolized by cells into biologically active products, such as dihomoprostaglandins and dihomo-epoxyeicosatrienoic acids (dihomo-EETs) (Wikipedia). Adrenic acid, which is a prostacyclin inhibitor, appears to be a potential prothrombotic agent (PMID: 1642692).
Adrenic acid, which is a prostacyclin inhibitor, appears to be potential prothrombotic agent. (PMID 1642692) [HMDB]
同义名列表
23 个代谢物同义名
7,10,13,16-Docosatetraenoic acid (van) adrenic acid; (7Z,10Z,13Z,16Z)-Docosa-7,10,13,16-tetraenoic acid; cis,cis,cis,cis-Docosa-7,10,13,16-tetraensaeure; 7,10,13,16-Docosatetraenoic acid (van) adrenate; (7Z,10Z,13Z,16Z)-Docosa-7,10,13,16-tetraenoate; all-cis-7,10,13,16-Docosatetraenoic acid; all-cis-7,10,13,16-Docosatetraenoate; 7Z,10Z,13Z,16Z-docosatetraenoic acid; (7Z,10Z,13Z,16Z)-Docosatetraenoate; Docosa-7,10,13,16-tetraenoic acid; 7Z,10Z,13Z,16Z-Docosatetraenoate; 7,10,13,16-docosatetraenoic acid; 7,10,13,16-Docosatetraenoate; FA(22:4(7Z,10Z,13Z,16Z)); Adrenic acid, (Z)-isomer; docosatetraenoic acid; C22:4n-6,9,12,15; adrenic acid; Adrenate; FA 22:4; 22:4n6; 7Z,10Z,13Z,16Z-Docosatetraenoic acid; Adrenic acid
数据库引用编号
20 个数据库交叉引用编号
- ChEBI: CHEBI:131693
- ChEBI: CHEBI:53487
- KEGG: C16527
- PubChem: 5497181
- PubChem: 2033
- HMDB: HMDB0002226
- Metlin: METLIN34846
- ChEMBL: CHEMBL1491103
- Wikipedia: Adrenic acid
- LipidMAPS: LMFA01030178
- KNApSAcK: C00052186
- foodb: FDB022918
- chemspider: 4593749
- CAS: 28874-58-0
- CAS: 2091-25-0
- PMhub: MS000004415
- PubChem: 51090856
- NIKKAJI: J13.758H
- RefMet: Adrenic acid
- KNApSAcK: 53487
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
7 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(6)
- Alpha Linolenic Acid and Linoleic Acid Metabolism:
-Linolenic acid ⟶ Stearidonic acid
- Alpha Linolenic Acid and Linoleic Acid Metabolism:
-Linolenic acid ⟶ Stearidonic acid
- Alpha Linolenic Acid and Linoleic Acid Metabolism:
-Linolenic acid ⟶ Stearidonic acid
- Alpha Linolenic Acid and Linoleic Acid Metabolism:
-Linolenic acid ⟶ Stearidonic acid
- Alpha Linolenic Acid and Linoleic Acid Metabolism:
-Linolenic acid ⟶ Stearidonic acid
- Alpha Linolenic Acid and Linoleic Acid Metabolism:
-Linolenic acid ⟶ Stearidonic acid
PharmGKB(0)
4 个相关的物种来源信息
- 3039 - Euglena gracilis: 10.3389/FBIOE.2021.662655
- 9606 - Homo sapiens:
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1038/NBT.2488
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
- Chia-Hsiu Wu, Wen-Li Hsu, Ching-Chung Tsai, How-Ran Chao, Ching-Ying Wu, Yi-Hsuan Chen, Yun-Ru Lai, Chu-Huang Chen, Ming-Hsien Tsai. 7,10,13,16-Docosatetraenoic acid impairs neurobehavioral development by increasing reactive oxidative species production in Caenorhabditis elegans.
Life sciences.
2023 Apr; 319(?):121500. doi:
10.1016/j.lfs.2023.121500
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FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2021 09; 35(9):e21868. doi:
10.1096/fj.202100493rr
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Proceedings of the National Academy of Sciences of the United States of America.
2020 12; 117(51):32433-32442. doi:
10.1073/pnas.2006828117
. [PMID: 33288688] - Cadiele Oliana Reichert, Fábio Alessandro de Freitas, Juliana Sampaio-Silva, Leonardo Rokita-Rosa, Priscila de Lima Barros, Debora Levy, Sérgio Paulo Bydlowski. Ferroptosis Mechanisms Involved in Neurodegenerative Diseases.
International journal of molecular sciences.
2020 Nov; 21(22):. doi:
10.3390/ijms21228765
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2020 11; 34(11):15123-15145. doi:
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Prostaglandins, leukotrienes, and essential fatty acids.
2020 09; 160(?):102159. doi:
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Biochimica et biophysica acta.
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Journal of affective disorders.
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Biochimie.
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Analytical and bioanalytical chemistry.
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2011 Dec; 10(?):241. doi:
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European journal of nutrition.
2011 Dec; 50(8):625-36. doi:
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2011 Dec; 52(12):2287-2297. doi:
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Analytical and bioanalytical chemistry.
2011 Jun; 400(7):1933-43. doi:
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2011 Apr; 10(?):63. doi:
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2011 Feb; 46(2):121-30. doi:
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Journal of Alzheimer's disease : JAD.
2011; 24(3):507-17. doi:
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Frontiers in pharmacology.
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2010 Oct; 51(10):2985-92. doi:
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2010 Jun; 9(?):63. doi:
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PloS one.
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Mediators of inflammation.
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Toxicology and applied pharmacology.
2008 Oct; 232(2):236-43. doi:
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2008 May; 49(5):995-1005. doi:
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Comparative biochemistry and physiology. Part A, Molecular & integrative physiology.
2008 Feb; 149(2):209-16. doi:
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The journal of medical investigation : JMI.
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Prostaglandins, leukotrienes, and essential fatty acids.
2007 Mar; 76(3):165-72. doi:
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2007; 16 Suppl 1(?):391-7. doi:
"
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The British journal of nutrition.
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