14,15-DiHETrE (BioDeep_00000004029)

 

Secondary id: BioDeep_00001874525

human metabolite Endogenous blood metabolite


代谢物信息卡片


(±)14,15-dihydroxy-5Z,8Z,11Z-eicosatrienoic acid

化学式: C20H34O4 (338.2457)
中文名称:
谱图信息: 最多检出来源 Viridiplantae(plant) 42.25%

分子结构信息

SMILES: C(/C=C\C/C=C\CCCC(=O)O)/C=C\CC(O)C(O)CCCCC
InChI: InChI=1S/C20H34O4/c1-2-3-12-15-18(21)19(22)16-13-10-8-6-4-5-7-9-11-14-17-20(23)24/h4,6-7,9-10,13,18-19,21-22H,2-3,5,8,11-12,14-17H2,1H3,(H,23,24)

描述信息

14,15-DiHETrE is a Cytochrome P450 (P450) eicosanoid. Eicosanoids generated from arachidonic acid metabolism by cytochrome P450 (P450) enzymes are important autocrine and paracrine factors that have diverse biological functions. P450 eicosanoids are involved in the regulation of vascular tone, renal tubular transport, cardiac contractility, cellular proliferation, and inflammation. Regulation of P450 eicosanoid levels is determined by many factors, including the induction or repression of the P450 enzymes responsible for their formation. Fibrate drugs are part of a diverse group of compounds known as peroxisome proliferators, which also include herbicides and phthalate ester plasticizers. Peroxisome proliferators act via peroxisome proliferator-activated receptor (PPAR ). This receptor is a member of the PPAR nuclear receptor family that also consists of the PPAR and PPAR isoforms. PPAR is mainly expressed in the heart, liver, and kidney, whereas the expression of PPAR is predominantly in the adipose tissue. The biological role of PPAR as a lipid sensor has been well established. 14,15-DiHETrE is a potent activators of PPAR and PPAR . shown to induce the binding of PPAR to a peroxisome proliferator response element (PPRE). Furthermore, 14,15-DiHETrE behaves like peroxisome proliferators in that is able to alter apoA-I and apoA-II mRNA expression. 14,15-DiHETrE is the most potent PPARalpha activator in a COS-7 cell expression system producing a 12-fold increase in PPARalpha-mediated luciferase activity. (PMID: 17431031, 16113065) [HMDB]
14,15-DiHETrE is a Cytochrome P450 (P450) eicosanoid. Eicosanoids generated from arachidonic acid metabolism by cytochrome P450 (P450) enzymes are important autocrine and paracrine factors that have diverse biological functions. P450 eicosanoids are involved in the regulation of vascular tone, renal tubular transport, cardiac contractility, cellular proliferation, and inflammation. Regulation of P450 eicosanoid levels is determined by many factors, including the induction or repression of the P450 enzymes responsible for their formation. Fibrate drugs are part of a diverse group of compounds known as peroxisome proliferators, which also include herbicides and phthalate ester plasticizers. Peroxisome proliferators act via peroxisome proliferator-activated receptor (PPAR). This receptor is a member of the PPAR nuclear receptor family that also consists of the PPAR and PPAR isoforms. PPAR is mainly expressed in the heart, liver, and kidney, whereas the expression of PPAR is predominantly in the adipose tissue. The biological role of PPAR as a lipid sensor has been well established. 14,15-DiHETrE is a potent activators of PPAR and PPAR, shown to induce the binding of PPAR to a peroxisome proliferator response element (PPRE). Furthermore, 14,15-DiHETrE behaves like peroxisome proliferators in that is able to alter apoA-I and apoA-II mRNA expression. 14,15-DiHETrE is the most potent PPARalpha activator in a COS-7 cell expression system producing a 12-fold increase in PPARalpha-mediated luciferase activity. (PMID: 17431031, 16113065).

同义名列表

15 个代谢物同义名

(±)14,15-dihydroxy-5Z,8Z,11Z-eicosatrienoic acid; (5Z,8Z,11Z)-14,15-Dihydroxyeicosa-5,8,11-trienoic acid; (5Z,8Z,11Z)-14,15-Dihydroxyicosa-5,8,11-trienoic acid; (5Z,8Z,11Z)-14,15-Dihydroxyeicosa-5,8,11-trienoate; (5Z,8Z,11Z)-14,15-Dihydroxyicosa-5,8,11-trienoate; 14,15-dihydroxy-5Z,8Z,11Z-eicosatrienoic acid; 14,15-dihydroxyeicosa-5,8,11-trienoic acid; 14,15-Dihydroxy-5Z,8Z,11Z-eicosatrienoate; 14,15-Dihydroxyeicosatrienoic acid; 14,15-Dihydroxyeicosatrienoate; (±)14,15-DHET; (+/-)14,15-DiHETrE; 14,15-DiHETrE; FA 20:3;O2; 14,15-DHET



数据库引用编号

18 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

47 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(46)

PharmGKB(0)

2 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
Cytoplasm 8 APOE, CAT, CYP2C19, CYP2C8, CYP2J2, EGFR, NOS3, PTGS2
Peripheral membrane protein 2 CYP1B1, PTGS2
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 6 CYP1B1, CYP2C19, CYP2C8, CYP2J2, EGFR, PTGS2
Nucleus 4 APOE, EGFR, NOS3, PPARA
cytosol 4 AVP, CAT, EPHX2, NOS3
dendrite 2 APOE, AVP
nucleoplasm 2 NOS3, PPARA
Cell membrane 2 EGFR, TNF
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
Multi-pass membrane protein 1 CPT1A
cell junction 1 EGFR
cell surface 2 EGFR, TNF
glutamatergic synapse 2 APOE, EGFR
Golgi apparatus 2 APOE, NOS3
Golgi membrane 3 EGFR, INS, NOS3
neuronal cell body 2 APOE, TNF
endosome 1 EGFR
plasma membrane 8 APOE, CXCR1, CYP2C19, CYP2C8, EGFR, NOS3, REN, TNF
Membrane 7 APOE, CAT, CPT1A, CYP1B1, CYP2J2, EGFR, REN
apical plasma membrane 1 EGFR
basolateral plasma membrane 1 EGFR
caveola 2 NOS3, PTGS2
extracellular exosome 4 APOE, CAT, CYP2J2, EPHX2
endoplasmic reticulum 2 APOE, PTGS2
extracellular space 9 APOE, AVP, CRP, EGFR, IL6, INS, REN, TG, TNF
perinuclear region of cytoplasm 2 EGFR, NOS3
mitochondrion 3 CAT, CPT1A, CYP1B1
protein-containing complex 3 CAT, EGFR, PTGS2
intracellular membrane-bounded organelle 5 CAT, CYP1B1, CYP2C19, CYP2C8, CYP2J2
Microsome membrane 3 CYP1B1, CYP2J2, PTGS2
Single-pass type I membrane protein 1 EGFR
Secreted 7 APOE, AVP, CRP, IL6, INS, REN, TG
extracellular region 9 APOE, AVP, CAT, CRP, IL6, INS, REN, TG, TNF
Mitochondrion outer membrane 1 CPT1A
mitochondrial outer membrane 1 CPT1A
mitochondrial matrix 1 CAT
nuclear membrane 1 EGFR
external side of plasma membrane 2 CXCR1, TNF
Endosome, multivesicular body 1 APOE
Extracellular vesicle 1 APOE
Secreted, extracellular space, extracellular matrix 1 APOE
chylomicron 1 APOE
high-density lipoprotein particle 1 APOE
low-density lipoprotein particle 1 APOE
multivesicular body 1 APOE
very-low-density lipoprotein particle 1 APOE
Cytoplasm, P-body 1 NOS3
P-body 1 NOS3
Early endosome 1 APOE
apical part of cell 1 REN
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 EGFR, TNF
focal adhesion 2 CAT, EGFR
extracellular matrix 1 APOE
Peroxisome 2 CAT, EPHX2
intracellular vesicle 1 EGFR
Peroxisome matrix 1 CAT
peroxisomal matrix 2 CAT, EPHX2
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 APOE
secretory granule 1 AVP
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 EGFR
neuron projection 1 PTGS2
chromatin 1 PPARA
phagocytic cup 1 TNF
cytoskeleton 1 NOS3
Secreted, extracellular space 1 APOE
blood microparticle 1 APOE
endosome lumen 1 INS
Melanosome 1 APOE
Cytoplasm, Stress granule 1 NOS3
cytoplasmic stress granule 1 NOS3
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
secretory granule membrane 1 CXCR1
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 APOE, IL6, INS, PTGS2
endocytic vesicle membrane 1 NOS3
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
neuronal dense core vesicle 1 AVP
clathrin-coated endocytic vesicle membrane 3 APOE, AVP, EGFR
synaptic cleft 1 APOE
discoidal high-density lipoprotein particle 1 APOE
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
endocytic vesicle lumen 1 APOE
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
chylomicron remnant 1 APOE
intermediate-density lipoprotein particle 1 APOE
lipoprotein particle 1 APOE
multivesicular body, internal vesicle 1 APOE
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

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  • Marcus O D Sjödin, Antonio Checa, Mingxing Yang, Sven-Erik Dahlén, Åsa M Wheelock, Anders Eklund, Johan Grunewald, Craig E Wheelock. Soluble epoxide hydrolase derived lipid mediators are elevated in bronchoalveolar lavage fluid from patients with sarcoidosis: a cross-sectional study. Respiratory research. 2018 Dec; 19(1):236. doi: 10.1186/s12931-018-0939-0. [PMID: 30509266]
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  • Pinming Liu, Shaoling Zhang, Jingwei Gao, Ying Lin, Guangzi Shi, Wanbing He, Rhian M Touyz, Li Yan, Hui Huang. Downregulated Serum 14, 15-Epoxyeicosatrienoic Acid Is Associated With Abdominal Aortic Calcification in Patients With Primary Aldosteronism. Hypertension (Dallas, Tex. : 1979). 2018 04; 71(4):592-598. doi: 10.1161/hypertensionaha.117.10644. [PMID: 29440332]
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  • Shasha Zhang, Guangzhi Chen, Ning Li, Meiyan Dai, Chen Chen, Peihua Wang, Huiru Tang, Samantha L Hoopes, Darryl C Zeldin, Dao Wen Wang, Xizhen Xu. CYP2J2 overexpression ameliorates hyperlipidemia via increased fatty acid oxidation mediated by the AMPK pathway. Obesity (Silver Spring, Md.). 2015 Jul; 23(7):1401-13. doi: 10.1002/oby.21115. [PMID: 26053032]
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  • Gang Zhao, Ling Tu, Xuguang Li, Shenglan Yang, Chen Chen, Xizhen Xu, Peihua Wang, Dao Wen Wang. Delivery of AAV2-CYP2J2 protects remnant kidney in the 5/6-nephrectomized rat via inhibition of apoptosis and fibrosis. Human gene therapy. 2012 Jul; 23(7):688-99. doi: 10.1089/hum.2011.135. [PMID: 22260463]
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