5,6-DHET (BioDeep_00000010136)

 

Secondary id: BioDeep_00000629607

human metabolite Endogenous blood metabolite


代谢物信息卡片


(8Z,11Z,14Z)-5,6-Dihydroxyeicosa-8,11,14-trienoic acid

化学式: C20H34O4 (338.2457)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 10.84%

分子结构信息

SMILES: CCCCC/C=C\C/C=C\C/C=C\CC(C(CCCC(=O)O)O)O
InChI: InChI=1S/C20H34O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18(21)19(22)16-14-17-20(23)24/h6-7,9-10,12-13,18-19,21-22H,2-5,8,11,14-17H2,1H3,(H,23,24)

描述信息

5,6-DHET is an epoxide intermediate in the oxygenation of arachidonic acid by hepatic monooxygenases pathway. 5,6-DHET is the hydrolysis metabolite of cis-5(6)Epoxy-cis-8,11,14-eicosatrienoic acid by epoxide hydrolases. Many drugs, chemicals, and endogenous compounds are oxygenated in mammalian tissues and in some instances reactive and potentially toxic or carcinogenic epoxides are formed. Naturally occurring olefins may also be oxygenated by mammalian enzymes. The most well known are lipoxygenases and microsomal cytochrome P-450-linked monooxygenases. The epoxides may be chemically labile or may be enzymatically hydrolyzed. When arene or olefinic epoxides are formed by microsomal P-450-linked monooxygenases, they are often rapidly converted to less reactive trans-diols through the action of microsomal epoxide hydrolases. (PMID: 6801052, 6548162) [HMDB]
5,6-DHET is an epoxide intermediate in the oxygenation of arachidonic acid by hepatic monooxygenases pathway. 5,6-DHET is the hydrolysis metabolite of cis-5(6)Epoxy-cis-8,11,14-eicosatrienoic acid by epoxide hydrolases. Many drugs, chemicals, and endogenous compounds are oxygenated in mammalian tissues and in some instances reactive and potentially toxic or carcinogenic epoxides are formed. Naturally occurring olefins may also be oxygenated by mammalian enzymes. The most well known are lipoxygenases and microsomal cytochrome P-450-linked monooxygenases. The epoxides may be chemically labile or may be enzymatically hydrolyzed. When arene or olefinic epoxides are formed by microsomal P-450-linked monooxygenases, they are often rapidly converted to less reactive trans-diols through the action of microsomal epoxide hydrolases. (PMID: 6801052, 6548162).

同义名列表

14 个代谢物同义名

(8Z,11Z,14Z)-5,6-Dihydroxyeicosa-8,11,14-trienoic acid; (±)5,6-dihydroxy-8Z,11Z,14Z-eicosatrienoic acid; (8Z,11Z,14Z)-5,6-Dihydroxyicosa-8,11,14-trienoic acid; (8Z,11Z,14Z)-5,6-Dihydroxyeicosa-8,11,14-trienoate; (8Z,11Z,14Z)-5,6-Dihydroxyicosa-8,11,14-trienoate; 5,6-dihydroxy-8Z,11Z,14Z-eicosatrienoic acid; 5,6-Dihydroxy-8Z,11Z,14Z-icosatrienoic acid; 5,6-dihydroxyeicosa-8,11,14-trienoic acid; 5,6-Dihydroxy-8Z,11Z,14Z-eicosatrienoate; 5,6-Dihydroxy-8Z,11Z,14Z-icosatrienoate; (±)5,6-DHET; (+/-)5,6-DiHETrE; 5,6-DiHETrE; 5,6-DHET



数据库引用编号

14 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)

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
Cytoplasm 11 ALB, ALOX5, ANXA1, CASP8, CAT, CYP2B6, CYP2J2, NOS3, PTGS1, PTGS2, TLR4
Peripheral membrane protein 8 ALOX15, ALOX5, ANXA1, CYP1B1, CYP2B6, GORASP1, PTGS1, PTGS2
Endosome membrane 2 ANXA1, TLR4
Endoplasmic reticulum membrane 6 CYP1B1, CYP2B6, CYP2J2, PON1, PTGS1, PTGS2
Nucleus 4 ALB, ANXA1, CASP8, NOS3
cytosol 8 ALB, ALOX15, ALOX5, ANXA1, CASP8, CAT, EPHX2, NOS3
centrosome 1 ALB
nucleoplasm 4 ALOX5, ANXA1, CASP8, NOS3
Cell membrane 5 ALOX15, ANXA1, TLR4, TNF, TRPV4
Cytoplasmic side 1 GORASP1
lamellipodium 2 CASP8, TRPV4
ruffle membrane 1 TRPV4
Early endosome membrane 1 ANXA1
Multi-pass membrane protein 1 TRPV4
Golgi apparatus membrane 1 GORASP1
cell surface 4 ANXA1, TLR4, TNF, TRPV4
Golgi apparatus 4 ALB, GORASP1, NOS3, PTGS1
Golgi membrane 3 GORASP1, INS, NOS3
growth cone 1 TRPV4
neuronal cell body 1 TNF
sarcolemma 1 ANXA1
Cytoplasm, cytosol 2 ALOX15, ALOX5
endosome 1 ANXA1
plasma membrane 7 ALOX15, ANXA1, F2, NOS3, TLR4, TNF, TRPV4
Membrane 7 ALOX15, ANXA1, CAT, CYP1B1, CYP2J2, TLR4, TRPV4
apical plasma membrane 2 ANXA1, TRPV4
basolateral plasma membrane 1 ANXA1
caveola 2 NOS3, PTGS2
extracellular exosome 8 ALB, ANXA1, CAT, CYP2J2, EPHX2, F2, PON1, PTGS1
endoplasmic reticulum 3 ALB, PTGS2, TRPV4
extracellular space 7 ALB, ALOX5, ANXA1, F2, INS, PON1, TNF
perinuclear region of cytoplasm 3 ALOX5, NOS3, TLR4
adherens junction 2 ANXA1, TRPV4
mitochondrion 3 CASP8, CAT, CYP1B1
protein-containing complex 4 ALB, CASP8, CAT, PTGS2
intracellular membrane-bounded organelle 5 CAT, CYP1B1, CYP2B6, CYP2J2, PTGS1
Microsome membrane 5 CYP1B1, CYP2B6, CYP2J2, PTGS1, PTGS2
filopodium 1 TRPV4
Single-pass type I membrane protein 1 TLR4
Secreted 4 ALB, ANXA1, F2, INS
extracellular region 8 ALB, ALOX5, ANXA1, CAT, F2, INS, PON1, TNF
cytoplasmic side of plasma membrane 1 ALOX15
mitochondrial outer membrane 1 CASP8
mitochondrial matrix 1 CAT
Extracellular side 1 ANXA1
anchoring junction 1 ALB
Cell projection, cilium 2 ANXA1, TRPV4
motile cilium 1 ANXA1
photoreceptor outer segment 1 PTGS1
Nucleus membrane 1 ALOX5
nuclear membrane 1 ALOX5
external side of plasma membrane 2 TLR4, TNF
high-density lipoprotein particle 1 PON1
Cytoplasm, P-body 1 NOS3
P-body 1 NOS3
Early endosome 2 ANXA1, TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 ANXA1
Apical cell membrane 2 ANXA1, TRPV4
Cell projection, lamellipodium 1 CASP8
Cytoplasm, perinuclear region 1 ALOX5
Membrane raft 1 TNF
focal adhesion 3 ANXA1, CAT, TRPV4
cis-Golgi network 1 GORASP1
Cell junction, adherens junction 1 TRPV4
Peroxisome 2 CAT, EPHX2
Peroxisome matrix 1 CAT
peroxisomal matrix 2 CAT, EPHX2
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 2 ANXA1, F2
lateral plasma membrane 1 ANXA1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 1 TLR4
neuron projection 2 PTGS1, PTGS2
ciliary basal body 1 ALB
cilium 2 ANXA1, TRPV4
Cell projection, phagocytic cup 1 ANXA1
phagocytic cup 3 ANXA1, TLR4, TNF
cytoskeleton 2 CASP8, NOS3
centriole 1 ALB
Secreted, extracellular space 1 ANXA1
spindle pole 1 ALB
blood microparticle 3 ALB, F2, PON1
Basolateral cell membrane 1 ANXA1
nuclear envelope 1 ALOX5
Nucleus envelope 1 ALOX5
Endomembrane system 1 PTGS1
endosome lumen 1 INS
Lipid droplet 1 ALOX15
Cornified envelope 1 ANXA1
Cytoplasmic vesicle membrane 1 ANXA1
Cytoplasm, Stress granule 1 NOS3
cytoplasmic stress granule 1 NOS3
cell body 1 CASP8
lipopolysaccharide receptor complex 1 TLR4
ficolin-1-rich granule lumen 2 ALOX5, CAT
secretory granule lumen 3 ALOX5, CAT, INS
Golgi lumen 2 F2, INS
endoplasmic reticulum lumen 4 ALB, F2, INS, PTGS2
nuclear matrix 1 ALOX5
cortical actin cytoskeleton 1 TRPV4
platelet alpha granule lumen 1 ALB
endocytic vesicle membrane 1 NOS3
transport vesicle 1 INS
Secreted, extracellular exosome 1 ANXA1
Endoplasmic reticulum-Golgi intermediate compartment membrane 2 GORASP1, INS
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
Nucleus matrix 1 ALOX5
nuclear envelope lumen 1 ALOX5
vesicle membrane 1 ANXA1
cytoplasmic microtubule 1 TRPV4
Lateral cell membrane 1 ANXA1
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 1 CASP8
ripoptosome 1 CASP8
[Isoform 1]: Cell membrane 1 TRPV4
spherical high-density lipoprotein particle 1 PON1
[Isoform 2]: Endoplasmic reticulum 1 TRPV4
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
Cytoplasmic vesicle, secretory vesicle lumen 1 ANXA1
Nucleus intermembrane space 1 ALOX5
[Isoform 5]: Cell membrane 1 TRPV4
ciliary transition fiber 1 ALB
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[Isoform 4]: Endoplasmic reticulum 1 TRPV4
[Isoform 6]: Endoplasmic reticulum 1 TRPV4


文献列表

  • Dorottya Nagy-Szakal, Dinesh K Barupal, Bohyun Lee, Xiaoyu Che, Brent L Williams, Ellie J R Kahn, Joy E Ukaigwe, Lucinda Bateman, Nancy G Klimas, Anthony L Komaroff, Susan Levine, Jose G Montoya, Daniel L Peterson, Bruce Levin, Mady Hornig, Oliver Fiehn, W Ian Lipkin. Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics. Scientific reports. 2018 07; 8(1):10056. doi: 10.1038/s41598-018-28477-9. [PMID: 29968805]