7-a,25-Dihydroxycholesterol (BioDeep_00000010757)

Main id: BioDeep_00000636711

 

human metabolite Endogenous


代谢物信息卡片


3beta,7alpha,25-Trihydroxycholest-5-ene

化学式: C27H46O3 (418.3447)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 28.98%

分子结构信息

SMILES: CC(CCCC(C)(C)O)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)C
InChI: InChI=1S/C27H46O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1

描述信息

7α, 25-dihydroxycholesterol (7α,25-OHC) is a potent and selective agonist and endogenous ligand of the orphan GPCR receptor EBI2 (GPR183). 7α, 25-dihydroxycholesterol is highly potent at activating EBI2 (EC50=140 pM; Kd=450 pM). 7α, 25-dihydroxycholesterol can serve as a chemokine directing migration of B cells, T cells and dendritic cells[1][2].

同义名列表

9 个代谢物同义名

3beta,7alpha,25-Trihydroxycholest-5-ene; Cholest-5-ene-3beta,7alpha,25-triol; cholest-5-en-3beta,7alpha,25-triol; 5-Cholesten-3beta,7alpha,25-triol; 7alpha,25-dihydroxycholesterol; ACMC-20mb3h; ST 27:1;O3; 7α,25-OHC; 7α,25-Dihydroxycholesterol



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(15)

BioCyc(0)

PlantCyc(0)

代谢反应

159 个相关的代谢反应过程信息。

Reactome(137)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(22)

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 9 AIMP2, BECN1, CASP3, CASP9, MAP1A, MTOR, PIK3R6, PTGS2, SREBF1
Golgi apparatus, trans-Golgi network membrane 1 BECN1
Peripheral membrane protein 4 BECN1, MTOR, PIK3R6, PTGS2
Endosome membrane 1 BECN1
Endoplasmic reticulum membrane 7 BECN1, CD4, CH25H, CYP7B1, MTOR, PTGS2, SREBF1
Mitochondrion membrane 1 BECN1
Cytoplasmic vesicle, autophagosome 1 BECN1
Nucleus 6 AIMP2, BECN1, CASP3, CASP9, MTOR, SREBF1
autophagosome 2 BECN1, MAP1LC3A
cytosol 11 AIMP2, BECN1, CASP3, CASP9, CH25H, IL1B, MAP1A, MAP1LC3A, MTOR, PIK3R6, SREBF1
dendrite 3 BECN1, MAP1A, MTOR
mitochondrial membrane 1 BECN1
nuclear body 1 BECN1
phagocytic vesicle 2 BECN1, MTOR
phosphatidylinositol 3-kinase complex, class III 1 BECN1
trans-Golgi network 1 BECN1
nucleoplasm 3 CASP3, MTOR, SREBF1
Cell membrane 4 CD4, GPR183, GPRC5A, PIK3R6
Lipid-anchor 1 MAP1LC3A
Cytoplasmic side 1 MTOR
Multi-pass membrane protein 6 CH25H, CYP7B1, GPR183, GPRC5A, SREBF1, UCP1
Golgi apparatus membrane 2 MTOR, SREBF1
Synapse 2 ACAN, MAP1A
dendritic shaft 1 MAP1A
glutamatergic synapse 3 ACAN, CASP3, MAP1LC3A
Golgi membrane 2 MTOR, SREBF1
lysosomal membrane 1 MTOR
mitochondrial inner membrane 1 UCP1
neuronal cell body 2 CASP3, MAP1A
Cytoplasm, cytosol 2 AIMP2, IL1B
Lysosome 2 IL1B, MTOR
endosome 1 BECN1
plasma membrane 4 CD4, GPR183, GPRC5A, PIK3R6
Membrane 4 AIMP2, CYP7B1, MTOR, PIK3R6
axon 1 MAP1A
caveola 1 PTGS2
extracellular exosome 1 GPRC5A
Lysosome membrane 1 MTOR
endoplasmic reticulum 3 BECN1, PTGS2, SREBF1
extracellular space 4 ACAN, IL10, IL17A, IL1B
lysosomal lumen 1 ACAN
mitochondrion 2 CASP9, UCP1
protein-containing complex 3 CASP9, PTGS2, SREBF1
intracellular membrane-bounded organelle 2 GPRC5A, MAP1LC3A
Microsome membrane 3 CYP7B1, MTOR, PTGS2
postsynaptic density 1 CASP3
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 CD4
Secreted 3 IL10, IL17A, IL1B
extracellular region 4 ACAN, IL10, IL17A, IL1B
Mitochondrion outer membrane 1 MTOR
mitochondrial outer membrane 1 MTOR
external side of plasma membrane 2 CD4, IL17A
Secreted, extracellular space, extracellular matrix 1 ACAN
nucleolus 1 GPRC5A
axon cytoplasm 1 MAP1A
Early endosome 1 CD4
vesicle 1 GPRC5A
Mitochondrion inner membrane 1 UCP1
Membrane raft 1 CD4
Cytoplasm, cytoskeleton 2 MAP1A, MAP1LC3A
microtubule 2 MAP1A, MAP1LC3A
GABA-ergic synapse 1 ACAN
basement membrane 1 ACAN
Nucleus, PML body 1 MTOR
PML body 1 MTOR
collagen-containing extracellular matrix 1 ACAN
secretory granule 1 IL1B
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Late endosome 1 MAP1LC3A
receptor complex 1 GPRC5A
neuron projection 2 MAP1A, PTGS2
chromatin 1 SREBF1
microtubule associated complex 1 MAP1A
Cytoplasmic vesicle, autophagosome membrane 1 MAP1LC3A
autophagosome membrane 1 MAP1LC3A
organelle membrane 1 MAP1LC3A
nuclear envelope 2 MTOR, SREBF1
Endomembrane system 2 MAP1LC3A, MTOR
phagophore assembly site 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type I 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type II 1 BECN1
Cytoplasmic vesicle membrane 2 GPRC5A, SREBF1
axon initial segment 1 MAP1A
Golgi lumen 1 ACAN
endoplasmic reticulum lumen 2 CD4, PTGS2
phosphatidylinositol 3-kinase complex 1 PIK3R6
phosphatidylinositol 3-kinase complex, class IA 1 PIK3R6
Secreted, extracellular exosome 1 IL1B
perineuronal net 1 ACAN
ER to Golgi transport vesicle membrane 1 SREBF1
apoptosome 1 CASP9
clathrin-coated endocytic vesicle membrane 1 CD4
death-inducing signaling complex 1 CASP3
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
Cytoplasmic vesicle, phagosome 1 MTOR
Cytoplasmic vesicle, COPII-coated vesicle membrane 1 SREBF1
dendritic microtubule 1 MAP1A
T cell receptor complex 1 CD4
Autolysosome 1 MAP1LC3A
dendritic branch 1 MAP1A
primary dendrite 1 MAP1A
perisynaptic extracellular matrix 1 ACAN
cytoplasmic side of mitochondrial outer membrane 1 BECN1
[Sterol regulatory element-binding protein 1]: Endoplasmic reticulum membrane 1 SREBF1
[Processed sterol regulatory element-binding protein 1]: Nucleus 1 SREBF1
[Isoform SREBP-1aDelta]: Nucleus 1 SREBF1
[Isoform SREBP-1cDelta]: Nucleus 1 SREBF1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3R6
caspase complex 1 CASP9
[Beclin-1-C 35 kDa]: Mitochondrion 1 BECN1
[Beclin-1-C 37 kDa]: Mitochondrion 1 BECN1


文献列表

  • Jin Huang, Seung-Jin Lee, Saeromi Kang, Man Ho Choi, Dong-Soon Im. 7α,25-Dihydroxycholesterol Suppresses Hepatocellular Steatosis through GPR183/EBI2 in Mouse and Human Hepatocytes. The Journal of pharmacology and experimental therapeutics. 2020 07; 374(1):142-150. doi: 10.1124/jpet.120.264960. [PMID: 32341017]
  • Tau Benned-Jensen, Christoffer Norn, Stephane Laurent, Christian M Madsen, Hjalte M Larsen, Kristine N Arfelt, Romain M Wolf, Thomas Frimurer, Andreas W Sailer, Mette M Rosenkilde. Molecular characterization of oxysterol binding to the Epstein-Barr virus-induced gene 2 (GPR183). The Journal of biological chemistry. 2012 Oct; 287(42):35470-35483. doi: 10.1074/jbc.m112.387894. [PMID: 22875855]
  • Lisa M Kelly, João P Pereira, Tangsheng Yi, Ying Xu, Jason G Cyster. EBI2 guides serial movements of activated B cells and ligand activity is detectable in lymphoid and nonlymphoid tissues. Journal of immunology (Baltimore, Md. : 1950). 2011 Sep; 187(6):3026-32. doi: 10.4049/jimmunol.1101262. [PMID: 21844396]
  • Sébastien Hannedouche, Juan Zhang, Tangsheng Yi, Weijun Shen, Deborah Nguyen, João P Pereira, Danilo Guerini, Birgit U Baumgarten, Silvio Roggo, Ben Wen, Richard Knochenmuss, Sophie Noël, Francois Gessier, Lisa M Kelly, Mirka Vanek, Stephane Laurent, Inga Preuss, Charlotte Miault, Isabelle Christen, Ratna Karuna, Wei Li, Dong-In Koo, Thomas Suply, Christian Schmedt, Eric C Peters, Rocco Falchetto, Andreas Katopodis, Carsten Spanka, Marie-Odile Roy, Michel Detheux, Yu Alice Chen, Peter G Schultz, Charles Y Cho, Klaus Seuwen, Jason G Cyster, Andreas W Sailer. Oxysterols direct immune cell migration via EBI2. Nature. 2011 Jul; 475(7357):524-7. doi: 10.1038/nature10280. [PMID: 21796212]