11-Dehydrocorticosterone (BioDeep_00000005849)

   

human metabolite Endogenous blood metabolite Chemicals and Drugs


代谢物信息卡片


(1S,2R,10S,11S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,17-dione

化学式: C21H28O4 (344.1987)
中文名称: 11-去氢皮质甾酮
谱图信息: 最多检出来源 Homo sapiens(plant) 12.34%

分子结构信息

SMILES: CC12CCC(=O)C=C1CCC1C2C(=O)CC2(C)C(C(=O)CO)CCC12
InChI: InChI=1S/C21H28O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h9,14-16,19,22H,3-8,10-11H2,1-2H3

描述信息

11-Dehydrocorticosterone is a mineral corticosteroid. The conversion of inactive 11-ketoglucocorticoids such as 11-dehydrocorticosterone) into active 11b-hydroxyglucocorticoids (such as corticosterone) is catalyzed by 11beta-hydroxysteroid dehydrogenase (11b-HSD1, EC 1.1.1.146), which is expressed in many tissues and plays an important role in metabolically relevant tissues such as the liver, adipose tissue, skeletal muscles and possibly kidney. Chronically elevated local glucocorticoid action as a result of increased 11beta-HSD1 activity rather than elevated systemic glucocorticoid levels has been associated with metabolic syndrome, which is characterized by obesity, insulin resistance, type 2 diabetes and cardiovascular complications. Recent studies indicate that compounds inhibiting 11beta-HSD1 activity ameliorate the adverse effects of excessive glucocorticoid concentrations on metabolic processes, providing promising opportunities for the development of therapeutic interventions. 11-dehydrocorticosterone and corticosterone display antinatriuretic activity, although 11-dehydrocorticosterone is generally a more potent sodium retainer than corticosterone. (PMID: 17584152, Endocr Metab Immune Disord Drug Targets. 2007 Jun;7(2):125-40.) [HMDB]
11-Dehydrocorticosterone is a mineral corticosteroid. The conversion of inactive 11-ketoglucocorticoids such as 11-dehydrocorticosterone) into active 11b-hydroxyglucocorticoids (such as corticosterone) is catalyzed by 11beta-hydroxysteroid dehydrogenase (11b-HSD1, EC 1.1.1.146), which is expressed in many tissues and plays an important role in metabolically relevant tissues such as the liver, adipose tissue, skeletal muscles and possibly kidney. Chronically elevated local glucocorticoid action as a result of increased 11beta-HSD1 activity rather than elevated systemic glucocorticoid levels has been associated with metabolic syndrome, which is characterized by obesity, insulin resistance, type 2 diabetes and cardiovascular complications. Recent studies indicate that compounds inhibiting 11beta-HSD1 activity ameliorate the adverse effects of excessive glucocorticoid concentrations on metabolic processes, providing promising opportunities for the development of therapeutic interventions. 11-dehydrocorticosterone and corticosterone display antinatriuretic activity, although 11-dehydrocorticosterone is generally a more potent sodium retainer than corticosterone. (PMID: 17584152, Endocr Metab Immune Disord Drug Targets. 2007 Jun;7(2):125-40.).

同义名列表

19 个代谢物同义名

(1S,2R,10S,11S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,17-dione; 17-(1-Keto-2-hydroxyethyl)-D4-androsten-3,11-dione; 11-Dehydrocorticosterone, 4-(14)C labeled; 21-hydroxy-pregn-4-ene-3,11,20-trione; 21-Hydroxypregn-4-ene-3,11,20-trione; 21-Hydroxypregn-4-ene-3,11-20-trione; D4-Pregnene-21-ol-3,11,20-trione; D4-Pregnen-21-ol-3,11,20-trione; 4-Pregnen-21-ol-3,11,20-trione; 11-oxo-11-Deoxycorticosterone; 11-Dehydro-corticosterone; 11-DEHYDROCORTICOSTERONE; Dehydrocortocicosterone; 11-Dehydrocorticosteron; Dehydrocorticosterone; 11-Oxocorticosterone; Kendalls compound A; 17-Deoxycortisone; 11-Dehydrocorticosterone



数据库引用编号

19 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

34 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(34)

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 5 ADAM10, CCL3, MTOR, NR3C1, NR3C2
Peripheral membrane protein 3 ACHE, CYP1B1, MTOR
Endosome membrane 1 INSR
Endoplasmic reticulum membrane 7 CD4, CYP17A1, CYP1B1, HMOX1, MTOR, NR3C2, SPP1
Nucleus 6 ACHE, ADAM10, HMOX1, MTOR, NR3C1, NR3C2
cytosol 5 CCL3, HMOX1, MTOR, NR3C1, NR3C2
dendrite 2 ADAM10, MTOR
phagocytic vesicle 1 MTOR
centrosome 1 NR3C1
nucleoplasm 4 HMOX1, MTOR, NR3C1, NR3C2
Cell membrane 7 ACHE, ADAM10, CD4, CD86, CD8A, INSR, SPP1
Cytoplasmic side 2 HMOX1, MTOR
Cell projection, axon 1 ADAM10
Multi-pass membrane protein 1 SPP1
Golgi apparatus membrane 2 ADAM10, MTOR
Synapse 3 ACHE, CRH, NR3C1
cell surface 3 ACHE, ADAM10, CD86
glutamatergic synapse 1 ADAM10
Golgi apparatus 3 ACHE, ADAM10, SPP1
Golgi membrane 3 ADAM10, INS, MTOR
lysosomal membrane 1 MTOR
neuromuscular junction 1 ACHE
neuronal cell body 1 CYP17A1
Lysosome 2 INSR, MTOR
plasma membrane 8 ACHE, ADAM10, CD4, CD86, CD8A, INSR, REN, SPP1
Membrane 9 ACHE, ADAM10, CD86, CYP1B1, HMOX1, INSR, MTOR, NR3C1, REN
axon 3 ADAM10, CYP17A1, INSR
caveola 1 INSR
extracellular exosome 6 ADAM10, ALDH2, BMP3, CD86, INSR, SPP1
Lysosome membrane 1 MTOR
endoplasmic reticulum 2 CYP17A1, HMOX1
extracellular space 8 ACHE, BMP3, CCL3, CRH, HMOX1, INS, REN, SPP1
perinuclear region of cytoplasm 3 ACHE, HMOX1, SPP1
adherens junction 1 ADAM10
mitochondrion 3 ALDH2, CYP1B1, NR3C1
protein-containing complex 1 NR3C1
intracellular membrane-bounded organelle 2 ADAM10, CYP1B1
Microsome membrane 3 CYP17A1, CYP1B1, MTOR
postsynaptic density 1 ADAM10
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 5 ADAM10, CD4, CD86, CD8A, INSR
Secreted 7 ACHE, BMP3, CCL3, CRH, INS, REN, SPP1
extracellular region 8 ACHE, BMP3, CCL3, CD8A, CRH, INS, REN, SPP1
Mitochondrion outer membrane 1 MTOR
mitochondrial outer membrane 2 HMOX1, MTOR
neuronal cell body membrane 1 INSR
[Isoform 2]: Secreted 1 CD8A
Mitochondrion matrix 1 ALDH2
mitochondrial matrix 2 ALDH2, NR3C1
Extracellular side 1 ACHE
centriolar satellite 1 CD86
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 NR3C1
external side of plasma membrane 4 CD4, CD86, CD8A, INSR
varicosity 1 CRH
neuronal dense core vesicle lumen 1 CRH
perikaryon 1 CRH
Early endosome 1 CD4
apical part of cell 1 REN
Golgi-associated vesicle 1 ADAM10
Membrane raft 1 CD4
pore complex 1 ADAM10
Cytoplasm, cytoskeleton, spindle 1 NR3C1
focal adhesion 1 ADAM10
spindle 1 NR3C1
Cell junction, adherens junction 1 ADAM10
basement membrane 1 ACHE
Nucleus, PML body 1 MTOR
PML body 1 MTOR
nuclear speck 1 NR3C1
Late endosome 1 INSR
receptor complex 3 CD8A, INSR, NR3C2
chromatin 2 NR3C1, NR3C2
cell projection 1 SPP1
Chromosome 1 NR3C1
Lipid-anchor, GPI-anchor 1 ACHE
nuclear envelope 1 MTOR
Endomembrane system 1 MTOR
endosome lumen 1 INS
Nucleus, nucleoplasm 1 NR3C1
Cell projection, dendrite 1 ADAM10
specific granule membrane 1 ADAM10
tertiary granule membrane 1 ADAM10
side of membrane 1 ACHE
clathrin-coated vesicle 1 ADAM10
synaptic membrane 1 ADAM10
plasma membrane raft 1 CD8A
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 ADAM10, CD4, INS, SPP1
Cytoplasmic vesicle, clathrin-coated vesicle 1 ADAM10
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
Single-pass type IV membrane protein 1 HMOX1
perinuclear endoplasmic reticulum 1 ADAM10
tetraspanin-enriched microdomain 1 ADAM10
clathrin-coated endocytic vesicle membrane 1 CD4
synaptic cleft 1 ACHE
[Isoform 1]: Cell membrane 1 CD8A
dendrite membrane 1 INSR
Cytoplasmic vesicle, phagosome 1 MTOR
[Isoform Alpha]: Cytoplasm 1 NR3C1
T cell receptor complex 2 CD4, CD8A
[Isoform Beta]: Nucleus 1 NR3C1
[Isoform Alpha-B]: Nucleus 1 NR3C1
insulin receptor complex 1 INSR
[Isoform H]: Cell membrane 1 ACHE


文献列表

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  • Manu Verma, Karen Sooy, George Just, Mark Nixon, Ruth Morgan, Ruth Andrew, Karen E Chapman, Natalie Z M Homer. Quantitative analysis of 11-dehydrocorticosterone and corticosterone for preclinical studies by liquid chromatography/triple quadrupole mass spectrometry. Rapid communications in mass spectrometry : RCM. 2020 Sep; 34 Suppl 4(?):e8610. doi: 10.1002/rcm.8610. [PMID: 31677354]
  • Catharine J Wheaton, Natalie D Mylniczenko, John M Rimoldi, Rama S V S Gadepalli, R Hart, Bobbi R O'Hara, Andrew N Evans. Challenges, pitfalls and surprises: development and validation of a monoclonal antibody for enzyme immunoassay of the steroid 1α-hydroxycorticosterone in elasmobranch species. General and comparative endocrinology. 2018 09; 265(?):83-89. doi: 10.1016/j.ygcen.2018.01.028. [PMID: 29409969]
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  • Yong Liu, Frank Park, Jennifer L Pietrusz, Guangfu Jia, Ravinder J Singh, Brian C Netzel, Mingyu Liang. Suppression of 11beta-hydroxysteroid dehydrogenase type 1 with RNA interference substantially attenuates 3T3-L1 adipogenesis. Physiological genomics. 2008 Feb; 32(3):343-51. doi: 10.1152/physiolgenomics.00067.2007. [PMID: 18073273]
  • Maj Sundbom, Christina Kaiser, Eva Björkstrand, Victor M Castro, Catarina Larsson, Göran Selén, Charlotte Söderberg Nyhem, Stephen R James. Inhibition of 11betaHSD1 with the S-phenylethylaminothiazolone BVT116429 increases adiponectin concentrations and improves glucose homeostasis in diabetic KKAy mice. BMC pharmacology. 2008 Feb; 8(?):3. doi: 10.1186/1471-2210-8-3. [PMID: 18269730]
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