4-Oxoretinol (BioDeep_00000004248)

 

Secondary id: BioDeep_00000639377

human metabolite Endogenous


代谢物信息卡片


3-[(1E,3E,5E,7E)-9-hydroxy-3,7-dimethylnona-1,3,5,7-tetraen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one

化学式: C20H28O2 (300.2089)
中文名称: 4-酮视黄醇
谱图信息: 最多检出来源 Mus musculus(not specific) 1.4%

分子结构信息

SMILES: C/C(=C\C=C\C(=C\CO)\C)/C=C/C1=C(C)C(=O)CCC1(C)C
InChI: InChI=1S/C20H28O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,21H,11,13-14H2,1-5H3/b8-6+,10-9+,15-7+,16-12+

描述信息

4-oxo-retinol, a metabolite of retinol synthesized in mouse embryonal carcinoma F9 cells,is active in inducing differentiation of these cells. It also functions as a ligand of retinoic acid receptors and a transcriptional activator of reporter. genes.[PMID: 9110564]. 4-Oxoretinol is a metabolite of retinol in the human promyelocytic leukemia cell line NB4 which induces cell growth arrest and granulocytic differentiation.[PMID: 9581846].
4-oxo-retinol, a metabolite of retinol synthesized in mouse embryonal carcinoma F9 cells,is active in inducing differentiation of these cells. It also functions as a ligand of retinoic acid receptors and a transcriptional activator of reporter
D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids

同义名列表

19 个代谢物同义名

3-[(1E,3E,5E,7E)-9-hydroxy-3,7-dimethylnona-1,3,5,7-tetraen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one; 3,7-Dimethyl-9-(3-oxo-2,6,6-trimethyl-1-cyclohexenyl)-2,4,6,8-nonatetraen-1-ol; 4-Ketovitamin-alpha-alcohol; 4-Oxovitamin-alpha-alcohol; 4-Ketovitamin-a-alcohol; 4-Oxovitamin-a-alcohol; all-trans-4-Oxoretinol; 4-Ketovitamin a(1); 4-Oxovitamin a1; 4-Keto Retinol; 4-oxo-Retinol; 4-Ketoretinol; AKOS030242745; 4-Oxoretinol; 4-oxo-ROL; 4-OxoROL; 4OVA1; OXR; 4-Oxoretinol



数据库引用编号

16 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

9 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(9)

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 3 MAPK3, PML, RBP1
Peripheral membrane protein 2 CYP1B1, PML
Endoplasmic reticulum membrane 4 CYP1B1, CYP26A1, PML, RAC2
Nucleus 7 MAPK3, MPO, NCOA7, OXR1, PML, RBP1, RBP2
cytosol 7 LIF, MAPK3, PML, PRKCQ, RAC2, RBP1, RBP2
nucleoplasm 5 MAPK3, MPO, PML, RBP1, RBP2
Cell membrane 4 GPRC5A, HCRTR1, ITGAM, RBP2
Cytoplasmic side 1 PML
lamellipodium 1 RAC2
Early endosome membrane 1 PML
Multi-pass membrane protein 2 GPRC5A, HCRTR1
Synapse 4 HCRT, HCRTR1, NPS, RBP2
cell surface 3 CD200, CD200R1, ITGAM
glutamatergic synapse 2 MAPK3, RBP1
Golgi apparatus 1 MAPK3
Golgi membrane 1 INS
neuronal cell body 1 CD200
postsynapse 1 HCRT
synaptic vesicle 1 HCRT
Lysosome 1 MPO
plasma membrane 10 CD200, CD200R1, GPRC5A, HCRTR1, ITGAM, MAPK3, PRKCQ, RAC2, RBP1, RBP2
Membrane 5 CD200, CD200R1, CYP1B1, HCRTR1, ITGAM
axon 1 CD200
caveola 1 MAPK3
extracellular exosome 4 GPRC5A, ITGAM, MPO, RAC2
extracellular space 4 INS, ITGAM, LIF, MPO
perinuclear region of cytoplasm 1 HCRT
mitochondrion 4 CYP1B1, MAPK3, OXR1, RBP1
intracellular membrane-bounded organelle 3 CYP1B1, GPRC5A, MPO
Microsome membrane 2 CYP1B1, CYP26A1
Single-pass type I membrane protein 1 ITGAM
Secreted 1 INS
extracellular region 6 CD200R1, HCRT, INS, LIF, MPO, NPS
Single-pass membrane protein 2 CD200, CD200R1
mitochondrial outer membrane 1 RAC2
centriolar satellite 1 PRKCQ
nuclear membrane 1 PML
external side of plasma membrane 2 CD200R1, ITGAM
neuronal dense core vesicle lumen 1 HCRT
cytoplasmic vesicle 1 HCRT
nucleolus 4 GPRC5A, OXR1, PML, RBP2
Early endosome 1 MAPK3
vesicle 1 GPRC5A
Membrane raft 1 ITGAM
Cell junction, focal adhesion 1 MAPK3
focal adhesion 2 MAPK3, RAC2
Nucleus, PML body 1 PML
PML body 1 PML
secretory granule 1 MPO
Late endosome 1 MAPK3
receptor complex 2 CD200R1, GPRC5A
neuron projection 1 CD200
chromatin 1 RBP2
phagocytic vesicle membrane 1 RAC2
cytoskeleton 1 MAPK3
Nucleus, nucleolus 1 RBP2
chromosome, telomeric region 1 PML
nuclear envelope 2 MAPK3, RAC2
endosome lumen 1 INS
Lipid droplet 1 RBP1
Membrane, caveola 1 MAPK3
Cytoplasmic vesicle membrane 1 GPRC5A
specific granule membrane 1 ITGAM
tertiary granule membrane 1 ITGAM
cell body 2 CD200, RBP1
pseudopodium 1 MAPK3
azurophil granule 1 MPO
plasma membrane raft 1 ITGAM
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 INS, MAPK3
nuclear matrix 1 PML
transcription repressor complex 1 RBP1
transport vesicle 1 INS
azurophil granule lumen 1 MPO
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 PRKCQ
aggresome 1 PRKCQ
calyx of Held 1 RBP1
phagocytic vesicle lumen 1 MPO
Sin3-type complex 1 RBP1
protein-DNA complex 1 RBP2
Rough endoplasmic reticulum 1 HCRT
integrin complex 1 ITGAM
NADPH oxidase complex 1 RAC2
integrin alphaM-beta2 complex 1 ITGAM


文献列表

  • Olivier Sorg, Christian Tran, Pierre Carraux, Denise Grand, Christelle Barraclough, Jean-François Arrighi, Patrick Descombes, Vincent Piguet, Jean-Hilaire Saurat. Metabolism and biological activities of topical 4-oxoretinoids in mouse skin. The Journal of investigative dermatology. 2008 Apr; 128(4):999-1008. doi: 10.1038/sj.jid.5701106. [PMID: 17943179]
  • Kristina L Penniston, Sherry A Tanumihardjo. Elevated serum concentrations of beta-glucuronide metabolites and 4-oxoretinol in lactating sows after treatment with vitamin A: a model for evaluating supplementation in lactating women. The American journal of clinical nutrition. 2005 Apr; 81(4):851-8. doi: 10.1093/ajcn/81.4.851. [PMID: 15817863]
  • A B Barua, J A Olson. Metabolism and biological activity of all-trans 4,4-difluororetinyl acetate. Biochimica et biophysica acta. 1984 Jun; 799(2):128-34. doi: 10.1016/0304-4165(84)90286-1. [PMID: 6547353]