Metaxalone (BioDeep_00000002453)

 

Secondary id: BioDeep_00001867794

human metabolite blood metabolite


代谢物信息卡片


5-(3,5-dimethylphenoxymethyl)-1,3-oxazolidin-2-one

化学式: C12H15NO3 (221.1052)
中文名称: 美他沙酮
谱图信息: 最多检出来源 Homo sapiens(plant) 7.69%

分子结构信息

SMILES: CC1=CC(=CC(=C1)OCC2CNC(=O)O2)C
InChI: InChI=1S/C12H15NO3/c1-8-3-9(2)5-10(4-8)15-7-11-6-13-12(14)16-11/h3-5,11H,6-7H2,1-2H3,(H,13,14)

描述信息

Metaxalone (marketed by King Pharmaceuticals under the brand name Skelaxin) is a muscle relaxant used to relax muscles and relieve pain caused by strains, sprains, and other musculoskeletal conditions. Its exact mechanism of action is not known, but it may be due to general central nervous system depression. It is considered to be a moderately strong muscle relaxant, with relatively low incidence of side effects. Skelaxin comes in an 800 mg scored tablet. It previously came in both 400 mg and 800 mg tablets. The 400 mg tablet has been discontinued. Possible side effects include nausea, vomiting, drowsiness and CNS side effects such as dizziness, headache, and irritability.
D018373 - Peripheral Nervous System Agents > D009465 - Neuromuscular Agents
C78281 - Agent Affecting Musculoskeletal System > C29696 - Muscle Relaxant
D000890 - Anti-Infective Agents > D023303 - Oxazolidinones
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3127

同义名列表

11 个代谢物同义名

5-(3,5-dimethylphenoxymethyl)-1,3-oxazolidin-2-one; Methaxalonum; Metassalone; Methoxolone; Metazolone; Metazalone; METAXALONE; Metaxalon; Skelaxin; AHR 438; Metaxalone



数据库引用编号

29 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

0 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(0)

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 13 ALB, BCL2, CASP3, CAT, CYP2B6, CYP3A4, IL13, MAPK3, PPARG, PRKX, PTGS2, RGS4, TUBB4B
Peripheral membrane protein 2 CYP2B6, PTGS2
Endoplasmic reticulum membrane 4 BCL2, CYP2B6, CYP3A4, PTGS2
Mitochondrion membrane 1 MAOA
Nucleus 10 ALB, BCL2, CASP3, GABPA, MAPK3, PPARG, PPARGC1A, PRKX, RGS4, TUBB4B
cytosol 10 ALB, BCL2, CASP3, CAT, GSR, MAOA, MAPK3, PPARG, PPARGC1A, TUBB4B
centrosome 1 ALB
nucleoplasm 7 ATP2B1, CASP3, GABPA, MAPK3, PPARG, PPARGC1A, PRKX
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 1 ATP2B1
Cytoplasmic side 1 MAOA
Multi-pass membrane protein 1 ATP2B1
Synapse 1 ATP2B1
glutamatergic synapse 3 ATP2B1, CASP3, MAPK3
Golgi apparatus 2 ALB, MAPK3
neuronal cell body 1 CASP3
presynaptic membrane 1 ATP2B1
Lysosome 1 SGSH
plasma membrane 3 ATP2B1, MAPK3, RGS4
synaptic vesicle membrane 1 ATP2B1
Membrane 5 ATP2B1, BCL2, CAT, CYP3A4, MAOA
basolateral plasma membrane 1 ATP2B1
caveola 2 MAPK3, PTGS2
extracellular exosome 6 ALB, ATP2B1, CAT, GSR, SGSH, TUBB4B
endoplasmic reticulum 3 ALB, BCL2, PTGS2
extracellular space 3 ALB, IL13, IL6
lysosomal lumen 1 SGSH
perinuclear region of cytoplasm 1 PPARG
mitochondrion 5 BCL2, CAT, GSR, MAOA, MAPK3
protein-containing complex 5 ALB, BCL2, CAT, PTGS2, RGS4
intracellular membrane-bounded organelle 5 ATP2B1, CAT, CYP2B6, CYP3A4, PPARG
Microsome membrane 3 CYP2B6, CYP3A4, PTGS2
postsynaptic density 1 CASP3
Secreted 3 ALB, IL13, IL6
extracellular region 5 ALB, CAT, IL13, IL6, TUBB4B
Mitochondrion outer membrane 2 BCL2, MAOA
Single-pass membrane protein 2 BCL2, MAOA
mitochondrial outer membrane 2 BCL2, MAOA
mitochondrial matrix 2 CAT, GSR
anchoring junction 1 ALB
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 2 GSR, IL13
Extracellular vesicle 1 TUBB4B
microtubule cytoskeleton 1 TUBB4B
Early endosome 1 MAPK3
pore complex 1 BCL2
Cell junction, focal adhesion 1 MAPK3
Cytoplasm, cytoskeleton 1 TUBB4B
focal adhesion 2 CAT, MAPK3
microtubule 1 TUBB4B
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Nucleus, PML body 1 PPARGC1A
PML body 1 PPARGC1A
lateral plasma membrane 1 ATP2B1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Late endosome 1 MAPK3
receptor complex 1 PPARG
neuron projection 1 PTGS2
ciliary basal body 1 ALB
chromatin 3 GABPA, PPARG, PPARGC1A
cell projection 1 ATP2B1
mitotic spindle 1 TUBB4B
cytoskeleton 2 MAPK3, TUBB4B
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
Basolateral cell membrane 1 ATP2B1
intercellular bridge 1 TUBB4B
Cytoplasm, cytoskeleton, flagellum axoneme 1 TUBB4B
sperm flagellum 1 TUBB4B
nuclear envelope 1 MAPK3
Membrane, caveola 1 MAPK3
axonemal microtubule 1 TUBB4B
Presynaptic cell membrane 1 ATP2B1
myelin sheath 1 BCL2
pseudopodium 1 MAPK3
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
endoplasmic reticulum lumen 4 ALB, IL6, MAPK3, PTGS2
platelet alpha granule lumen 1 ALB
azurophil granule lumen 1 TUBB4B
immunological synapse 1 ATP2B1
Single-pass type IV membrane protein 1 MAOA
[Isoform 1]: Nucleus 1 PPARGC1A
death-inducing signaling complex 1 CASP3
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
BAD-BCL-2 complex 1 BCL2
photoreceptor ribbon synapse 1 ATP2B1
ciliary transition fiber 1 ALB
[Isoform B4]: Nucleus 1 PPARGC1A
[Isoform B4-8a]: Cytoplasm 1 PPARGC1A
[Isoform B5]: Nucleus 1 PPARGC1A
[Isoform 9]: Nucleus 1 PPARGC1A


文献列表

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Masayoshi Yamaguchi, Robert M Levy. Metaxalone Suppresses Production of Inflammatory Cytokines Associated with Painful Conditions in Mouse Macrophages RAW264.7 Cells in Vitro: Synergistic Effect with β-caryophyllene. Current molecular medicine. 2020; 20(8):643-652. doi: 10.2174/1566524020666200217102508. [PMID: 32065089]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Byron Curtis, Charla Jenkins, Andrea L Wiens. A rare fatality attributed solely to metaxalone. Journal of analytical toxicology. 2015 May; 39(4):321-3. doi: 10.1093/jat/bkv008. [PMID: 25673649]
  • Dyllon Ivy Martini, Nicholas Nacca, David Haswell, Timothy Cobb, Michael Hodgman. Serotonin syndrome following metaxalone overdose and therapeutic use of a selective serotonin reuptake inhibitor. Clinical toxicology (Philadelphia, Pa.). 2015 Mar; 53(3):185-7. doi: 10.3109/15563650.2015.1009993. [PMID: 25671244]
  • Adam R Bosak, Aaron B Skolnik. Serotonin syndrome associated with metaxalone overdose. Journal of medical toxicology : official journal of the American College of Medical Toxicology. 2014 Dec; 10(4):402-5. doi: 10.1007/s13181-014-0404-5. [PMID: 24805103]
  • Dipanjan Goswami, Arabinda Saha, Sanjay Gurule, Arshad Khuroo, Tausif Monif, Poonam Vats. Metaxalone estimation in biological matrix using high-throughput LC-MS/MS bioanalytical method. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Aug; 902(?):132-6. doi: 10.1016/j.jchromb.2012.05.034. [PMID: 22766230]
  • Patrick J Phillips, Steven G Smith, D W Kolpin, Steven D Zaugg, Herbert T Buxton, Edward T Furlong, Kathleen Esposito, Beverley Stinson. Pharmaceutical formulation facilities as sources of opioids and other pharmaceuticals to wastewater treatment plant effluents. Environmental science & technology. 2010 Jul; 44(13):4910-6. doi: 10.1021/es100356f. [PMID: 20521847]
  • Hiren N Mistri, Arvind G Jangid, Ashutosh Pudage, Pranav Shrivastav. HPLC-ESI-MS/MS validated method for simultaneous quantification of zopiclone and its metabolites, N-desmethyl zopiclone and zopiclone-N-oxide in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2008 Mar; 864(1-2):137-48. doi: 10.1016/j.jchromb.2008.02.004. [PMID: 18313371]
  • Hiren N Mistri, Arvind G Jangid, Ashutosh Pudage, Noel Gomes, Mallika Sanyal, Pranav Shrivastav. High throughput LC-MS/MS method for simultaneous quantification of lamivudine, stavudine and nevirapine in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Jun; 853(1-2):320-32. doi: 10.1016/j.jchromb.2007.03.047. [PMID: 17481969]
  • Ramakrishna V S Nirogi, Vishwottam N Kandikere, Manoj Shukla, Koteshwara Mudigonda, Wishu Shrivastava, Praveen V Datla. Quantification of metaxalone in human plasma by liquid chromatography coupled to tandem mass spectrometry. Journal of analytical toxicology. 2006 May; 30(4):245-51. doi: 10.1093/jat/30.4.245. [PMID: 16803662]
  • Nichole D Bynum, Justin L Poklis, Maryanne Gaffney-Kraft, Diana Garside, Jeri D Ropero-Miller. Postmortem distribution of tramadol, amitriptyline, and their metabolites in a suicidal overdose. Journal of analytical toxicology. 2005 Jul; 29(5):401-6. doi: 10.1093/jat/29.5.401. [PMID: 16105270]
  • Justin L Poklis, Jeri D Ropero-Miller, Diana Garside, Ruth E Winecker. Metaxalone (Skelaxin)-related death. Journal of analytical toxicology. 2004 Sep; 28(6):537-41. doi: 10.1093/jat/28.6.537. [PMID: 15516312]
  • M K Samson, R L Stephens, S Rivkin, M Opipari, T Maloney, C W Groppe, R Fisher. Vinblastine, bleomycin, and cis-dichlorodiammineplatinum(II) in disseminated testicular cancer: preliminary report of a Southwest Oncology Group Study. Cancer treatment reports. 1979 Sep; 63(9-10):1663-7. doi: . [PMID: 91435]