Methohexital (BioDeep_00000001492)

 

Secondary id: BioDeep_00000405898

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


5-Allyl-1-methyl-5-(1-methyl-2-pentynyl)-2,4,6(1H,3H,5H)-pyrimidinetrione

化学式: C14H18N2O3 (262.1317)
中文名称: 美索比妥
谱图信息: 最多检出来源 Homo sapiens(blood) 56.48%

分子结构信息

SMILES: C=CCC1(C(C)C#CCC)C(=O)NC(=O)N(C)C1=O
InChI: InChI=1S/C14H18N2O3/c1-5-7-8-10(3)14(9-6-2)11(17)15-13(19)16(4)12(14)18/h6,10H,2,5,9H2,1,3-4H3,(H,15,17,19)

描述信息

Methohexital is only found in individuals that have used or taken this drug. It is an intravenous anesthetic with a short duration of action that may be used for induction of anesthesia. [PubChem]Methohexital binds at a distinct binding site associated with a Cl- ionopore at the GABAA receptor, increasing the duration of time for which the Cl- ionopore is open. The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged.
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D000777 - Anesthetics
N - Nervous system > N05 - Psycholeptics > N05C - Hypnotics and sedatives > N05CA - Barbiturates, plain
N - Nervous system > N01 - Anesthetics > N01A - Anesthetics, general > N01AF - Barbiturates, plain
C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic > C67084 - Barbiturate

同义名列表

34 个代谢物同义名

5-Allyl-1-methyl-5-(1-methyl-2-pentynyl)-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-(hex-3-yn-2-yl)-1-methyl-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione; 5-Allyl-1-methyl-5-(1-methyl-pent-2-ynyl)-pyrimidine-2,4,6-trione; alpha-DL-1-Methyl-5-allyl-5-(1-methylpentyn-2-yl)barbituric acid; alpha-DL-1-Methyl-5-allyl-5-(1-methylpentyn-2-yl)barbitic acid; (+-)-5-Allyl-1-methyl-5-(1-methyl-2-pentynyl)barbituric acid; alpha-DL-1-Methyl-5-allyl-5-(1-methylpentyn-2-yl)barbitate; a-DL-1-Methyl-5-allyl-5-(1-methylpentyn-2-yl)barbitic acid; (+-)-5-Allyl-1-methyl-5-(1-methyl-2-pentynyl)barbitic acid; Α-DL-1-methyl-5-allyl-5-(1-methylpentyn-2-yl)barbitic acid; (+-)-5-Allyl-1-methyl-5-(1-methyl-2-pentynyl)barbitate; a-DL-1-Methyl-5-allyl-5-(1-methylpentyn-2-yl)barbitate; Α-DL-1-methyl-5-allyl-5-(1-methylpentyn-2-yl)barbitate; 5-Allyl-5-(3-hexyn-2-yl)-1-methylbarbituric acid; 5-Allyl-5-(3-hexyn-2-yl)-1-methylbarbitic acid; 5-Allyl-5-(3-hexyn-2-yl)-1-methylbarbitate; Lilly brand OF methohexital sodium; Jones brand OF methohexital sodium; Methohexital, monosodium salt; Monosodium salt methohexital; Sodium, methohexital; Natrium, brevimytal; methohexital sodium; Brevimytal natrium; Methodrexitone; Methohexitalum; Brietal-sodium; Brietal sodium; Methohexitone; Methohexital; Metohexital; Brevital; Brietal; Methohexital



数据库引用编号

18 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 7 ACE, ALB, AXIN2, CA1, FPR1, ISG20, POMC
Peripheral membrane protein 1 CYP1B1
Endosome membrane 1 CD14
Endoplasmic reticulum membrane 2 CD4, CYP1B1
Nucleus 4 ALB, AXIN2, ISG20, MPO
cytosol 4 ALB, AVP, AXIN2, CA1
dendrite 2 AVP, OPRM1
centrosome 2 ALB, AXIN2
nucleoplasm 2 ISG20, MPO
Cell membrane 8 ACE, CD14, CD4, CD69, CD8A, FPR1, GLRA2, OPRM1
Cell projection, axon 1 OPRM1
Multi-pass membrane protein 4 CACNA1I, FPR1, GLRA2, OPRM1
Synapse 3 CRH, GLRA2, OPRM1
cell surface 1 ICAM1
Golgi apparatus 3 ALB, CD14, OPRM1
Lysosome 2 ACE, MPO
endosome 2 ACE, OPRM1
plasma membrane 11 ACE, AXIN2, CACNA1I, CD14, CD4, CD69, CD8A, FPR1, GLRA2, ICAM1, OPRM1
Membrane 7 ACE, CACNA1I, CYP1B1, FPR1, GLRA2, ICAM1, OPRM1
axon 1 OPRM1
extracellular exosome 6 ACE, ALB, CA1, CD14, ICAM1, MPO
endoplasmic reticulum 2 ALB, OPRM1
extracellular space 9 ACE, ALB, AVP, CD14, CRH, ICAM1, IL2, MPO, POMC
mitochondrion 1 CYP1B1
protein-containing complex 2 ALB, CD69
intracellular membrane-bounded organelle 3 CYP1B1, GLRA2, MPO
Microsome membrane 1 CYP1B1
Single-pass type I membrane protein 4 ACE, CD4, CD8A, ICAM1
Secreted 7 ACE, ALB, AVP, CD14, CRH, IL2, POMC
extracellular region 9 ACE, ALB, AVP, CD14, CD8A, CRH, IL2, MPO, POMC
[Isoform 2]: Secreted 1 CD8A
anchoring junction 1 ALB
external side of plasma membrane 6 ACE, CD14, CD4, CD69, CD8A, ICAM1
varicosity 1 CRH
neuronal dense core vesicle lumen 1 CRH
perikaryon 2 CRH, OPRM1
beta-catenin destruction complex 1 AXIN2
nucleolus 1 ISG20
Cytoplasm, P-body 1 ISG20
P-body 1 ISG20
Early endosome 1 CD4
Single-pass type II membrane protein 1 CD69
Membrane raft 3 CD14, CD4, ICAM1
focal adhesion 1 ICAM1
GABA-ergic synapse 1 GLRA2
PML body 1 ISG20
collagen-containing extracellular matrix 1 ICAM1
secretory granule 3 AVP, MPO, POMC
Postsynaptic cell membrane 1 GLRA2
receptor complex 1 CD8A
neuron projection 2 GLRA2, OPRM1
ciliary basal body 1 ALB
cell projection 1 GLRA2
centriole 1 ALB
brush border membrane 1 ACE
Nucleus, nucleolus 1 ISG20
spindle pole 1 ALB
blood microparticle 1 ALB
sperm midpiece 1 ACE
transmembrane transporter complex 1 GLRA2
Lipid-anchor, GPI-anchor 1 CD14
chloride channel complex 1 GLRA2
Cell projection, dendrite 1 OPRM1
side of membrane 1 CD14
basal plasma membrane 1 ACE
azurophil granule 1 MPO
lipopolysaccharide receptor complex 1 CD14
plasma membrane raft 1 CD8A
secretory granule lumen 1 POMC
secretory granule membrane 2 CD14, FPR1
endoplasmic reticulum lumen 2 ALB, CD4
platelet alpha granule lumen 1 ALB
voltage-gated calcium channel complex 1 CACNA1I
azurophil granule membrane 1 FPR1
azurophil granule lumen 1 MPO
immunological synapse 1 ICAM1
neuronal dense core vesicle 1 AVP
clathrin-coated endocytic vesicle membrane 2 AVP, CD4
phagocytic vesicle lumen 1 MPO
Cajal body 1 ISG20
ficolin-1-rich granule membrane 1 FPR1
postsynaptic specialization membrane 1 GLRA2
[Isoform 1]: Cell membrane 1 CD8A
Nucleus, Cajal body 1 ISG20
T cell receptor complex 2 CD4, CD8A
glycinergic synapse 1 GLRA2
[Angiotensin-converting enzyme, soluble form]: Secreted 1 ACE
[Isoform Testis-specific]: Cell membrane 1 ACE
[Isoform 12]: Cytoplasm 1 OPRM1
ciliary transition fiber 1 ALB


文献列表

  • Anthony Bonavia, Thomas Verbeek, Sanjib Adhikary, Allen Kunselman, Arne Budde, Jerome Lyn-Sue, Berend Mets. A randomized controlled trial comparing methohexital and propofol for induction in patients receiving angiotensin axis blockade. Medicine. 2019 Feb; 98(5):e14374. doi: 10.1097/md.0000000000014374. [PMID: 30702630]
  • Charles William Carspecken, Anna Borisovskaya, Shu-Tsui Lan, Katherine Heller, Jonathan Buchholz, David Ruskin, Irene Rozet. Ketamine Anesthesia Does Not Improve Depression Scores in Electroconvulsive Therapy: A Randomized Clinical Trial. Journal of neurosurgical anesthesiology. 2018 Oct; 30(4):305-313. doi: 10.1097/ana.0000000000000511. [PMID: 29847468]
  • Viktoria Stelzhammer, Matthias Rothermundt, Paul C Guest, Nikolaus Michael, Carina Sondermann, Wolfgang Kluge, Daniel Martins-de-Souza, Hassan Rahmoune, Sabine Bahn. Proteomic changes induced by anaesthesia and muscle relaxant treatment prior to electroconvulsive therapy. Proteomics. Clinical applications. 2011 Dec; 5(11-12):644-9. doi: 10.1002/prca.201100040. [PMID: 22006837]
  • R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jul; 36(7):1385-405. doi: 10.1124/dmd.108.020479. [PMID: 18426954]
  • Andreas Meinitzer, Kurt Kalcher, Gabriele Gartner, Gabriele Halwachs-Baumann, Winfried März, Mariana Stettin. Drugs and brain death diagnostics: determination of drugs capable of inducing EEG zero line. Clinical chemistry and laboratory medicine. 2008; 46(12):1732-8. doi: 10.1515/cclm.2008.335. [PMID: 18973460]
  • Gregg R Ward, Abdel A Abdel-Rahman. Orchiectomy or androgen receptor blockade attenuates baroreflex-mediated bradycardia in conscious rats. BMC pharmacology. 2006 Jan; 6(?):2. doi: 10.1186/1471-2210-6-2. [PMID: 16430770]
  • Gregg R Ward, Abdel A Abdel-Rahman. Effect of testosterone replacement or duration of castration on baroreflex bradycardia in conscious rats. BMC pharmacology. 2005 Mar; 5(?):9. doi: 10.1186/1471-2210-5-9. [PMID: 15799780]
  • Jacek Owczarek, Anna Katarzyna Wiktorowska-Owczarek, Daria Orszulak-Michalak. The influence of methohexital on plasma concentration and pharmacokinetic parameters of lidocaine in rabbits. Acta poloniae pharmaceutica. 2004 Dec; 61 Suppl(?):42-5. doi: . [PMID: 15909936]
  • Christoph Greiner, Johannes Wölfer, Hansdetlef Wassmann, Rüdiger Köhling, Erwin-Josef Speckmann. Effects of methohexital on bioelectrical reactions in guinea pig hippocampal slices during hypoxia. Neuroscience letters. 2002 Aug; 329(2):227-31. doi: 10.1016/s0304-3940(02)00649-3. [PMID: 12165418]
  • J Bennett, J Gross, F Nichols, N Chidambaram, D Burgess. The chemical and physical stability of a 1:1 mixture of propofol and methohexital. Anesthesia progress. 2001; 48(2):61-5. doi: NULL. [PMID: 11515949]
  • M Auriacombe, J P Rénéric, D Usandizaga, F Gomez, I Combourieu, J Tignol. Post-ECT agitation and plasma lactate concentrations. The journal of ECT. 2000 Sep; 16(3):263-7. doi: 10.1097/00124509-200009000-00007. [PMID: 11005048]
  • P Kienbaum, N Scherbaum, N Thürauf, M C Michel, M Gastpar, J Peters. Acute detoxification of opioid-addicted patients with naloxone during propofol or methohexital anesthesia: a comparison of withdrawal symptoms, neuroendocrine, metabolic, and cardiovascular patterns. Critical care medicine. 2000 Apr; 28(4):969-76. doi: 10.1097/00003246-200004000-00010. [PMID: 10809268]
  • J H Broadbear, G Winger, J H Woods. Glucocorticoid-reinforced responding in the rhesus monkey. Psychopharmacology. 1999 Nov; 147(1):46-55. doi: 10.1007/s002130051141. [PMID: 10591868]
  • O A Farghaly, H M El-Wadood, M A Ghandour. Anodic adsorptive stripping voltammetric determination of the anesthetic drug: methohexital sodium. Journal of pharmaceutical and biomedical analysis. 1999 Nov; 21(2):233-40. doi: 10.1016/s0731-7085(99)00106-5. [PMID: 10703978]
  • J Schickendantz, W Funk, K P Ittner, M Gruber, K Taeger, F Kees. Elimination of methohexitone after long-term, high-dose infusion in patients with critically elevated intracranial pressure. Critical care medicine. 1999 Aug; 27(8):1570-6. doi: 10.1097/00003246-199908000-00028. [PMID: 10470766]
  • A E Martynyuk, T E Morey, M J Raatikainen, C N Seubert, D M Dennis. Ionic mechanisms mediating the differential effects of methohexital and thiopental on action potential duration in guinea pig and rabbit isolated ventricular myocytes. Anesthesiology. 1999 Jan; 90(1):156-64. doi: 10.1097/00000542-199901000-00021. [PMID: 9915324]
  • P Kienbaum, N Thürauf, M C Michel, N Scherbaum, M Gastpar, J Peters. Profound increase in epinephrine concentration in plasma and cardiovascular stimulation after mu-opioid receptor blockade in opioid-addicted patients during barbiturate-induced anesthesia for acute detoxification. Anesthesiology. 1998 May; 88(5):1154-61. doi: 10.1097/00000542-199805000-00004. [PMID: 9605673]
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  • J Heine, M Leuwer, D Scheinichen, L Arseniev, K Jaeger, S Piepenbrock. Flow cytometry evaluation of the in vitro influence of four i.v. anaesthetics on respiratory burst of neutrophils. British journal of anaesthesia. 1996 Sep; 77(3):387-92. doi: 10.1093/bja/77.3.387. [PMID: 8949817]
  • W B Gentry, T C Krejcie, T K Henthorn, M J Avram. Induction and maintenance of anesthesia in dogs by intravenous administration of methohexital. American journal of veterinary research. 1996 Jul; 57(7):1044-9. doi: NULL. [PMID: 8807019]
  • S J Gibbons, R Núñez-Hernández, G Mazé, N L Harrison. Inhibition of a fast inwardly rectifying potassium conductance by barbiturates. Anesthesia and analgesia. 1996 Jun; 82(6):1242-6. doi: 10.1097/00000539-199606000-00024. [PMID: 8638798]
  • I Girard, S Ferry. Protein binding of methohexital. Study of parameters and modulating factors using the equilibrium dialysis technique. Journal of pharmaceutical and biomedical analysis. 1996 Mar; 14(5):583-91. doi: 10.1016/0731-7085(95)01636-8. [PMID: 8738188]
  • M Kasner, J Grosse, M Krebs, G Kaczmarczyk. Methohexital impairs osmoregulation. Studies in conscious and anesthetized volume-expanded dogs. Anesthesiology. 1995 Jun; 82(6):1396-405. doi: 10.1097/00000542-199506000-00011. [PMID: 7793653]
  • F Redke, S Björkman. Endotoxin-induced fever increases the clearance of methohexitone in rabbits. The Journal of pharmacy and pharmacology. 1994 Nov; 46(11):887-91. doi: 10.1111/j.2042-7158.1994.tb05708.x. [PMID: 7897593]
  • T A Crozier, J E Müller, D Quittkat, M Sydow, W Wuttke, D Kettler. [Total intravenous anesthesia with methohexital-alfentanil or propofol-alfentanil in hypogastric laparotomy. Clinical aspects and the effects of stress reaction]. Der Anaesthesist. 1994 Sep; 43(9):594-604. doi: 10.1007/s001010050098. [PMID: 7978186]
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  • A L Rabinowicz, J D Correale, W T Couldwell, C M DeGiorgio. CSF neuron-specific enolase after methohexital activation during electrocorticography. Neurology. 1994 Jun; 44(6):1167-9. doi: 10.1212/wnl.44.6.1167. [PMID: 8208418]
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  • T A Crozier, C Flamm, C P Speer, W Rath, W Wuttke, W Kuhn, D Kettler. Effects of etomidate on the adrenocortical and metabolic adaptation of the neonate. British journal of anaesthesia. 1993 Jan; 70(1):47-53. doi: 10.1093/bja/70.1.47. [PMID: 8431333]
  • H Lange, H Stephan, C Brand, S Zielmann, H Sonntag. Hepatic disposition of methohexitone in patients undergoing coronary bypass surgery. British journal of anaesthesia. 1992 Nov; 69(5):478-81. doi: 10.1093/bja/69.5.478. [PMID: 1467080]
  • P Westrin, C Jonmarker, O Werner. Dissolving methohexital in a lipid emulsion reduces pain associated with intravenous injection. Anesthesiology. 1992 Jun; 76(6):930-4. doi: 10.1097/00000542-199206000-00009. [PMID: 1599113]
  • P Westrin. Methohexital dissolved in lipid emulsion for intravenous induction of anesthesia in infants and children. Anesthesiology. 1992 Jun; 76(6):917-21. doi: 10.1097/00000542-199206000-00007. [PMID: 1599112]
  • S M Audenaert, R L Lock, G L Johnson, N W Pedigo. Cardiovascular effects of rectal methohexital in children. Journal of clinical anesthesia. 1992 Mar; 4(2):116-9. doi: 10.1016/0952-8180(92)90026-w. [PMID: 1562334]
  • B Bally, J F Payen, F Serre-Debeauvais, B Tranchand, M Gavend, P Stieglitz. [Pharmacokinetics of methohexital given by constant rate intravenous infusion]. Annales francaises d'anesthesie et de reanimation. 1992; 11(2):136-40. doi: 10.1016/s0750-7658(05)80003-6. [PMID: 1503284]
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  • S N Khalil, F B Florence, M C Van den Nieuwenhuyzen, A H Wu, T H Stanley. Rectal methohexital: concentration and length of the rectal catheters. Anesthesia and analgesia. 1990 Jun; 70(6):645-9. doi: 10.1213/00000539-199006000-00011. [PMID: 2344059]
  • R A Hebden, C L Tang, S Sanderson, J H McNeill. Requirement for solutions with oncotic pressure to release ANF during blood volume expansion in conscious and anesthetized rats. Journal of pharmacological methods. 1990 May; 23(3):171-8. doi: 10.1016/0160-5402(90)90060-x. [PMID: 2139484]
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  • P J Kulka, P M Lauven, J Schüttler, C Apffelstaedt. Methohexital vs midazolam/flumazenil anaesthesia during laryngoscopy under jet ventilation. Acta anaesthesiologica Scandinavica. Supplementum. 1990; 92(?):90-5; discussion 107. doi: 10.1111/j.1399-6576.1990.tb03193.x. [PMID: 2109477]
  • K Korttila, M M Ghoneim, C K Chiang, E Nuotto, L J Fischer. Metabolites of methohexitone do not contribute to its prolonged action on the central nervous system. Acta anaesthesiologica Scandinavica. 1990 Jan; 34(1):55-8. doi: 10.1111/j.1399-6576.1990.tb03041.x. [PMID: 2309543]
  • D P Crankshaw, F Karasawa. A method for implementing programmed infusion of thiopentone and methohexitone with a simple infusion pump. Anaesthesia and intensive care. 1989 Nov; 17(4):496-9. doi: 10.1177/0310057x8901700418. [PMID: 2596683]
  • G J McCleane, J P Howe. Electroconvulsive therapy and serum potassium. The Ulster medical journal. 1989 Oct; 58(2):172-4. doi: NULL. [PMID: 2603269]
  • R B Forbes, D J Murray, J B Dillman, D L Dull. Pharmacokinetics of two per cent rectal methohexitone in children. Canadian journal of anaesthesia = Journal canadien d'anesthesie. 1989 Mar; 36(2):160-4. doi: 10.1007/bf03011440. [PMID: 2650897]
  • S Widmer, M C Laxenaire, J Manel, J L Gueant. [The amount of histamine released in vivo by hypnotics (thiopental, methohexital, propofol) studied by assays of plasma histamine]. Allergie et immunologie. 1988 Nov; 20(9):346-7. doi: NULL. [PMID: 2462890]
  • R B Forbes, G E Vandewalker. Comparison of two and ten per cent rectal methohexitone for induction of anaesthesia in children. Canadian journal of anaesthesia = Journal canadien d'anesthesie. 1988 Jul; 35(4):345-9. doi: 10.1007/bf03010853. [PMID: 3402011]
  • A R Bjorksten, D P Crankshaw, D J Morgan, P R Prideaux. The effects of cardiopulmonary bypass on plasma concentrations and protein binding of methohexital and thiopental. Journal of cardiothoracic anesthesia. 1988 Jun; 2(3):281-9. doi: 10.1016/0888-6296(88)90306-7. [PMID: 17171861]
  • K J Kestin, P V Fennessey. Microtechnique for quantitation of plasma methohexital using gas chromatography and mass spectrometry. Anesthesia and analgesia. 1988 May; 67(5):466-8. doi: NULL. [PMID: 3364766]
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  • S Björkman, J Gabrielsson, H Quaynor, M Corbey. Pharmacokinetics of i.v. and rectal methohexitone in children. British journal of anaesthesia. 1987 Dec; 59(12):1541-7. doi: 10.1093/bja/59.12.1541. [PMID: 3426908]
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  • D P Crankshaw, M D Boyd, A R Bjorksten. Plasma drug efflux--a new approach to optimization of drug infusion for constant blood concentration of thiopental and methohexital. Anesthesiology. 1987 Jul; 67(1):32-41. doi: 10.1097/00000542-198707000-00006. [PMID: 3605733]
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