Levallorphan (BioDeep_00000002728)

 

Secondary id: BioDeep_00001867912

human metabolite blood metabolite Volatile Flavor Compounds natural product


代谢物信息卡片


(1R,9R,10R)-17-(prop-2-en-1-yl)-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2(7),3,5-trien-4-ol

化学式: C19H25NO (283.193604)
中文名称: 左洛啡烷
谱图信息: 最多检出来源 Homo sapiens(blood) 29%

分子结构信息

SMILES: C=CCN1CCC23CCCCC2C1Cc1ccc(O)cc13
InChI: InChI=1S/C19H25NO/c1-2-10-20-11-9-19-8-4-3-5-16(19)18(20)12-14-6-7-15(21)13-17(14)19/h2,6-7,13,16,18,21H,1,3-5,8-12H2/t16-,18+,19+/m0/s1

描述信息

An opioid antagonist with properties similar to those of naloxone; in addition it also possesses some agonist properties. It should be used cautiously; levallorphan reverses severe opioid-induced respiratory depression but may exacerbate respiratory depression such as that induced by alcohol or other non-opioid central depressants. (From Martindale, The Extra Pharmacopoeia, 30th ed, p683)
D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D002491 - Central Nervous System Agents > D009292 - Narcotic Antagonists
C78272 - Agent Affecting Nervous System > C681 - Opiate Antagonist

同义名列表

6 个代谢物同义名

(1R,9R,10R)-17-(prop-2-en-1-yl)-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2(7),3,5-trien-4-ol; Dextrallorphan; levallorphan; Naloxiphan; Lorfan; Levallorphan



数据库引用编号

17 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)

11 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。



文献列表

  • Jiani Huang, Fang Wen, Wenjie Huang, Yingfeng Bai, Xiaona Lu, Peng Shu. Identification of hub genes and discovery of promising compounds in gastric cancer based on bioinformatics analysis. Biomarkers in medicine. 2020 08; 14(12):1069-1084. doi: 10.2217/bmm-2019-0608. [PMID: 32969243]
  • Marios Spanakis, Ioannis S Vizirianakis, Maria Mironidou-Tzouveleki, Ioannis Niopas. A validated SIM GC/MS method for the simultaneous determination of dextromethorphan and its metabolites dextrorphan, 3-methoxymorphinan and 3-hydroxymorphinan in biological matrices and its application to in vitro CYP2D6 and CYP3A4 inhibition study. Biomedical chromatography : BMC. 2009 Nov; 23(11):1131-7. doi: 10.1002/bmc.1234. [PMID: 19444798]
  • Y Daali, S Cherkaoui, F Doffey-Lazeyras, P Dayer, J A Desmeules. Development and validation of a chemical hydrolysis method for dextromethorphan and dextrophan determination in urine samples: application to the assessment of CYP2D6 activity in fibromyalgia patients. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2008 Jan; 861(1):56-63. doi: 10.1016/j.jchromb.2007.11.019. [PMID: 18065299]
  • Rodny Montes de Oca Porto, Arístides Rosado Pérez, Margarita Teresa Correa Vidal. Electron ionization mass spectra of ephedrines in a doping confirmatory procedure: a curious migration of the trimethylsilyl group in the N-acetyl-O-trimethylsilyl derivatives. Rapid communications in mass spectrometry : RCM. 2007; 21(12):1871-6. doi: 10.1002/rcm.3028. [PMID: 17523214]
  • M L Constanzer, C M Chavez-Eng, I Fu, E J Woolf, B K Matuszewski. Determination of dextromethorphan and its metabolite dextrorphan in human urine using high performance liquid chromatography with atmospheric pressure chemical ionization tandem mass spectrometry: a study of selectivity of a tandem mass spectrometric assay. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Feb; 816(1-2):297-308. doi: 10.1016/j.jchromb.2004.11.049. [PMID: 15664362]
  • Daniel Gebreselassie, Wayne D Bowen. Sigma-2 receptors are specifically localized to lipid rafts in rat liver membranes. European journal of pharmacology. 2004 Jun; 493(1-3):19-28. doi: 10.1016/j.ejphar.2004.04.005. [PMID: 15189760]
  • J L Pérez-Castrillón, J M Olmos, J J Gómez, A Barrallo, J A Riancho, L Perera, C Valero, J A Amado, J González-Macías. Expression of opioid receptors in osteoblast-like MG-63 cells, and effects of different opioid agonists on alkaline phosphatase and osteocalcin secretion by these cells. Neuroendocrinology. 2000 Sep; 72(3):187-94. doi: 10.1159/000054586. [PMID: 11025413]
  • A Galli, E Ranaudo, L Giannini, C Costagli. Reversible inhibition of cholinesterases by opioids: possible pharmacological consequences. The Journal of pharmacy and pharmacology. 1996 Nov; 48(11):1164-8. doi: 10.1111/j.2042-7158.1996.tb03914.x. [PMID: 8961166]
  • R B Taylor, A S Low, R G Reid. Determination of opiates in urine by capillary electrophoresis. Journal of chromatography. B, Biomedical applications. 1996 Jan; 675(2):213-23. doi: 10.1016/0378-4347(95)00359-2. [PMID: 8852708]
  • S B Hellewell, A Bruce, G Feinstein, J Orringer, W Williams, W D Bowen. Rat liver and kidney contain high densities of sigma 1 and sigma 2 receptors: characterization by ligand binding and photoaffinity labeling. European journal of pharmacology. 1994 Jun; 268(1):9-18. doi: 10.1016/0922-4106(94)90115-5. [PMID: 7925616]
  • D W Johnson, M A Barnes, R M Akers, R E Pearson. A synthetic opioid peptide increases plasma growth hormone and prolactin in Holstein calves. Journal of animal science. 1993 Apr; 71(4):1004-9. doi: 10.2527/1993.7141004x. [PMID: 8478275]
  • P Kintz, F Flesch, A Jaeger, P Mangin. GC-MS procedure for the analysis of zipeprol. Journal of pharmaceutical and biomedical analysis. 1993 Apr; 11(4-5):335-8. doi: 10.1016/0731-7085(93)80025-v. [PMID: 8357869]
  • B Szabo, L Hedler, C Schurr, K Starke. Peripheral sympatho-inhibitory cardiovascular effects of opioid peptides in anaesthetized rabbits. British journal of pharmacology. 1988 Jul; 94(3):781-8. doi: 10.1111/j.1476-5381.1988.tb11589.x. [PMID: 2902892]
  • M Sbacchi, M Colombo, A La Regina, P Petrillo, A Tavani. Antagonism by N-methyl levallorphan-methane sulphonate (SR 58002 C) of morphine-elicited acute and chronic central and peripheral effects. Life sciences. 1988; 42(21):2079-89. doi: 10.1016/0024-3205(88)90121-x. [PMID: 3386393]
  • R Lucek, R Dixon. Quantitation of levorphanol in plasma using high-performance liquid chromatography with electrochemical detection. Journal of chromatography. 1985 May; 341(1):239-43. doi: 10.1016/s0378-4347(00)84036-0. [PMID: 4019693]
  • G Bianchi, R Fiocchi, F Peracchia, P Petrillo, A Tavani, L Manara. The peripheral narcotic antagonist N-allyl levallorphan-bromide (CM 32191) selectively prevents morphine antipropulsive action and buprenorphine in-vivo binding in the rat intestine. The Journal of pharmacy and pharmacology. 1984 May; 36(5):326-30. doi: 10.1111/j.2042-7158.1984.tb04384.x. [PMID: 6145770]
  • M L Forsling, L A Aziz. Release of vasopressin in response to hypoxia and the effect of aminergic and opioid antagonists. The Journal of endocrinology. 1983 Oct; 99(1):77-86. doi: 10.1677/joe.0.0990077. [PMID: 6631308]
  • S Lal, N P Nair, P Cervantes, J Pulman, H Guyda. Effect of naloxone or levallorphan on serum prolactin concentrations and apomorphine-induced growth hormone secretion. Acta psychiatrica Scandinavica. 1979 Feb; 59(2):173-9. doi: 10.1111/j.1600-0447.1979.tb06959.x. [PMID: 420037]
  • J B Dame, B M Shapiro. Lipid and lipopolysaccharide composition of Escherichia coli surface-altered mutants selected for resistance to levallorphan, tetracaine, and polymyxin. Journal of bacteriology. 1979 Feb; 137(2):1043-7. doi: 10.1128/jb.137.2.1043-1047.1979. [PMID: 217864]
  • T A Williams, K A Pittman. Pentazocine radioimmunoassay. Research communications in chemical pathology and pharmacology. 1974 Jan; 7(1):119-43. doi: NULL. [PMID: 4855777]
  • J F Blount, E Mohacsi, F M Vane, G J Mannering. Isolation, x-ray analysis, and synthesis of a metabolite of (-)-3-hydroxy-N-allylmorphinan. Journal of medicinal chemistry. 1973 Apr; 16(4):352-5. doi: 10.1021/jm00262a009. [PMID: 4716179]
  • C W Gorodetzky. Sensitivity of thin-layer chromatography for detection of 16 opioids, cocaine and quinine. Toxicology and applied pharmacology. 1972 Nov; 23(3):511-8. doi: 10.1016/0041-008x(72)90053-1. [PMID: 4117468]
  • P Bass, J A Kennedy, J N Wiley. Measurement of fecal output in rats. The American journal of digestive diseases. 1972 Oct; 17(10):925-8. doi: 10.1007/bf02239532. [PMID: 4538521]
  • H Iwata, K Watanabe. Effects of acute and chronic morphine tolerance of the serum copper, ceruloplasmin and hepatic copper contents. Japanese journal of pharmacology. 1971 Dec; 21(6):731-8. doi: 10.1254/jjp.21.731. [PMID: 5316861]
  • H W Elliott, K D Parker, J A Wright, N Nomof. Actions and metabolism of heroin administered by continuous intravenous infusion to man. Clinical pharmacology and therapeutics. 1971 Sep; 12(5):806-14. doi: 10.1002/cpt1971125806. [PMID: 4936145]
  • E F Gale. Effect of morphine derivatives on lipid metabolism in Staphylococcus aureus. Molecular pharmacology. 1970 Mar; 6(2):134-45. doi: ". [PMID: 5418232]
  • H Iwata, K Watanabe, Y Matsui. Plasma copper levels and their significance in morphine analgesia and tolerance. European journal of pharmacology. 1970; 11(3):298-302. doi: 10.1016/0014-2999(70)90005-1. [PMID: 5529288]
  • H D Hiersche, H Schaudig. [Anesthesia in gynecologic emergency practice]. Der Anaesthesist. 1967 Jan; 16(1):9-11. doi: NULL. [PMID: 5584537]
  • J M FUJIMOTO, R J FRENCH, J K GRAHAM, C E INTURRISI. EFFECTS OF LEVORPHANOL AND LEVALLORPHAN ON OSMOLALITY OF SERUM FROM WATER LOADED RATS. Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.). 1963 Oct; 114(?):193-5. doi: 10.3181/00379727-114-28622. [PMID: 14076877]