norcodeine (BioDeep_00000402845)

Main id: BioDeep_00000001504

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


N-Desmethylcodeine

化学式: C17H19NO3 (285.1365)
中文名称: 去甲可待因
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=C2C3=C(CC4C5C3(CCN4)C(O2)C(C=C5)O)C=C1
InChI: InChI=1S/C17H19NO3/c1-20-13-5-2-9-8-11-10-3-4-12(19)16-17(10,6-7-18-11)14(9)15(13)21-16/h2-5,10-12,16,18-19H,6-8H2,1H3/t10-,11+,12-,16-,17-/m0/s1

描述信息

D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids
C78272 - Agent Affecting Nervous System > C67413 - Opioid Receptor Agonist > C1657 - Opiate
A morphinane-like compound that is the N-demethylated derivative of codeine.

同义名列表

4 个代谢物同义名

N-Desmethylcodeine; norcodeine; Norcodeine; Norcodeine



数据库引用编号

12 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)

14 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 6 CYP1A1, CYP2A6, CYP2D6, CYP2D7, CYP3A4, POMC
Peripheral membrane protein 1 CYP1A1
Endoplasmic reticulum membrane 7 CYP1A1, CYP2A6, CYP2D6, CYP3A4, GABBR1, UGT2B4, UGT2B7
dendrite 1 OPRM1
mitochondrial membrane 1 GABBR1
Cell membrane 4 CD244, GABBR1, OPRD1, OPRM1
Cell projection, axon 1 OPRM1
Multi-pass membrane protein 4 CYP2D7, GABBR1, OPRD1, OPRM1
Synapse 1 OPRM1
cell surface 1 TNR
dendritic shaft 1 GABBR1
glutamatergic synapse 2 GABBR1, TNR
Golgi apparatus 1 OPRM1
mitochondrial inner membrane 1 CYP1A1
neuronal cell body 1 GABBR1
presynaptic membrane 2 GABBR1, OPRD1
synaptic vesicle 1 GABBR1
endosome 1 OPRM1
plasma membrane 4 CD244, GABBR1, OPRD1, OPRM1
synaptic vesicle membrane 1 OPRD1
Membrane 9 CD244, CYP2A6, CYP2D6, CYP2D7, CYP3A4, GABBR1, OPRD1, OPRM1, UGT2B7
axon 1 OPRM1
endoplasmic reticulum 2 CYP2D6, OPRM1
extracellular space 3 GABBR1, POMC, TNR
Schaffer collateral - CA1 synapse 2 GABBR1, TNR
mitochondrion 3 CYP1A1, CYP2D6, CYP2D7
intracellular membrane-bounded organelle 5 CYP1A1, CYP2A6, CYP2D6, CYP2D7, CYP3A4
Microsome membrane 3 CYP1A1, CYP2D6, CYP3A4
Single-pass type I membrane protein 1 CD244
Secreted 1 POMC
extracellular region 2 POMC, TNR
Single-pass membrane protein 3 CYP2D6, UGT2B4, UGT2B7
external side of plasma membrane 1 CD244
Secreted, extracellular space, extracellular matrix 1 TNR
dendritic spine 1 GABBR1
perikaryon 1 OPRM1
postsynaptic membrane 1 GABBR1
Mitochondrion inner membrane 1 CYP1A1
Membrane raft 2 CD244, TNR
axolemma 1 GABBR1
G protein-coupled GABA receptor complex 1 GABBR1
GABA-ergic synapse 1 GABBR1
collagen-containing extracellular matrix 1 TNR
secretory granule 1 POMC
Postsynaptic cell membrane 1 GABBR1
neuron projection 2 OPRD1, OPRM1
Cell projection, dendrite 2 GABBR1, OPRM1
secretory granule lumen 1 POMC
axon terminus 1 OPRD1
postsynaptic density membrane 1 OPRD1
perineuronal net 1 TNR
neuronal dense core vesicle 1 OPRD1
cytoplasmic microtubule 1 CYP2A6
dendrite membrane 1 OPRD1
G protein-coupled receptor heterodimeric complex 1 GABBR1
tenascin complex 1 TNR
[Isoform 12]: Cytoplasm 1 OPRM1
spine apparatus 1 OPRD1
[Isoform 1E]: Secreted 1 GABBR1


文献列表

  • Edward J Cone, Anne Zichterman, Rebecca Heltsley, David L Black, Beverly Cawthon, Tim Robert, Frank Moser, Yale H Caplan. Urine testing for norcodeine, norhydrocodone, and noroxycodone facilitates interpretation and reduces false negatives. Forensic science international. 2010 May; 198(1-3):58-61. doi: 10.1016/j.forsciint.2009.12.005. [PMID: 20036472]
  • Nerea Ferreirós, Sebastian Dresen, Maren Hermanns-Clausen, Volker Auwaerter, Annette Thierauf, Christoph Müller, Roland Hentschel, Rainer Trittler, Gisela Skopp, Wolfgang Weinmann. Fatal and severe codeine intoxication in 3-year-old twins--interpretation of drug and metabolite concentrations. International journal of legal medicine. 2009 Sep; 123(5):387-94. doi: 10.1007/s00414-009-0340-0. [PMID: 19350261]
  • Jörn Lötsch, Carsten Skarke, Helmut Schmidt, Maren Rohrbacher, Ute Hofmann, Matthias Schwab, Gerd Geisslinger. Evidence for morphine-independent central nervous opioid effects after administration of codeine: contribution of other codeine metabolites. Clinical pharmacology and therapeutics. 2006 Jan; 79(1):35-48. doi: 10.1016/j.clpt.2005.09.005. [PMID: 16413240]
  • Insook Kim, Allan J Barnes, Jonathan M Oyler, Raf Schepers, Robert E Joseph, Edward J Cone, Diana Lafko, Eric T Moolchan, Marilyn A Huestis. Plasma and oral fluid pharmacokinetics and pharmacodynamics after oral codeine administration. Clinical chemistry. 2002 Sep; 48(9):1486-96. doi: . [PMID: 12194925]
  • C Meadway, S George, R Braithwaite. A rapid GC-MS method for the determination of dihydrocodeine, codeine, norcodeine, morphine, normorphine and 6-MAM in urine. Forensic science international. 2002 Jun; 127(1-2):136-41. doi: 10.1016/s0379-0738(01)00644-2. [PMID: 12098538]
  • E Haffen, G Paintaud, M Berard, C Masuyer, Y Bechtel, P R Bechtel. On the assessment of drug metabolism by assays of codeine and its main metabolites. Therapeutic drug monitoring. 2000 Jun; 22(3):258-65. doi: 10.1097/00007691-200006000-00005. [PMID: 10850391]
  • C Meadway, S George, R Braithwaite. Opiate concentrations following the ingestion of poppy seed products--evidence for 'the poppy seed defence'. Forensic science international. 1998 Aug; 96(1):29-38. doi: 10.1016/s0379-0738(98)00107-8. [PMID: 9800363]
  • C L O'Neal, A Poklis. The detection of acetylcodeine and 6-acetylmorphine in opiate positive urines. Forensic science international. 1998 Jul; 95(1):1-10. doi: 10.1016/s0379-0738(98)00074-7. [PMID: 9718666]
  • P Lafolie, O Beck, Z Lin, F Albertioni, L Boréus. Urine and plasma pharmacokinetics of codeine in healthy volunteers: implications for drugs-of-abuse testing. Journal of analytical toxicology. 1996 Nov; 20(7):541-6. doi: 10.1093/jat/20.7.541. [PMID: 8934303]
  • J O Svensson, Q Y Yue, J Säwe. Determination of codeine and metabolites in plasma and urine using ion-pair high-performance liquid chromatography. Journal of chromatography. B, Biomedical applications. 1995 Dec; 674(1):49-55. doi: 10.1016/0378-4347(95)00292-1. [PMID: 8749251]
  • Q Y Yue, T Tomson, J Säwe. Carbamazepine and cigarette smoking induce differentially the metabolism of codeine in man. Pharmacogenetics. 1994 Aug; 4(4):193-8. doi: 10.1097/00008571-199408000-00003. [PMID: 7987403]
  • T B Vree, C P Verwey-van Wissen. Pharmacokinetics and metabolism of codeine in humans. Biopharmaceutics & drug disposition. 1992 Aug; 13(6):445-60. doi: 10.1002/bdd.2510130607. [PMID: 1391681]
  • C P Verwey-van Wissen, P M Koopman-Kimenai, T B Vree. Direct determination of codeine, norcodeine, morphine and normorphine with their corresponding O-glucuronide conjugates by high-performance liquid chromatography with electrochemical detection. Journal of chromatography. 1991 Oct; 570(2):309-20. doi: 10.1016/0378-4347(91)80534-j. [PMID: 1797846]
  • A Somogyi, F Bochner, Z R Chen. Lack of effect of paracetamol on the pharmacokinetics and metabolism of codeine in man. European journal of clinical pharmacology. 1991; 41(4):379-82. doi: 10.1007/bf00314972. [PMID: 1804656]
  • K Oguri, N Hanioka, H Yoshimura. Species differences in metabolism of codeine: urinary excretion of codeine glucuronide, morphine-3-glucuronide and morphine-6-glucuronide in mice, rats, guinea pigs and rabbits. Xenobiotica; the fate of foreign compounds in biological systems. 1990 Jul; 20(7):683-8. doi: 10.3109/00498259009046884. [PMID: 2238703]
  • Z R Chen, F Bochner, A Somogyi. Simultaneous determination of codeine, norcodeine and morphine in biological fluids by high-performance liquid chromatography with fluorescence detection. Journal of chromatography. 1989 Jul; 491(2):367-78. doi: 10.1016/s0378-4347(00)82854-6. [PMID: 2808622]
  • K Persson, B Lindström, D Spalding, A Wahlström, A Rane. Determination of codeine and its metabolites in human blood plasma and in microsomal incubates by high-performance liquid chromatography with ultraviolet detection. Journal of chromatography. 1989 Jul; 491(2):473-80. doi: 10.1016/s0378-4347(00)82868-6. [PMID: 2808632]
  • B L Posey, S N Kimble. High-performance liquid chromatographic study of codeine, norcodeine, and morphine as indicators of codeine ingestion. Journal of analytical toxicology. 1984 Mar; 8(2):68-74. doi: 10.1093/jat/8.2.68. [PMID: 6716978]
  • M K Brunson, J F Nash. Gas-chromatographic measurement of codeine and norcodeine in human plasma. Clinical chemistry. 1975 Dec; 21(13):1956-60. doi: 10.1093/clinchem/21.13.1956. [PMID: 1192589]