Normorphine (BioDeep_00000002572)

 

Secondary id: BioDeep_00001873787

human metabolite Endogenous blood metabolite natural product


代谢物信息卡片


(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18),15-tetraene-10,14-diol

化学式: C16H17NO3 (271.1208)
中文名称: 去甲吗啡
谱图信息: 最多检出来源 Homo sapiens(plant) 35.01%

分子结构信息

SMILES: C1CNC2CC3=C4C15C2C=CC(C5OC4=C(C=C3)O)O
InChI: InChI=1S/C16H17NO3/c18-11-3-1-8-7-10-9-2-4-12(19)15-16(9,5-6-17-10)13(8)14(11)20-15/h1-4,9-10,12,15,17-19H,5-7H2

描述信息

Normorphine, also known as desmethylmorphine, belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. The compound has relatively little opioid activity in its own right, but is a useful intermediate which can be used to produce both opioid antagonists such as nalorphine, and also potent opioid agonists such as N-phenethylnormorphine. Normorphine is a very strong basic compound (based on its pKa). Its formation from morphine is catalyzed by the liver enzymes CYP3A4 and CYP2C8. Normorphine is a controlled substance listed under the Single Convention On Narcotic Drugs 1961 and the laws in various states implementing it; for example, in the United States, it is a Schedule I Narcotic controlled substance, with an ACSCN of 9313 and an annual aggregate manufacturing quota of 18 grams in 2014, unchanged from the prior year. Normorphine is an opiate analogue, the N-demethylated derivative of morphine, that was first described in the 1950s when a large group of N-substituted morphine analogues were characterized for activity.
D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids
C78272 - Agent Affecting Nervous System > C67413 - Opioid Receptor Agonist

同义名列表

17 个代谢物同义名

(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18),15-tetraene-10,14-diol; (5alpha,6alpha)-7,8-Didehydro-4,5-epoxymorphinan-3,6-diol hydrochloride; (5alpha,6alpha)-7,8-Didehydro-4,5-epoxymorphinan-3,6-diol; (5Α,6α)-7,8-didehydro-4,5-epoxymorphinan-3,6-diol; 4,5-Epoxy-3,6-dihydroxymorphin-7-ene; 4,5-Epoxy-3,6-dihydromorphin-7-ene; Normorphine hydrochloride; Normorphine perchlorate; Normorphine sulfamate; N-Demethylmorphine; Desmethylmorphine; Demethylmorphine; (-)-Normorphine; N-Normorphine; Normorphine; Normorphine; Normorphine



数据库引用编号

15 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

4 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(2)

PharmGKB(1)

10 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 11 ABCB1, CA1, CNR1, CYP2C8, CYP2D6, CYP3A4, MME, PGP, POMC, SLC6A3, TRIM13
Endoplasmic reticulum membrane 5 CYP19A1, CYP2C8, CYP2D6, CYP3A4, TRIM13
cytosol 2 CA1, PRF1
dendrite 3 MME, OPRM1, PDYN
trans-Golgi network 1 MME
Cell membrane 7 ABCB1, CNR1, MME, OPRD1, OPRM1, PRF1, SLC6A3
Cell projection, axon 3 CNR1, OPRM1, SLC6A3
Multi-pass membrane protein 7 ABCB1, CNR1, CYP19A1, OPRD1, OPRM1, PRF1, SLC6A3
Synapse 4 MME, OPRM1, PDYN, TAC1
cell surface 4 ABCB1, MME, SLC6A3, TNR
glutamatergic synapse 2 CNR1, TNR
Golgi apparatus 1 OPRM1
growth cone 1 CNR1
neuronal cell body 4 MME, PDYN, SLC6A3, TAC1
presynaptic membrane 3 CNR1, OPRD1, SLC6A3
synaptic vesicle 1 MME
Presynapse 2 CNR1, MME
endosome 1 OPRM1
plasma membrane 9 ABCB1, CNR1, CYP2C8, MME, OPRD1, OPRM1, PDYN, PRF1, SLC6A3
synaptic vesicle membrane 1 OPRD1
Membrane 9 ABCB1, CYP19A1, CYP2D6, CYP3A4, MME, OPRD1, OPRM1, PRF1, SLC6A3
apical plasma membrane 1 ABCB1
axon 5 CNR1, MME, OPRM1, SLC6A3, TAC1
brush border 1 MME
extracellular exosome 3 ABCB1, CA1, MME
endoplasmic reticulum 3 CYP19A1, CYP2D6, OPRM1
extracellular space 4 IL4, POMC, TAC1, TNR
Schaffer collateral - CA1 synapse 1 TNR
mitochondrion 1 CYP2D6
intracellular membrane-bounded organelle 3 CYP2C8, CYP2D6, CYP3A4
Microsome membrane 3 CYP19A1, CYP2D6, CYP3A4
Secreted 4 IL4, PDYN, POMC, PRF1
extracellular region 6 IL4, PDYN, POMC, PRF1, TAC1, TNR
Mitochondrion outer membrane 1 CNR1
Single-pass membrane protein 2 CYP2D6, TRIM13
mitochondrial outer membrane 1 CNR1
hippocampal mossy fiber to CA3 synapse 1 PDYN
neuronal cell body membrane 1 SLC6A3
Secreted, extracellular space, extracellular matrix 1 TNR
actin cytoskeleton 1 CNR1
perikaryon 1 OPRM1
cytoplasmic vesicle 1 MME
Early endosome 1 MME
Single-pass type II membrane protein 1 MME
postsynaptic membrane 1 SLC6A3
Apical cell membrane 1 ABCB1
Membrane raft 4 CNR1, MME, SLC6A3, TNR
focal adhesion 1 MME
GABA-ergic synapse 1 CNR1
flotillin complex 1 SLC6A3
collagen-containing extracellular matrix 1 TNR
secretory granule 1 POMC
Cell projection, neuron projection 1 SLC6A3
neuron projection 3 OPRD1, OPRM1, SLC6A3
endosome lumen 1 PRF1
Cell projection, dendrite 1 OPRM1
secretory granule lumen 1 POMC
endoplasmic reticulum quality control compartment 1 TRIM13
secretory granule membrane 1 MME
axon terminus 3 OPRD1, PDYN, SLC6A3
postsynaptic density membrane 1 OPRD1
immunological synapse 1 PRF1
perineuronal net 1 TNR
neuronal dense core vesicle 2 OPRD1, PDYN
perinuclear endoplasmic reticulum 1 TRIM13
external side of apical plasma membrane 1 ABCB1
dopaminergic synapse 1 SLC6A3
dendrite membrane 1 OPRD1
neuron projection terminus 1 MME
Cytolytic granule 1 PRF1
cytolytic granule lumen 1 PRF1
tenascin complex 1 TNR
[Isoform 12]: Cytoplasm 1 OPRM1
spine apparatus 1 OPRD1


文献列表

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  • Guillermo Burillo-Putze, Juan María Borreguero León, Jose Antonio García Dopico, Jose Francisco Fernández Rodríguez, Maria Angeles Pérez Carrillo, Maria Jesús Jorge Pérez, Antonia María de Vera González, Eva Vallbona Afonso, Alejandro Jiménez Sosa. Incidence and impact of undisclosed cocaine use in emergency department chest pain and trauma patients. International journal of emergency medicine. 2008 Sep; 1(3):169-72. doi: 10.1007/s12245-008-0022-6. [PMID: 19384510]
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