Carbamazepine-10,11-epoxide (BioDeep_00000001533)

 

Secondary id: BioDeep_00000408583

human metabolite Endogenous blood metabolite Chemicals and Drugs


代谢物信息卡片


3-oxa-11-azatetracyclo[10.4.0.0²,⁴.0⁵,¹⁰]hexadeca-1(16),5,7,9,12,14-hexaene-11-carboxamide

化学式: C15H12N2O2 (252.0899)
中文名称: 卡马西平 10,11-环氧化物, 卡马西平-10,11-环氧化物
谱图信息: 最多检出来源 Homo sapiens(blood) 21.2%

分子结构信息

SMILES: C1=CC=C2C(=C1)C3C(O3)C4=CC=CC=C4N2C(=O)N
InChI: InChI=1S/C15H12N2O2/c16-15(18)17-11-7-3-1-5-9(11)13-14(19-13)10-6-2-4-8-12(10)17/h1-8,13-14H,(H2,16,18)

描述信息

Carbamazepine-10,11-epoxide is a metabolite of carbamazepine. Carbamazepine (CBZ) is an anticonvulsant and mood-stabilizing drug used primarily in the treatment of epilepsy and bipolar disorder, as well as trigeminal neuralgia. (Wikipedia)
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 1073
CONFIDENCE standard compound; EAWAG_UCHEM_ID 916
CONFIDENCE standard compound; INTERNAL_ID 2038

同义名列表

10 个代谢物同义名

3-oxa-11-azatetracyclo[10.4.0.0²,⁴.0⁵,¹⁰]hexadeca-1(16),5,7,9,12,14-hexaene-11-carboxamide; Carbamazepine epoxide, 1a-(13)C-labeled; Carbamazepine-10,11-epoxide; Carbamazepine 10,11-epoxide; Carbamazepine10,11-epoxide; Carbamazepine 10,11-oxide; 10,11-Epoxycarbamazepine; Carbamazepine epoxide; Carbamazepine-10,11-epoxide; Carbamazepine-10,11-epoxide



数据库引用编号

34 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

1 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(1)

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 ABCB1, ALB, CYP2B6, CYP2C8, CYP3A4, ERBB2, PPARG
Peripheral membrane protein 2 CYP1B1, CYP2B6
Endosome membrane 3 ERBB2, HLA-A, HLA-B
Endoplasmic reticulum membrane 8 CYP1B1, CYP2B6, CYP2C8, CYP3A4, CYP3A5, EPHX1, HLA-A, HLA-B
Nucleus 4 ALB, ERBB2, GABPA, PPARG
cytosol 3 ALB, ERBB2, PPARG
nuclear body 1 SCN1A
centrosome 1 ALB
nucleoplasm 5 ERBB2, GABPA, PPARG, SCN1A, SCNN1G
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 6 ABCB1, ABCC1, ERBB2, HLA-A, HLA-B, SCN1A
ruffle membrane 1 ERBB2
Early endosome membrane 2 HLA-A, HLA-B
Multi-pass membrane protein 6 ABCB1, ABCC1, ABCC2, CACNA1I, SCN1A, SCNN1G
cell surface 5 ABCB1, ABCC2, EPO, HLA-A, HLA-B
Golgi apparatus 3 ALB, HLA-A, HLA-B
Golgi membrane 2 HLA-A, HLA-B
lysosomal membrane 2 HLA-A, HLA-B
neuromuscular junction 1 ERBB2
neuronal cell body 1 SCN1A
presynaptic membrane 1 ERBB2
plasma membrane 10 ABCB1, ABCC1, ABCC2, CACNA1I, CYP2C8, ERBB2, HLA-A, HLA-B, SCN1A, SCNN1G
Membrane 11 ABCB1, ABCC1, ABCC2, CACNA1I, CYP1B1, CYP3A4, CYP3A5, ERBB2, HLA-A, HLA-B, SCN1A
apical plasma membrane 5 ABCB1, ABCC1, ABCC2, ERBB2, SCNN1G
basolateral plasma membrane 2 ABCC1, ERBB2
extracellular exosome 7 ABCB1, ABCC1, ALB, EPO, HLA-A, HLA-B, SCNN1G
Lysosome membrane 2 HLA-A, HLA-B
endoplasmic reticulum 3 ALB, HLA-A, HLA-B
extracellular space 4 ALB, EPO, HLA-A, HLA-B
perinuclear region of cytoplasm 2 ERBB2, PPARG
intercalated disc 1 SCN1A
intercellular canaliculus 1 ABCC2
mitochondrion 1 CYP1B1
protein-containing complex 1 ALB
intracellular membrane-bounded organelle 6 CYP1B1, CYP2B6, CYP2C8, CYP3A4, CYP3A5, PPARG
Microsome membrane 5 CYP1B1, CYP2B6, CYP3A4, CYP3A5, EPHX1
Single-pass type I membrane protein 3 ERBB2, HLA-A, HLA-B
Secreted 2 ALB, EPO
extracellular region 3 ALB, EPO, ERBB2
Single-pass membrane protein 2 HLA-A, HLA-B
anchoring junction 1 ALB
external side of plasma membrane 3 HLA-A, HLA-B, SCNN1G
T-tubule 1 SCN1A
Z disc 1 SCN1A
cytoplasmic vesicle 1 ERBB2
Early endosome 1 ERBB2
Apical cell membrane 3 ABCB1, ABCC2, SCNN1G
Cell projection, ruffle membrane 1 ERBB2
Cytoplasm, perinuclear region 1 ERBB2
lateral plasma membrane 1 ABCC1
receptor complex 2 ERBB2, PPARG
ciliary basal body 1 ALB
chromatin 2 GABPA, PPARG
phagocytic vesicle membrane 2 HLA-A, HLA-B
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
Recycling endosome membrane 2 HLA-A, HLA-B
sodium channel complex 1 SCNN1G
axon initial segment 1 SCN1A
cell body 1 EPO
myelin sheath 1 ERBB2
basal plasma membrane 2 ABCC1, ERBB2
secretory granule lumen 1 EPO
secretory granule membrane 1 HLA-B
endoplasmic reticulum lumen 1 ALB
platelet alpha granule lumen 1 ALB
voltage-gated calcium channel complex 1 CACNA1I
node of Ranvier 1 SCN1A
Single-pass type III membrane protein 1 EPHX1
endoplasmic reticulum exit site 1 HLA-A
ER to Golgi transport vesicle membrane 2 HLA-A, HLA-B
semaphorin receptor complex 1 ERBB2
external side of apical plasma membrane 1 ABCB1
lumenal side of endoplasmic reticulum membrane 2 HLA-A, HLA-B
MHC class I peptide loading complex 1 HLA-A
[Isoform 1]: Cell membrane 1 ERBB2
voltage-gated sodium channel complex 1 SCN1A
Golgi medial cisterna 1 HLA-A
MHC class I protein complex 2 HLA-A, HLA-B
MHC class II protein complex 2 HLA-A, HLA-B
ERBB3:ERBB2 complex 1 ERBB2
ciliary transition fiber 1 ALB


文献列表

  • Ruba S Darweesh, Tareq N Khamis, Tamam El-Elimat. The effect of cannabidiol on the pharmacokinetics of carbamazepine in rats. Naunyn-Schmiedeberg's archives of pharmacology. 2020 10; 393(10):1871-1886. doi: 10.1007/s00210-020-01878-2. [PMID: 32424477]
  • Shengyang Zhou, Liguang Xu, Liqiang Liu, Hua Kuang, Chuanlai Xu. Development of a monoclonal antibody-based immunochromatographic assay for the detection of carbamazepine and carbamazepine-10, 11-epoxide. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2020 Mar; 1141(?):122036. doi: 10.1016/j.jchromb.2020.122036. [PMID: 32109745]
  • Brian D Moseley, Christian Otoul, Ludovicus Staelens, Armel Stockis. Pharmacokinetic interaction of brivaracetam on other antiepileptic drugs in adults with focal seizures: Pooled analysis of data from randomized clinical trials. Epilepsy research. 2019 12; 158(?):106218. doi: 10.1016/j.eplepsyres.2019.106218. [PMID: 31675621]
  • Vincent L M Yip, Xiaoli Meng, James L Maggs, Rosalind E Jenkins, Philippe T Marlot, Anthony G Marson, B Kevin Park, Munir Pirmohamed. Mass Spectrometric Characterization of Circulating Covalent Protein Adducts Derived from Epoxide Metabolites of Carbamazepine in Patients. Chemical research in toxicology. 2017 07; 30(7):1419-1435. doi: 10.1021/acs.chemrestox.7b00063. [PMID: 28562019]
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  • Maria Rosa, Pierre Bonnaillie, Hugues Chanteux. Prediction of drug-drug interactions with carbamazepine-10,11-epoxide using a new in vitro assay for epoxide hydrolase inhibition. Xenobiotica; the fate of foreign compounds in biological systems. 2016 Dec; 46(12):1076-1084. doi: 10.3109/00498254.2016.1151088. [PMID: 26936324]
  • Lihua Qu, Yuanjie Fan, Wenjun Wang, Kai Ma, Zheng Yin. Development, validation and clinical application of an online-SPE-LC-HRMS/MS for simultaneous quantification of phenobarbital, phenytoin, carbamazepine, and its active metabolite carbamazepine 10,11-epoxide. Talanta. 2016 Sep; 158(?):77-88. doi: 10.1016/j.talanta.2016.05.036. [PMID: 27343581]
  • Craig Geoffrey Smollin, Matthew S Petrie, Thomas Kearney. Carbamazepine and carbamazepine-10,11-epoxide clearance measurements during continuous venovenous hemofiltration in a massive overdose. Clinical toxicology (Philadelphia, Pa.). 2016 Jun; 54(5):424-7. doi: 10.3109/15563650.2016.1148721. [PMID: 26942940]
  • Ivana Kacirova, Milan Grundmann, Hana Brozmanova. Concentrations of carbamazepine and carbamazepine-10,11-epoxide in maternal and umbilical cord blood at birth: Influence of co-administration of valproic acid or enzyme-inducing antiepileptic drugs. Epilepsy research. 2016 May; 122(?):84-90. doi: 10.1016/j.eplepsyres.2016.02.013. [PMID: 26991491]
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