Dibucaine (BioDeep_00000002371)

 

Secondary id: BioDeep_00000397849

human metabolite blood metabolite


代谢物信息卡片


2-Butoxy-quinoline-4-carboxylic acid (2-diethylamino-ethyl)-amide

化学式: C20H29N3O2 (343.226)
中文名称: 地布卡因
谱图信息: 最多检出来源 Homo sapiens(blood) 9.85%

分子结构信息

SMILES: CCCCOC1=NC2=CC=CC=C2C(=C1)C(=O)NCCN(CC)CC
InChI: InChI=1S/C20H29N3O2/c1-4-7-14-25-19-15-17(16-10-8-9-11-18(16)22-19)20(24)21-12-13-23(5-2)6-3/h8-11,15H,4-7,12-14H2,1-3H3,(H,21,24)

描述信息

A local anesthetic of the amide type now generally used for surface anesthesia. It is one of the most potent and toxic of the long-acting local anesthetics and its parenteral use is restricted to spinal anesthesia. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1006)
D - Dermatologicals > D04 - Antipruritics, incl. antihistamines, anesthetics, etc. > D04A - Antipruritics, incl. antihistamines, anesthetics, etc. > D04AB - Anesthetics for topical use
C - Cardiovascular system > C05 - Vasoprotectives > C05A - Agents for treatment of hemorrhoids and anal fissures for topical use > C05AD - Local anesthetics
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D000777 - Anesthetics
S - Sensory organs > S02 - Otologicals > S02D - Other otologicals > S02DA - Analgesics and anesthetics
S - Sensory organs > S01 - Ophthalmologicals > S01H - Local anesthetics > S01HA - Local anesthetics
N - Nervous system > N01 - Anesthetics > N01B - Anesthetics, local > N01BB - Amides
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent

同义名列表

38 个代谢物同义名

2-Butoxy-quinoline-4-carboxylic acid (2-diethylamino-ethyl)-amide; 2-Butoxy-quinoline-4-carboxylate (2-diethylamino-ethyl)-amide; 2-Butoxyquinoline-4-carboxylic acid diethylaminoethylamide; 2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide; alpha-Butyloxycinchonic acid-gamma-diethylethylenediamine; 2-Butoxy-N-[2-(diethylamino)ethyl]-4-quinolinecarboxamide; 2-Butoxyquinoline-4-carboxylate diethylaminoethylamide; alpha-Butyloxycinchoninic acid diethylethylenediamide; alpha-Butyloxycinchonate-gamma-diethylethylenediamine; 2-Butoxy-N-(alpha-diethylaminoethyl)cinchoninamide; Α-butyloxycinchoninic acid diethylethylenediamide; Α-butyloxycinchonic acid-γ-diethylethylenediamine; a-Butyloxycinchonic acid-g-diethylethylenediamine; alpha-Butyloxycinchoninate diethylethylenediamide; 2-Butoxy-N-(beta-diethylaminoethyl)cinchoninamide; a-Butyloxycinchoninic acid diethylethylenediamide; 2-Butoxy-N-(2-(diethylamino)ethyl)cinchoninamide; N-(2-(Diethylamino)ethyl)-2-butoxycinchoninamide; 2-N-Butoxy-N-(2-diethylaminoethyl)cinchoninamide; 2-Butoxy-N-(b-diethylaminoethyl)cinchoninamide; 2-Butoxy-N-(a-diethylaminoethyl)cinchoninamide; 2-Butoxy-N-(β-diethylaminoethyl)cinchoninamide; 2-Butoxy-N-(α-diethylaminoethyl)cinchoninamide; a-Butyloxycinchonate-g-diethylethylenediamine; a-Butyloxycinchoninate diethylethylenediamide; Α-butyloxycinchonate-γ-diethylethylenediamine; Α-butyloxycinchoninate diethylethylenediamide; Dibucaine base; Cinchocainum; Cinchocaine; Nupercainal; Cincocainio; Nupercaine; dibucaine; Sovcaine; Cincain; Dibucaine; Dibucaine



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)

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 8 AXIN2, BCL2, CA1, CALCA, CASP3, MYLK, PLA2G12A, PRKX
Peripheral membrane protein 2 ACHE, COQ10A
Endoplasmic reticulum membrane 1 BCL2
Nucleus 5 ACHE, AXIN2, BCL2, CASP3, PRKX
cytosol 6 AXIN2, BCL2, CA1, CASP3, MYLK, PRKCQ
dendrite 1 SLC8A1
centrosome 1 AXIN2
nucleoplasm 5 ATP2B1, CASP3, PRKX, SCNN1G, SLC8A1
Cell membrane 3 ACHE, ATP2B1, SLC8A1
Cleavage furrow 1 MYLK
lamellipodium 1 MYLK
Multi-pass membrane protein 4 ATP2B1, MPC1L, SCNN1G, SLC8A1
Synapse 5 ACHE, ATP2B1, MYLK, SLC8A1, TAC1
cell junction 1 SLC8A1
cell surface 1 ACHE
glutamatergic synapse 2 ATP2B1, CASP3
Golgi apparatus 1 ACHE
Golgi membrane 1 INS
mitochondrial inner membrane 2 COQ10A, MPC1L
neuromuscular junction 1 ACHE
neuronal cell body 4 CALCA, CASP3, SLC8A1, TAC1
postsynapse 1 SLC8A1
presynaptic membrane 1 ATP2B1
sarcolemma 1 SLC8A1
plasma membrane 9 ACHE, ATP2B1, AXIN2, BCHE, F2, MYLK, PRKCQ, SCNN1G, SLC8A1
synaptic vesicle membrane 1 ATP2B1
terminal bouton 1 CALCA
Membrane 4 ACHE, ATP2B1, BCL2, SLC8A1
apical plasma membrane 1 SCNN1G
axon 2 SLC8A1, TAC1
basolateral plasma membrane 1 ATP2B1
extracellular exosome 5 ATP2B1, CA1, F2, SCNN1G, VWF
endoplasmic reticulum 2 BCL2, VWF
extracellular space 7 ACHE, BCHE, CALCA, F2, INS, TAC1, VWF
perinuclear region of cytoplasm 1 ACHE
intercalated disc 1 SLC8A1
mitochondrion 2 BCL2, COQ10A
protein-containing complex 1 BCL2
intracellular membrane-bounded organelle 1 ATP2B1
postsynaptic density 2 CASP3, SLC8A1
Secreted 7 ACHE, BCHE, CALCA, F2, INS, PLA2G12A, VWF
extracellular region 8 ACHE, BCHE, CALCA, F2, INS, PLA2G12A, TAC1, VWF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
hippocampal mossy fiber to CA3 synapse 1 CALCA
Extracellular side 1 ACHE
centriolar satellite 1 PRKCQ
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 SCNN1G
Secreted, extracellular space, extracellular matrix 1 VWF
actin cytoskeleton 1 MYLK
T-tubule 1 SLC8A1
Z disc 1 SLC8A1
beta-catenin destruction complex 1 AXIN2
Apical cell membrane 1 SCNN1G
Cell projection, lamellipodium 1 MYLK
Mitochondrion inner membrane 2 COQ10A, MPC1L
Matrix side 1 COQ10A
pore complex 1 BCL2
extracellular matrix 1 VWF
basement membrane 1 ACHE
collagen-containing extracellular matrix 2 F2, VWF
lateral plasma membrane 1 ATP2B1
cell projection 1 ATP2B1
cell periphery 1 SLC8A1
blood microparticle 2 BCHE, F2
Basolateral cell membrane 1 ATP2B1
Lipid-anchor, GPI-anchor 1 ACHE
endosome lumen 1 INS
sodium channel complex 1 SCNN1G
Presynaptic cell membrane 1 ATP2B1
side of membrane 1 ACHE
myelin sheath 1 BCL2
stress fiber 1 MYLK
platelet alpha granule 1 VWF
secretory granule lumen 1 INS
Golgi lumen 2 F2, INS
endoplasmic reticulum lumen 3 BCHE, F2, INS
platelet alpha granule lumen 1 VWF
axon terminus 1 SLC8A1
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 2 ATP2B1, PRKCQ
neuronal dense core vesicle 1 CALCA
aggresome 1 PRKCQ
nuclear envelope lumen 1 BCHE
Cytoplasm, cytoskeleton, stress fiber 1 MYLK
synaptic cleft 1 ACHE
death-inducing signaling complex 1 CASP3
Weibel-Palade body 1 VWF
BAD-BCL-2 complex 1 BCL2
photoreceptor ribbon synapse 1 ATP2B1
[Isoform H]: Cell membrane 1 ACHE


文献列表

  • Yusuke Horizumi, Satoru Goto, Miwa Takatsuka, Hideshi Yokoyama. Effects of Local Anesthetics on Liposomal Membranes Determined by Their Inhibitory Activity of Lipid Peroxidation. Molecular pharmaceutics. 2023 Apr; ?(?):. doi: 10.1021/acs.molpharmaceut.2c01053. [PMID: 37104048]
  • Malavika Prithviraj, Takehiro Kado, Jacob A Mayfield, David C Young, Annie D Huang, Daisuke Motooka, Shota Nakamura, M Sloan Siegrist, D Branch Moody, Yasu S Morita. Tuberculostearic Acid Controls Mycobacterial Membrane Compartmentalization. mBio. 2023 Mar; ?(?):e0339622. doi: 10.1128/mbio.03396-22. [PMID: 36976029]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Ramachandra S Naik, Tatyana Belinskaya, C R Vinayaka, Ashima Saxena. Monoclonal antibodies to fetal bovine serum acetylcholinesterase distinguish between acetylcholinesterases from ruminant and non-ruminant species. Chemico-biological interactions. 2020 Oct; 330(?):109225. doi: 10.1016/j.cbi.2020.109225. [PMID: 32795450]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • S C Lopes, G Ivanova, B de Castro, P Gameiro. Cardiolipin and phosphatidylethanolamine role in dibucaine interaction with the mitochondrial membrane. Biochimica et biophysica acta. Biomembranes. 2019 06; 1861(6):1152-1161. doi: 10.1016/j.bbamem.2019.02.011. [PMID: 30840858]
  • Raquel M Barbosa, Bruna R Casadei, Evandro L Duarte, Patrícia Severino, Leandro R S Barbosa, Nelson Duran, Eneida de Paula. Electron Paramagnetic Resonance and Small-Angle X-ray Scattering Characterization of Solid Lipid Nanoparticles and Nanostructured Lipid Carriers for Dibucaine Encapsulation. Langmuir : the ACS journal of surfaces and colloids. 2018 11; 34(44):13296-13304. doi: 10.1021/acs.langmuir.8b02559. [PMID: 30299102]
  • Yan Li, Chang-Feng Li, Li-Ming Du, Jian-Xia Feng, Hai-Long Liu, Yun-Long Fu. A competitive strategy based on cucurbit[7]uril supramolecular interaction for simple and sensitive detection of dibucaine. Talanta. 2015 Jan; 132(?):653-7. doi: 10.1016/j.talanta.2014.09.005. [PMID: 25476359]
  • Eva Kupetz, Heike Bunjes. Lipid nanoparticles: drug localization is substance-specific and achievable load depends on the size and physical state of the particles. Journal of controlled release : official journal of the Controlled Release Society. 2014 Sep; 189(?):54-64. doi: 10.1016/j.jconrel.2014.06.007. [PMID: 24933601]
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  • Takako Izumi, Masayoshi Yamaguchi. Overexpression of regucalcin suppresses cell death and apoptosis in cloned rat hepatoma H4-II-E cells induced by lipopolysaccharide, PD 98059, dibucaine, or Bay K 8644. Journal of cellular biochemistry. 2004 Oct; 93(3):598-608. doi: 10.1002/jcb.20214. [PMID: 15378600]
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