Proparacaine (BioDeep_00000006492)

 

Secondary id: BioDeep_00001868253

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


Benzoic acid, 3-amino-4-propoxy-, 2-(diethylamino)ethyl ester, monohydrochloride*benzoic acid, 3-amino-4-propoxy-, 2-(diethylamino)ethyl ester, monohydrochloride

化学式: C16H26N2O3 (294.1943)
中文名称: 丙美卡因
谱图信息: 最多检出来源 Homo sapiens(blood) 92.78%

分子结构信息

SMILES: CCCOC1=C(C=C(C=C1)C(=O)OCCN(CC)CC)N
InChI: InChI=1S/C16H26N2O3/c1-4-10-20-15-8-7-13(12-14(15)17)16(19)21-11-9-18(5-2)6-3/h7-8,12H,4-6,9-11,17H2,1-3H3

描述信息

Proparacaine is only found in individuals that have used or taken this drug. It is a topical anesthetic drug of the amino ester group. It is available as its hydrochloride salt in ophthalmic solutions at a concentration of 0.5\\%. [Wikipedia]The exact mechanism whereby proparacaine and other local anesthetics influence the permeability of the cell membrane is unknown; however, several studies indicate that local anesthetics may limit sodium ion permeability through the lipid layer of the nerve cell membrane. Proparacaine may alter epithelial sodium channels through interaction with channel protein residues. This limitation prevents the fundamental change necessary for the generation of the action potential.
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D000777 - Anesthetics
S - Sensory organs > S01 - Ophthalmologicals > S01H - Local anesthetics > S01HA - Local anesthetics
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent

同义名列表

25 个代谢物同义名

Benzoic acid, 3-amino-4-propoxy-, 2-(diethylamino)ethyl ester, monohydrochloride*benzoic acid, 3-amino-4-propoxy-, 2-(diethylamino)ethyl ester, monohydrochloride; 2-(Diethylamino)ethyl 3-amino-4-propoxybenzoate monohydrochloride; Benzoic acid, 3-amino-4-propoxy-, 2-(diethylamino)ethyl ester; 2-(Diethylamino)ethyl 3-amino-4-propoxybenzoate; Minims proxymetacaine hydrochloride; Proxymetacaine monohydrochloride; Proxymetacaine hydrochloride; Proparacaine Hydrochloride; Proparacaine HCL; Chibro-kerakain; Proximetacainum; Proxymethacaine; Proparakain-pos; Prossimetacaina; proxymetacaine; proparacaine; Ophthaine; Ocu-caine; Kéracaine; Ophthetic; AK-taine; Parcaine; Alcaine; Kainair; Proparacaine



数据库引用编号

16 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 11 ALOX5, BCL2L1, BDNF, CASP2, CASP3, CAT, HIF1A, HMGB1, INPP5J, MAPK8, VEGFA
Peripheral membrane protein 2 ALOX5, HMGB1
Mitochondrion membrane 1 BCL2L1
Nucleus 6 CASP2, CASP3, HIF1A, HMGB1, MAPK8, VEGFA
cytosol 8 ALOX5, BCL2L1, CASP2, CASP3, CAT, HIF1A, INPP5J, MAPK8
dendrite 2 BDNF, OPN4
nuclear body 1 HIF1A
centrosome 1 BCL2L1
nucleoplasm 6 ALOX5, CASP3, HIF1A, HMGB1, MAPK8, SCNN1G
RNA polymerase II transcription regulator complex 1 HIF1A
Cell membrane 4 CHRNA7, HMGB1, OPN4, SCN3A
Cytoplasmic side 1 BCL2L1
Cell projection, axon 1 OPN4
Multi-pass membrane protein 4 CHRNA7, OPN4, SCN3A, SCNN1G
Synapse 2 CHRNA7, MAPK8
cell surface 2 HMGB1, VEGFA
dendritic shaft 1 INPP5J
glutamatergic synapse 1 CASP3
Golgi apparatus 1 VEGFA
growth cone 1 INPP5J
mitochondrial inner membrane 1 BCL2L1
neuronal cell body 1 CASP3
postsynapse 1 CHRNA7
synaptic vesicle 1 BDNF
Cytoplasm, cytosol 2 ALOX5, BCL2L1
endosome 1 HMGB1
plasma membrane 8 CHRNA7, HMGB1, IGHE, INPP5J, NTRK3, OPN4, SCN3A, SCNN1G
synaptic vesicle membrane 1 BCL2L1
Membrane 7 BDNF, CAT, CHRNA7, NTRK3, OPN4, SCN3A, VEGFA
apical plasma membrane 1 SCNN1G
axon 4 BDNF, MAPK8, NTRK3, OPN4
extracellular exosome 3 CAT, LYZ, SCNN1G
endoplasmic reticulum 3 BCL2L1, HMGB1, VEGFA
extracellular space 8 ALOX5, BDNF, HMGB1, IGHE, IL4, IL5, LYZ, VEGFA
perinuclear region of cytoplasm 2 ALOX5, BDNF
adherens junction 1 VEGFA
mitochondrion 2 BCL2L1, CAT
protein-containing complex 2 CAT, HIF1A
intracellular membrane-bounded organelle 1 CAT
postsynaptic density 1 CASP3
Single-pass type I membrane protein 2 IGHE, NTRK3
Secreted 5 BDNF, HMGB1, IL4, IL5, VEGFA
extracellular region 9 ALOX5, BDNF, CAT, HMGB1, IGHE, IL4, IL5, LYZ, VEGFA
Mitochondrion outer membrane 1 BCL2L1
Single-pass membrane protein 1 BCL2L1
mitochondrial outer membrane 1 BCL2L1
Mitochondrion matrix 1 BCL2L1
mitochondrial matrix 2 BCL2L1, CAT
Extracellular side 1 HMGB1
motile cilium 1 HIF1A
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 BCL2L1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 BCL2L1
Nucleus membrane 2 ALOX5, BCL2L1
Bcl-2 family protein complex 1 BCL2L1
nuclear membrane 2 ALOX5, BCL2L1
external side of plasma membrane 1 SCNN1G
Secreted, extracellular space, extracellular matrix 1 VEGFA
perikaryon 1 OPN4
nucleolus 1 CASP2
axon cytoplasm 1 HIF1A
sarcoplasm 1 SCN3A
postsynaptic membrane 1 CHRNA7
Apical cell membrane 1 SCNN1G
Cytoplasm, perinuclear region 1 ALOX5
focal adhesion 1 CAT
extracellular matrix 1 VEGFA
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
secretory granule 1 VEGFA
nuclear speck 1 HIF1A
Postsynaptic cell membrane 1 CHRNA7
ruffle 1 INPP5J
receptor complex 1 NTRK3
neuron projection 1 CHRNA7
chromatin 1 HIF1A
IgE immunoglobulin complex 1 IGHE
Chromosome 1 HMGB1
[Isoform 2]: Cell membrane 1 IGHE
nuclear envelope 1 ALOX5
Nucleus envelope 1 ALOX5
sodium channel complex 1 SCNN1G
Cell projection, dendrite 1 OPN4
Nucleus speckle 1 HIF1A
euchromatin 1 HIF1A
basal plasma membrane 1 SCN3A
plasma membrane raft 1 CHRNA7
ficolin-1-rich granule lumen 3 ALOX5, CAT, HMGB1
secretory granule lumen 3 ALOX5, CAT, HMGB1
endoplasmic reticulum lumen 1 BDNF
nuclear matrix 1 ALOX5
transcription repressor complex 1 HMGB1
platelet alpha granule lumen 1 VEGFA
specific granule lumen 1 LYZ
tertiary granule lumen 1 LYZ
azurophil granule lumen 1 LYZ
Nucleus matrix 1 ALOX5
nuclear envelope lumen 1 ALOX5
endoplasmic reticulum-Golgi intermediate compartment 1 HMGB1
Basal cell membrane 1 SCN3A
basal dendrite 1 MAPK8
death-inducing signaling complex 1 CASP3
sperm head plasma membrane 1 OPN4
condensed chromosome 1 HMGB1
voltage-gated sodium channel complex 1 SCN3A
[Isoform 3]: Cell membrane 1 IGHE
photoreceptor disc membrane 1 OPN4
[Isoform 1]: Secreted 1 IGHE
IgE B cell receptor complex 1 IGHE
immunoglobulin complex, circulating 1 IGHE
acetylcholine-gated channel complex 1 CHRNA7
catalase complex 1 CAT
alphav-beta3 integrin-HMGB1 complex 1 HMGB1
Nucleus intermembrane space 1 ALOX5
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
endopeptidase complex 1 CASP2
[Isoform Bcl-X(L)]: Mitochondrion inner membrane 1 BCL2L1


文献列表

  • 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]
  • 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]
  • Qian Wen, Tingjun Fan, Suran Bai, Yunlong Sui. Cytotoxicity of proparacaine to human corneal endothelial cells in vitro. The Journal of toxicological sciences. 2015 Aug; 40(4):427-36. doi: 10.2131/jts.40.427. [PMID: 26165639]
  • Ying-Lien Chen, Jay H Konieczka, Deborah J Springer, Samantha E Bowen, Jing Zhang, Fitz Gerald S Silao, Alice Alma C Bungay, Ursela G Bigol, Marilou G Nicolas, Soman N Abraham, Dawn A Thompson, Aviv Regev, Joseph Heitman. Convergent Evolution of Calcineurin Pathway Roles in Thermotolerance and Virulence in Candida glabrata. G3 (Bethesda, Md.). 2012 Jun; 2(6):675-91. doi: 10.1534/g3.112.002279. [PMID: 22690377]
  • Rong Tong, Houman D Hemmati, Robert Langer, Daniel S Kohane. Photoswitchable nanoparticles for triggered tissue penetration and drug delivery. Journal of the American Chemical Society. 2012 May; 134(21):8848-55. doi: 10.1021/ja211888a. [PMID: 22385538]
  • Hui Chen, Julie-Thu A Tran, Robert E Anderson, Md Nawajes A Mandal. Caffeic acid phenethyl ester protects 661W cells from H2O2-mediated cell death and enhances electroretinography response in dim-reared albino rats. Molecular vision. 2012; 18(?):1325-38. doi: . [PMID: 22690111]
  • Galina Dvoriantchikova, Dmitry Ivanov, David Barakat, Alexander Grinberg, Rong Wen, Vladlen Z Slepak, Valery I Shestopalov. Genetic ablation of Pannexin1 protects retinal neurons from ischemic injury. PloS one. 2012; 7(2):e31991. doi: 10.1371/journal.pone.0031991. [PMID: 22384122]
  • Yasuto Kido, Pär Matsson, Kathleen M Giacomini. Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. Journal of medicinal chemistry. 2011 Jul; 54(13):4548-58. doi: 10.1021/jm2001629. [PMID: 21599003]
  • Swakshyar Saumya Pal, Rajiv Raman, Suganeswari Ganesan, Chinmaya Sahu, Tarun Sharma. Sankara Nethralaya Diabetic Retinopathy Epidemiology and Molecular Genetic Study (SN--DREAMS III): study design and research methodology. BMC ophthalmology. 2011 Mar; 11(?):7. doi: 10.1186/1471-2415-11-7. [PMID: 21435202]
  • Jeffrey J Dunmire, Rachida Bouhenni, Michael L Hart, Bassam T Wakim, Anthony M Chomyk, Sarah E Scott, Hiroshi Nakamura, Deepak P Edward. Novel serum proteomic signatures in a non-human primate model of retinal injury. Molecular vision. 2011 Mar; 17(?):779-91. doi: NULL. [PMID: 21527995]
  • Arundhati Anshu, Marianne O Price, Matthew R Richardson, Zaneer M Segu, Xianyin Lai, Mervin C Yoder, Francis W Price. Alterations in the aqueous humor proteome in patients with a glaucoma shunt device. Molecular vision. 2011; 17(?):1891-900. doi: NULL. [PMID: 21850163]
  • Ling Zou, Ashwin Nair, Hong Weng, Yi-Ting Tsai, Zhibing Hu, Liping Tang. Intraocular pressure changes: an important determinant of the biocompatibility of intravitreous implants. PloS one. 2011; 6(12):e28720. doi: 10.1371/journal.pone.0028720. [PMID: 22194895]
  • Nicolás Belforte, Pablo H Sande, Nuria de Zavalía, Diego C Fernandez, Dafne M Silberman, Mónica S Chianelli, Ruth E Rosenstein. Ischemic tolerance protects the rat retina from glaucomatous damage. PloS one. 2011; 6(8):e23763. doi: 10.1371/journal.pone.0023763. [PMID: 21887313]
  • Feng Li, Lea D Marchette, Richard S Brush, Michael H Elliott, Kimberly R Davis, Ashley G Anderson, Robert E Anderson. High levels of retinal docosahexaenoic acid do not protect photoreceptor degeneration in VPP transgenic mice. Molecular vision. 2010 Aug; 16(?):1669-79. doi: NULL. [PMID: 20806040]
  • Federico Luengo Gimeno, Victoria Lavigne, Silvia Gatto, J Oscar Croxatto, Laura Correa, Juan E Gallo. One-year follow-up of epithelial corneal cell sheet allografts mounted on platelet poor plasma in rabbits. Molecular vision. 2009 Dec; 15(?):2771-9. doi: NULL. [PMID: 20019875]
  • Yu-Chih Hou, I-Jong Wang, Fung-Rong Hu. Ring keratitis associated with topical abuse of a dilute anesthetic after refractive surgery. Journal of the Formosan Medical Association = Taiwan yi zhi. 2009 Dec; 108(12):967-72. doi: 10.1016/s0929-6646(10)60011-3. [PMID: 20040463]
  • Feng Li, Lea D Marchette, Richard S Brush, Michael H Elliott, Yun-Zheng Le, Kimberly A Henry, Ashley G Anderson, Chao Zhao, Xufang Sun, Kang Zhang, Robert E Anderson. DHA does not protect ELOVL4 transgenic mice from retinal degeneration. Molecular vision. 2009 Jun; 15(?):1185-93. doi: NULL. [PMID: 19536303]
  • Mario Suwalsky, Carlos Schneider, Beryl Norris, Fernando Villena, Hernán Cárdenas, Francisco Cuevas, Carlos P Sotomayor. The local anesthetic proparacaine modifies sodium transport in toad skin and perturbs the structures of model and cell membranes. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2002 Sep; 57(9-10):930-8. doi: 10.1515/znc-2002-9-1029. [PMID: 12440736]
  • T M Zollman, R M Bragg, D A Harrison. Clinical effects of oleoresin capsicum (pepper spray) on the human cornea and conjunctiva. Ophthalmology. 2000 Dec; 107(12):2186-9. doi: 10.1016/s0161-6420(00)00463-2. [PMID: 11097593]
  • R L Grant, D Acosta. Comparative toxicity of tetracaine, proparacaine and cocaine evaluated with primary cultures of rabbit corneal epithelial cells. Experimental eye research. 1994 Apr; 58(4):469-78. doi: 10.1006/exer.1994.1040. [PMID: 7925683]
  • A H Krauss, D F Woodward. An atypical vasopermeability response to leukotrienes in the iris-ciliary body. Prostaglandins. 1991 Jun; 41(6):559-70. doi: 10.1016/0090-6980(91)90061-j. [PMID: 1647045]
  • P E Hopper, C J Murphy, E C Feldman, R W Nelson, G D Bottoms, C E Franti. Serum glucose and insulin responses to an insulin-containing ophthalmic solution administered topically in clinically normal cats. American journal of veterinary research. 1991 Jun; 52(6):903-7. doi: NULL. [PMID: 1883093]
  • F Gusovsky, Y Nishizawa, W Padgett, E T McNeal, K Rice, C H Kim, C R Creveling, J W Daly. Voltage-dependent sodium channels in synaptoneurosomes: studies with 22Na+ influx and [3H]saxitoxin and [3H]batrachotoxinin-A 20-alpha-benzoate binding. Effects of proparacaine isothiocyanate. Brain research. 1990 Jun; 518(1-2):101-6. doi: 10.1016/0006-8993(90)90959-f. [PMID: 1697206]
  • H Brewitt, E Bonatz, H Honegger. Morphological changes of the corneal epithelium after application of topical anaesthetic ointments. Ophthalmologica. Journal international d'ophtalmologie. International journal of ophthalmology. Zeitschrift fur Augenheilkunde. 1980; 180(4):198-206. doi: 10.1159/000308974. [PMID: 7443191]