Butenafine (BioDeep_00000006655)

 

Secondary id: BioDeep_00001868192

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


N-4-Tert-butylbenzyl-N-methyl-1-naphthalene methylamine hydrochloride

化学式: C23H27N (317.2143)
中文名称: 布替萘芬
谱图信息: 最多检出来源 Rattus norvegicus(blood) 4.89%

分子结构信息

SMILES: CC(C)(C)C1=CC=C(C=C1)CN(C)CC2=CC=CC3=CC=CC=C32
InChI: InChI=1S/C23H27N/c1-23(2,3)21-14-12-18(13-15-21)16-24(4)17-20-10-7-9-19-8-5-6-11-22(19)20/h5-15H,16-17H2,1-4H3

描述信息

Butenafine is only found in individuals that have used or taken this drug. It is a synthetic benzylamine antifungal agent.Although the mechanism of action has not been fully established, it has been suggested that butenafine, like allylamines, interferes with sterol biosynthesis (especially ergosterol) by inhibiting squalene monooxygenase, an enzyme responsible for converting squalene to 2,3-oxydo squalene. As ergosterol is an essential component of the fungal cell membrane, inhibition of its synthesis results in increased cellular permeability causing leakage of cellular contents. Blockage of squalene monooxygenase also leads to a subsequent accumulation of squalene. When a high concentration of squalene is reached, it is thought to have an effect of directly kill fungal cells.
D - Dermatologicals > D01 - Antifungals for dermatological use > D01A - Antifungals for topical use
D000890 - Anti-Infective Agents > D000935 - Antifungal Agents
C254 - Anti-Infective Agent > C514 - Antifungal Agent

同义名列表

12 个代谢物同义名

N-4-Tert-butylbenzyl-N-methyl-1-naphthalene methylamine hydrochloride; (4-Tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine; [(4-tert-butylphenyl)methyl](methyl)(naphthalen-1-ylmethyl)amine; N-(p-Tert-butylbenzyl)-N-methyl-1-naphthalenemethylamine; (4-Tert-butyl-benzyl)-methyl-naphthalen-1-ylmethyl-amine; 4-Tert-butylbenzyl(methyl)(1-naphthalenemethyl)amine; Butenafine hydrochloride; Butenafinum; butenafine; Butenafina; Mentax; Butenafine



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 2 DMD, STAT1
Peripheral membrane protein 2 DMD, SQLE
Endosome membrane 1 TF
Endoplasmic reticulum membrane 3 CYP51A1, PTGDS, SQLE
Nucleus 3 DMD, SNU13, STAT1
cytosol 2 DMD, STAT1
dendrite 1 STAT1
nucleoplasm 2 SNU13, STAT1
RNA polymerase II transcription regulator complex 1 STAT1
Cell membrane 1 CD40LG
Cytoplasmic side 1 DMD
Synapse 1 DMD
cell surface 5 CD40, CD40LG, DMD, SDC1, TF
Golgi apparatus 2 CD40LG, PTGDS
neuronal cell body 1 CD40
sarcolemma 1 DMD
plasma membrane 5 CD40, CD40LG, DMD, SDC1, TF
Membrane 6 CD40, CD40LG, CYP51A1, DMD, SDC1, SQLE
apical plasma membrane 1 TF
axon 1 STAT1
extracellular exosome 5 ALDH2, CD40, PTGDS, SDC1, TF
endoplasmic reticulum 1 SQLE
extracellular space 7 CD40, CD40LG, CXCL10, IL4, PTGDS, TF, TSLP
lysosomal lumen 1 SDC1
perinuclear region of cytoplasm 3 PTGDS, STAT1, TF
mitochondrion 1 ALDH2
protein-containing complex 4 DMD, SDC1, SNU13, STAT1
intracellular membrane-bounded organelle 3 CD40, CYP51A1, SQLE
Microsome membrane 2 CYP51A1, SQLE
filopodium 1 DMD
Single-pass type I membrane protein 2 CD40, SDC1
Secreted 7 CD40LG, CXCL10, IL4, PTGDS, SDC1, TF, TSLP
extracellular region 5 CXCL10, IL4, PTGDS, TF, TSLP
Single-pass membrane protein 1 CYP51A1
basal part of cell 1 TF
Mitochondrion matrix 1 ALDH2
mitochondrial matrix 1 ALDH2
Nucleus membrane 1 PTGDS
nuclear membrane 1 PTGDS
CD40 receptor complex 1 CD40
external side of plasma membrane 4 CD40, CD40LG, CXCL10, SDC1
varicosity 1 CD40
Z disc 1 DMD
cytoplasmic vesicle 1 TF
nucleolus 2 SNU13, STAT1
Early endosome 1 TF
clathrin-coated pit 1 TF
recycling endosome 1 TF
Single-pass type II membrane protein 1 CD40LG
vesicle 1 TF
postsynaptic membrane 1 DMD
Cell membrane, sarcolemma 1 DMD
Cytoplasm, perinuclear region 1 PTGDS
Membrane raft 1 DMD
Cytoplasm, cytoskeleton 1 DMD
Nucleus outer membrane 1 DMD
nuclear outer membrane 1 DMD
Postsynaptic cell membrane 1 DMD
Late endosome 1 TF
chromatin 1 STAT1
cytoskeleton 1 DMD
Nucleus, nucleolus 1 SNU13
blood microparticle 1 TF
spliceosomal complex 1 SNU13
filopodium membrane 1 DMD
basal plasma membrane 1 TF
secretory granule lumen 1 TF
HFE-transferrin receptor complex 1 TF
Golgi lumen 1 SDC1
endoplasmic reticulum lumen 1 TF
endocytic vesicle 1 TF
Secreted, extracellular exosome 1 SDC1
small-subunit processome 1 SNU13
box C/D methylation guide snoRNP complex 1 SNU13
Single-pass type IV membrane protein 1 DMD
clathrin-coated endocytic vesicle membrane 1 TF
ribonucleoprotein complex 1 SNU13
costamere 1 DMD
U2-type precatalytic spliceosome 1 SNU13
U4/U6 x U5 tri-snRNP complex 1 SNU13
dystrophin-associated glycoprotein complex 1 DMD
Rough endoplasmic reticulum 1 PTGDS
cell-substrate junction 1 DMD
precatalytic spliceosome 1 SNU13
vesicle coat 1 TF
neuron projection terminus 1 DMD
syntrophin complex 1 DMD
[CD40 ligand, soluble form]: Secreted 1 CD40LG
ISGF3 complex 1 STAT1
dense fibrillar component 1 SNU13
U4atac snRNP 1 SNU13
dense body 1 TF
organelle 1 DMD
plasma membrane bounded cell projection 1 DMD


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]
  • Adriana Bezerra-Souza, Jéssica A Jesus, Márcia D Laurenti, Aikaterini Lalatsa, Dolores R Serrano, Luiz Felipe D Passero. Nanoemulsified Butenafine for Enhanced Performance against Experimental Cutaneous Leishmaniasis. Journal of immunology research. 2021; 2021(?):8828750. doi: 10.1155/2021/8828750. [PMID: 33880383]
  • 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]
  • Alissa Zhang, Eui-Chang Jung, Hanjiang Zhu, Ying Zou, Xiaoying Hui, Howard Maibach. Vehicle effects on human stratum corneum absorption and skin penetration. Toxicology and industrial health. 2017 May; 33(5):416-425. doi: 10.1177/0748233716656119. [PMID: 27436841]
  • Adriana Bezerra-Souza, Eduardo S Yamamoto, Márcia D Laurenti, Susan P Ribeiro, Luiz Felipe D Passero. The antifungal compound butenafine eliminates promastigote and amastigote forms of Leishmania (Leishmania) amazonensis and Leishmania (Viannia) braziliensis. Parasitology international. 2016 Dec; 65(6 Pt A):702-707. doi: 10.1016/j.parint.2016.08.003. [PMID: 27546158]
  • Bruce C Campbell, Kathleen L Chan, Jong H Kim. Chemosensitization as a means to augment commercial antifungal agents. Frontiers in microbiology. 2012; 3(?):79. doi: 10.3389/fmicb.2012.00079. [PMID: 22393330]
  • Lin Song, Xuehua Jiang, Ling Wang. Determination of butenafine hydrochloride in human plasma by liquid chromatography electrospray ionization-mass spectrometry following its topical administration in human subjects. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Nov; 879(30):3658-62. doi: 10.1016/j.jchromb.2011.09.042. [PMID: 22005007]
  • T A Syed, Z A Qureshi, S M Ali, S Ahmad, S A Ahmad. Treatment of toenail onychomycosis with 2\% butenafine and 5\% Melaleuca alternifolia (tea tree) oil in cream. Tropical medicine & international health : TM & IH. 1999 Apr; 4(4):284-7. doi: 10.1046/j.1365-3156.1999.00396.x. [PMID: 10357864]
  • W Iwatani, T Arika, H Yamaguchi. Two mechanisms of butenafine action in Candida albicans. Antimicrobial agents and chemotherapy. 1993 Apr; 37(4):785-8. doi: 10.1128/aac.37.4.785. [PMID: 8494375]
  • A C Buck. Disorders of micturition in bacterial prostatitis. Proceedings of the Royal Society of Medicine. 1975 Aug; 68(8):508-11. doi: NULL. [PMID: 681]