Naftifine (BioDeep_00000002468)

 

Secondary id: BioDeep_00000397870

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


N-methyl-N-(1-naphthalenylmethyl)-3-phenyl-2-propen-1-amine

化学式: C21H21N (287.1674)
中文名称: 萘替芬
谱图信息: 最多检出来源 Mus musculus(not specific) 0.97%

分子结构信息

SMILES: CN(CC=CC1=CC=CC=C1)CC1=CC=CC2=CC=CC=C12
InChI: InChI=1S/C21H21N/c1-22(16-8-11-18-9-3-2-4-10-18)17-20-14-7-13-19-12-5-6-15-21(19)20/h2-15H,16-17H2,1H3

描述信息

Naftifine is only found in individuals that have used or taken this drug. It is a synthetic, broad spectrum, antifungal agent and allylamine derivative for the topical treatment of tinea pedis, tinea cruris, and tinea corporis caused by the organisms Trichophyton rubrum, Trichophyton mentagrophytes, Trichophyton tonsurans and Epidermophyton floccosum.Although the exact mechanism of action against fungi is not known, naftifine appears to interfere with sterol biosynthesis by inhibiting the enzyme squalene 2,3-epoxidase. This inhibition of enzyme activity results in decreased amounts of sterols, especially ergosterol, and a corresponding accumulation of squalene in the 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

5 个代谢物同义名

N-methyl-N-(1-naphthalenylmethyl)-3-phenyl-2-propen-1-amine; methyl(naphthalen-1-ylmethyl)(3-phenylprop-2-en-1-yl)amine; naftifine; naftin; Naftifine



数据库引用编号

18 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 6 ALB, ALOX5, CTNNB1, FPR1, GJA1, WNT2
Peripheral membrane protein 2 ALOX5, SQLE
Endoplasmic reticulum membrane 2 GJA1, SQLE
Nucleus 3 ALB, CTNNB1, GJA1
cytosol 4 ALB, ALOX5, CTNNB1, GJA1
centrosome 2 ALB, CTNNB1
nucleoplasm 3 ALOX5, CTNNB1, GJA1
Cell membrane 3 CTNNB1, FPR1, GJA1
lamellipodium 1 CTNNB1
Multi-pass membrane protein 3 CACNA1I, FPR1, GJA1
Synapse 1 CTNNB1
cell cortex 1 CTNNB1
cell junction 2 CTNNB1, GJA1
glutamatergic synapse 1 CTNNB1
Golgi apparatus 2 ALB, GJA1
Golgi membrane 1 GJA1
presynaptic membrane 1 CTNNB1
Cytoplasm, cytosol 1 ALOX5
plasma membrane 4 CACNA1I, CTNNB1, FPR1, GJA1
Membrane 4 CACNA1I, CTNNB1, FPR1, SQLE
apical plasma membrane 1 GJA1
basolateral plasma membrane 1 CTNNB1
extracellular exosome 2 ALB, CTNNB1
endoplasmic reticulum 3 ALB, GJA1, SQLE
extracellular space 4 ALB, ALOX5, IL31, WNT2
perinuclear region of cytoplasm 2 ALOX5, CTNNB1
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 1 CTNNB1
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 1 CTNNB1
gap junction 1 GJA1
intercalated disc 1 GJA1
mitochondrion 1 GJA1
protein-containing complex 2 ALB, CTNNB1
intracellular membrane-bounded organelle 2 GJA1, SQLE
Microsome membrane 1 SQLE
Secreted 3 ALB, IL31, WNT2
extracellular region 4 ALB, ALOX5, IL31, WNT2
anchoring junction 1 ALB
transcription regulator complex 1 CTNNB1
Nucleus membrane 1 ALOX5
nuclear membrane 1 ALOX5
Secreted, extracellular space, extracellular matrix 1 WNT2
Z disc 1 CTNNB1
beta-catenin destruction complex 1 CTNNB1
Wnt signalosome 2 CTNNB1, WNT2
apical part of cell 1 CTNNB1
cell-cell junction 1 CTNNB1
postsynaptic membrane 1 CTNNB1
Cytoplasm, perinuclear region 1 ALOX5
Membrane raft 1 GJA1
Cytoplasm, cytoskeleton 1 CTNNB1
focal adhesion 2 CTNNB1, GJA1
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
collagen-containing extracellular matrix 1 WNT2
Cell junction, gap junction 1 GJA1
connexin complex 1 GJA1
contractile muscle fiber 1 GJA1
fascia adherens 2 CTNNB1, GJA1
intermediate filament 1 GJA1
lateral plasma membrane 2 CTNNB1, GJA1
ciliary basal body 1 ALB
cell periphery 1 CTNNB1
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
centriole 1 ALB
spindle pole 2 ALB, CTNNB1
blood microparticle 1 ALB
postsynaptic density, intracellular component 1 CTNNB1
microvillus membrane 1 CTNNB1
nuclear envelope 1 ALOX5
Nucleus envelope 1 ALOX5
Endomembrane system 1 CTNNB1
Golgi-associated vesicle membrane 1 GJA1
euchromatin 1 CTNNB1
ficolin-1-rich granule lumen 1 ALOX5
secretory granule lumen 1 ALOX5
secretory granule membrane 1 FPR1
endoplasmic reticulum lumen 1 ALB
nuclear matrix 1 ALOX5
platelet alpha granule lumen 1 ALB
voltage-gated calcium channel complex 1 CACNA1I
azurophil granule membrane 1 FPR1
tight junction 1 GJA1
beta-catenin-TCF complex 1 CTNNB1
Nucleus matrix 1 ALOX5
nuclear envelope lumen 1 ALOX5
presynaptic active zone cytoplasmic component 1 CTNNB1
protein-DNA complex 1 CTNNB1
ficolin-1-rich granule membrane 1 FPR1
catenin complex 1 CTNNB1
cell-cell contact zone 1 GJA1
Nucleus intermembrane space 1 ALOX5
beta-catenin-TCF7L2 complex 1 CTNNB1
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
ciliary transition fiber 1 ALB


文献列表

  • Amit Verma, Babajide Olayinka, Alan B Fleischer. An Open-Label, Multi-Center, Multiple-Application Pharmacokinetic Study of Naftifine HCl Gel 2\% in Pediatric Subjects With Tinea Pedis. Journal of drugs in dermatology : JDD. 2015 Jul; 14(7):686-91. doi: . [PMID: 26151784]
  • Sanjay Gurule, Arshad Khuroo, Tausif Monif, Dipanjan Goswami, Arabinda Saha. Rational design for variability minimization in bioanalytical method validation: illustration with LC-MS/MS assay method for terbinafine estimation in human plasma. Biomedical chromatography : BMC. 2010 Nov; 24(11):1168-78. doi: 10.1002/bmc.1423. [PMID: 20954207]
  • Wanderley de Souza, Juliany Cola Fernandes Rodrigues. Sterol Biosynthesis Pathway as Target for Anti-trypanosomatid Drugs. Interdisciplinary perspectives on infectious diseases. 2009; 2009(?):642502. doi: 10.1155/2009/642502. [PMID: 19680554]
  • Anna Arnoldi, Sabrina Dallavalle, Lucio Merlini, Loana Musso, Gandolfina Farina, Maddalena Moretti, Lalith Jayasinghe. Synthesis and antifungal activity of a series of N-substituted [2-(2,4-dichlorophenyl)-3-(1,2,4-triazol-1-yl)]propylamines. Journal of agricultural and food chemistry. 2007 Oct; 55(20):8187-92. doi: 10.1021/jf071631g. [PMID: 17896810]
  • C H de Oliveira, R E Barrientos-Astigarraga, M O de Moraes, F A Bezerra, M E de Moraes, G de Nucci. Terbinafine quantification in human plasma by high-performance liquid chromatography coupled to electrospray tandem mass spectrometry: application to a bioequivalence study. Therapeutic drug monitoring. 2001 Dec; 23(6):709-16. doi: 10.1097/00007691-200112000-00019. [PMID: 11802108]
  • G C Porretta, R Fioravanti, M Biava, M Artico, A Villa, N Simonetti. Antifungal agents, Part 11. Biphenyl analogues of naftifine: synthesis and antifungal activities. Archiv der Pharmazie. 1995 Sep; 328(9):667-72. doi: 10.1002/ardp.19953280907. [PMID: 7487424]
  • B A Solomon, W L Lee, S C Geen, K Suntharalingam, S M Fikrig, A R Shalita. Modification of neutrophil functions by naftifine. The British journal of dermatology. 1993 Apr; 128(4):393-8. doi: 10.1111/j.1365-2133.1993.tb00197.x. [PMID: 8388234]
  • P Butty, A Gorenflot, M Mallié, J M Bastide. Low voltage scanning electron microscopy study of naftifine activity on Microsporum canis. Mycoses. 1992 Nov; 35(11-12):335-42. doi: 10.1111/j.1439-0507.1992.tb00891.x. [PMID: 1302809]
  • N H Georgopapadakou, B A Dix, S A Smith, J Freudenberger, P T Funke. Effect of antifungal agents on lipid biosynthesis and membrane integrity in Candida albicans. Antimicrobial agents and chemotherapy. 1987 Jan; 31(1):46-51. doi: 10.1128/aac.31.1.46. [PMID: 3551826]
  • F Schatz, H Haberl. Analytical methods for the determination of naftifine and its metabolites in human plasma and urine. Arzneimittel-Forschung. 1986 Dec; 36(12):1850-3. doi: NULL. [PMID: 3566849]
  • F Schatz, H Haberl, F Battig, D Jobstmann, G Schulz, M Nefzger, R Czok, A Nikiforov. Major routes of naftifine biotransformation in laboratory animals and man. Arzneimittel-Forschung. 1986 Feb; 36(2):248-55. doi: NULL. [PMID: 3964331]
  • N S Ryder, G Seidl, P F Troke. Effect of the antimycotic drug naftifine on growth of and sterol biosynthesis in Candida albicans. Antimicrobial agents and chemotherapy. 1984 Apr; 25(4):483-7. doi: 10.1128/aac.25.4.483. [PMID: 6375557]
  • J G Meingassner, U B Sleytr. The effects of naftifine on the ultrastructure of Candida parapsilosis: a freeze fracture study. Sabouraudia. 1982 Sep; 20(3):199-207. doi: 10.1080/00362178285380301. [PMID: 7135143]
  • J G Meingassner, U Sleytr, G Petranyi. Morphological changes induced by Naftifine, a new antifungal agent, in Trichophyton mentagrophytes. The Journal of investigative dermatology. 1981 Dec; 77(6):444-51. doi: 10.1111/1523-1747.ep12495814. [PMID: 7310168]