Sinefungin (BioDeep_00000783810)

Volatile Flavor Compounds natural product

代谢物信息卡片

Sinefungin

化学式: C15H23N7O5 (381.1760588)
中文名称: 西奈芬净, 西芬芬净
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CC(CCC(C(=O)O)N)N)O)O)N
InChI: InChI=1S/C15H23N7O5/c16-6(1-2-7(17)15(25)26)3-8-10(23)11(24)14(27-8)22-5-21-9-12(18)19-4-20-13(9)22/h4-8,10-11,14,23-24H,1-3,16-17H2,(H,25,26)(H2,18,19,20)/t6-,7-,8+,10+,11+,14+/m0/s1

描述信息

D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
An adenosine that is the the delta-(5-adenosyl) derivative of ornithine.
D000890 - Anti-Infective Agents > D000935 - Antifungal Agents
C254 - Anti-Infective Agent > C514 - Antifungal Agent
COVID info from PDB, Protein Data Bank
C471 - Enzyme Inhibitor
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS

同义名列表

2 个代谢物同义名

Sinefungin; Sinefungin

数据库引用编号

8 个数据库交叉引用编号

ChEBI: CHEBI:45453
KEGGdrug: D05846
PubChem: 65482
DrugBank: DB01910
ChEMBL: CHEMBL1214186
CAS: 58944-73-3
MetaboLights: MTBLC45453
LOTUS: LTS0173365

分类词条

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)

21 个相关的物种来源信息

2 - Bacteria: LTS0173365
1883 - Streptomyces: 10.1038/JA.2010.102
1883 - Streptomyces: 10.1128/AEM.54.5.1109-1111.1988
1883 - Streptomyces: 10.7164/ANTIBIOTICS.38.1204
1883 - Streptomyces: 10.7164/ANTIBIOTICS.44.1141
1883 - Streptomyces: LTS0173365
1909 - Streptomyces griseolus: 10.1016/0006-291X(79)91866-7
1909 - Streptomyces griseolus: 10.1021/JA00206A066
1909 - Streptomyces griseolus: 10.1038/JA.2010.102
1909 - Streptomyces griseolus: 10.1128/AEM.54.5.1109-1111.1988
1909 - Streptomyces griseolus: 10.7164/ANTIBIOTICS.38.1204
1909 - Streptomyces griseolus: 10.7164/ANTIBIOTICS.44.1141
1909 - Streptomyces griseolus: LTS0173365
665007 - Streptomyces incarnatus: 10.1016/S0040-4020(01)86497-8
665007 - Streptomyces incarnatus: 10.1038/JA.2010.102
665007 - Streptomyces incarnatus: 10.1128/AEM.54.5.1109-1111.1988
665007 - Streptomyces incarnatus: 10.7164/ANTIBIOTICS.38.1204
665007 - Streptomyces incarnatus: 10.7164/ANTIBIOTICS.40.505
665007 - Streptomyces incarnatus: 10.7164/ANTIBIOTICS.44.1141
665007 - Streptomyces incarnatus: LTS0173365
2062 - Streptomycetaceae: LTS0173365

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。

文献列表

Mahmoud A El Hassab, Tamer M Ibrahim, Sara T Al-Rashood, Amal Alharbi, Razan O Eskandrani, Wagdy M Eldehna. In silico identification of novel SARS-COV-2 2'-O-methyltransferase (nsp16) inhibitors: structure-based virtual screening, molecular dynamics simulation and MM-PBSA approaches. Journal of enzyme inhibition and medicinal chemistry. 2021 Dec; 36(1):727-736. doi: 10.1080/14756366.2021.1885396. [PMID: 33685335]
Aliakbar Khalili Yazdi, Fengling Li, Kanchan Devkota, Sumera Perveen, Pegah Ghiabi, Taraneh Hajian, Albina Bolotokova, Masoud Vedadi. A High-Throughput Radioactivity-Based Assay for Screening SARS-CoV-2 nsp10-nsp16 Complex. SLAS discovery : advancing life sciences R & D. 2021 07; 26(6):757-765. doi: 10.1177/24725552211008863. [PMID: 33874769]
Sumera Perveen, Aliakbar Khalili Yazdi, Kanchan Devkota, Fengling Li, Pegah Ghiabi, Taraneh Hajian, Peter Loppnau, Albina Bolotokova, Masoud Vedadi. A High-Throughput RNA Displacement Assay for Screening SARS-CoV-2 nsp10-nsp16 Complex toward Developing Therapeutics for COVID-19. SLAS discovery : advancing life sciences R & D. 2021 06; 26(5):620-627. doi: 10.1177/2472555220985040. [PMID: 33423577]
Leandro Rocha Silva, Paulo Fernando da Silva Santos-Júnior, Júlia de Andrade Brandão, Letícia Anderson, Ênio José Bassi, João Xavier de Araújo-Júnior, Sílvia Helena Cardoso, Edeildo Ferreira da Silva-Júnior. Druggable targets from coronaviruses for designing new antiviral drugs. Bioorganic & medicinal chemistry. 2020 11; 28(22):115745. doi: 10.1016/j.bmc.2020.115745. [PMID: 33007557]
Monica Rosas-Lemus, George Minasov, Ludmilla Shuvalova, Nicole L Inniss, Olga Kiryukhina, Joseph Brunzelle, Karla J F Satchell. High-resolution structures of the SARS-CoV-2 2'-O-methyltransferase reveal strategies for structure-based inhibitor design. Science signaling. 2020 09; 13(651):. doi: 10.1126/scisignal.abe1202. [PMID: 32994211]
Rostom Ahmed-Belkacem, Priscila Sutto-Ortiz, Mathis Guiraud, Bruno Canard, Jean-Jacques Vasseur, Etienne Decroly, Françoise Debart. Synthesis of adenine dinucleosides SAM analogs as specific inhibitors of SARS-CoV nsp14 RNA cap guanine-N7-methyltransferase. European journal of medicinal chemistry. 2020 Sep; 201(?):112557. doi: 10.1016/j.ejmech.2020.112557. [PMID: 32563813]
Petra Krafcikova, Jan Silhan, Radim Nencka, Evzen Boura. Structural analysis of the SARS-CoV-2 methyltransferase complex involved in RNA cap creation bound to sinefungin. Nature communications. 2020 07; 11(1):3717. doi: 10.1038/s41467-020-17495-9. [PMID: 32709887]
Yudai Kuroda, Haruka Yamagata, Michiko Nemoto, Kenji Inagaki, Takashi Tamura, Ken Maeda. Antiviral effect of sinefungin on in vitro growth of feline herpesvirus type 1. The Journal of antibiotics. 2019 12; 72(12):981-985. doi: 10.1038/s41429-019-0234-4. [PMID: 31534199]
Ramanjit Kaur, Rajat Mudgal, Manju Narwal, Shailly Tomar. Development of an ELISA assay for screening inhibitors against divalent metal ion dependent alphavirus capping enzyme. Virus research. 2018 09; 256(?):209-218. doi: 10.1016/j.virusres.2018.06.013. [PMID: 29958924]
Ryo Tamura, Shigehiro Doi, Ayumu Nakashima, Kensuke Sasaki, Kazuya Maeda, Toshinori Ueno, Takao Masaki. Inhibition of the H3K4 methyltransferase SET7/9 ameliorates peritoneal fibrosis. PloS one. 2018; 13(5):e0196844. doi: 10.1371/journal.pone.0196844. [PMID: 29723250]
Soon Goo Lee, Youngchang Kim, Tara D Alpert, Akina Nagata, Joseph M Jez. Structure and reaction mechanism of phosphoethanolamine methyltransferase from the malaria parasite Plasmodium falciparum: an antiparasitic drug target. The Journal of biological chemistry. 2012 Jan; 287(2):1426-34. doi: 10.1074/jbc.m111.315267. [PMID: 22117061]
Oscar Perez-Leal, Camilo Moncada, Allen B Clarkson, Salim Merali. Pneumocystis S-adenosylmethionine transport: a potential drug target. American journal of respiratory cell and molecular biology. 2011 Dec; 45(6):1142-6. doi: 10.1165/rcmb.2011-0009oc. [PMID: 21642588]
Larbi Dridi, Amin Ahmed Ouameur, Marc Ouellette. High affinity S-Adenosylmethionine plasma membrane transporter of Leishmania is a member of the folate biopterin transporter (FBT) family. The Journal of biological chemistry. 2010 Jun; 285(26):19767-75. doi: 10.1074/jbc.m110.114520. [PMID: 20406813]
Julien Vaubourgeix, Fabienne Bardou, Fanny Boissier, Sylviane Julien, Patricia Constant, Olivier Ploux, Mamadou Daffé, Annaïk Quémard, Lionel Mourey. S-adenosyl-N-decyl-aminoethyl, a potent bisubstrate inhibitor of mycobacterium tuberculosis mycolic acid methyltransferases. The Journal of biological chemistry. 2009 Jul; 284(29):19321-30. doi: 10.1074/jbc.m809599200. [PMID: 19439410]
Sendilcoumare Kalimouttou, Mohamed Skiba, Pierre Bon, Pierre Déchelotte, Philippe Arnaud, Malika Lahiani-Skiba. Sinefungin-PLGA nanoparticles: drug loading, characterization, in vitro drug release and in vivo studies. Journal of nanoscience and nanotechnology. 2009 Jan; 9(1):150-8. doi: 10.1166/jnn.2009.j018. [PMID: 19441289]
Lynnette M A Dirk, E Megan Flynn, Kevin Dietzel, Jean-François Couture, Raymond C Trievel, Robert L Houtz. Kinetic manifestation of processivity during multiple methylations catalyzed by SET domain protein methyltransferases. Biochemistry. 2007 Mar; 46(12):3905-15. doi: 10.1021/bi6023644. [PMID: 17338551]
Jean-François Couture, Glenn Hauk, Mark J Thompson, G Michael Blackburn, Raymond C Trievel. Catalytic roles for carbon-oxygen hydrogen bonding in SET domain lysine methyltransferases. The Journal of biological chemistry. 2006 Jul; 281(28):19280-7. doi: 10.1074/jbc.m602257200. [PMID: 16682405]
Ya-Fei Chen, Andrew Y Zhang, Ai-Ping Zou, William B Campbell, Pin-Lan Li. Protein methylation activates reconstituted ryanodine receptor-ca release channels from coronary artery myocytes. Journal of vascular research. 2004 May; 41(3):229-40. doi: 10.1159/000078178. [PMID: 15118362]
Xunde Li, Philippe Brasseur, Patrice Agnamey, Denis Leméteil, Loïc Favennec, Jean-Jacques Ballet, Jean-François Rossignol. Long-lasting anticryptosporidial activity of nitazoxanide in an immunosuppressed rat model. Folia parasitologica. 2003 Mar; 50(1):19-22. doi: 10.14411/fp.2003.003. [PMID: 12735719]
B Goldberg, D Rattendi, N Yarlett, D Lloyd, C J Bacchi. Effects of carboxylmethylation and polyamine synthesis inhibitors on methylation of Trypanosoma brucei cellular proteins and lipids. The Journal of eukaryotic microbiology. 1997 Jul; 44(4):352-8. doi: 10.1111/j.1550-7408.1997.tb05677.x. [PMID: 9225449]
D Boivin, W Lin, R Béliveau. Essential arginine residues in isoprenylcysteine protein carboxyl methyltransferase. Biochemistry and cell biology = Biochimie et biologie cellulaire. 1997; 75(1):63-9. doi: 10.1139/o97-005. [PMID: 9192075]
G Li, A Kowluru, S A Metz. Characterization of prenylcysteine methyltransferase in insulin-secreting cells. The Biochemical journal. 1996 May; 316 ( Pt 1)(?):345-51. doi: 10.1042/bj3160345. [PMID: 8645228]
C Tharasse-Bloch, P Brasseur, L Favennec, J Marchand. Determination of sinefungin in rat plasma by high-performance liquid chromatography. Journal of chromatography. B, Biomedical applications. 1995 Dec; 674(2):247-52. doi: 10.1016/0378-4347(95)00312-6. [PMID: 8788153]
P Brasseur, L Favennec, D Leméteil, F Roussel, J J Ballet. An immunosuppressed rat model for evaluation of anti-Cryptosporidium activity of sinefungin. Folia parasitologica. 1994; 41(1):13-6. doi: NULL. [PMID: 8050749]
P Brasseur, D Lemeteil, J J Ballet. Curative and preventive anticryptosporidium activities of sinefungin in an immunosuppressed adult rat model. Antimicrobial agents and chemotherapy. 1993 Apr; 37(4):889-92. doi: 10.1128/aac.37.4.889. [PMID: 8494386]
J A Van Loon, C L Szumlanski, R M Weinshilboum. Human kidney thiopurine methyltransferase. Photoaffinity labeling with S-adenosyl-L-methionine. Biochemical pharmacology. 1992 Aug; 44(4):775-85. doi: 10.1016/0006-2952(92)90416-g. [PMID: 1510725]
J E Jackson, J D Tally, W Y Ellis, Y B Mebrahtu, P G Lawyer, J B Were, S G Reed, D M Panisko, B L Limmer. Quantitative in vitro drug potency and drug susceptibility evaluation of Leishmania ssp. from patients unresponsive to pentavalent antimony therapy. The American journal of tropical medicine and hygiene. 1990 Nov; 43(5):464-80. doi: 10.4269/ajtmh.1990.43.464. [PMID: 2173431]
E Zweygarth, D Schillinger, W Kaufmann, D Röttcher. Evaluation of sinefungin for the treatment of Trypanosoma (Nannomonas) congolense infections in goats. Tropical medicine and parasitology : official organ of Deutsche Tropenmedizinische Gesellschaft and of Deutsche Gesellschaft fur Technische Zusammenarbeit (GTZ). 1986 Sep; 37(3):255-7. doi: NULL. [PMID: 2878488]
J P Nadler, E Lederer, M Wittner, S G Baum, H B Tanowitz. The effect of adenosine analogues on the in vitro growth of Trypanosoma cruzi. Transactions of the Royal Society of Tropical Medicine and Hygiene. 1982; 76(3):285-7. doi: 10.1016/0035-9203(82)90169-9. [PMID: 7051450]
A L Sheffer, D T Fearon, K F Austen. Methyltestosterone therapy in hereditary angioedema. Annals of internal medicine. 1977 Mar; 86(3):306-8. doi: 10.7326/0003-4819-86-3-306. [PMID: 320930]