长川霉素

钙调神经磷酸酶/ PP2B抑制剂。免疫抑制剂和抗真菌活性。
  • ≥97%
有货

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货号 (SKU) 包装规格 是否现货 价格 数量
A127632-25mg
25mg 现货 Stock Image
A127632-100mg
100mg 现货 Stock Image
A127632-500mg
500mg 现货 Stock Image
A127632-1g
1g 现货 Stock Image

基本描述

别名 长川霉素 | 子囊霉素
英文别名 EX-A1796 | (1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-17-ethyl-1,14-dihydroxy-12-[(1E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0?,?]octacos-18-ene-2,3,10,16-
规格或纯度 ≥97%
英文名称 Ascomycin
生化机理 当我们使用光甘油酯和离子霉素激活的 CD4+CD8+ 胸腺细胞或外周 T 细胞时,CsA、FK-520 和雷帕霉素也部分阻断了细胞表面 CD5 的诱导。在腘窝淋巴结增生试验中,Ascomycinal 的免疫抑制效力也比 FK-520 低 3 倍,因此治疗指数相当,这与钙调磷酸酶抑制的共同机理依赖性是一致的。形成 FK-506 结合蛋白 12 (FKBP12) - Ascomycin -钙调素复合物。在体外和体内具有免疫抑制剂和抗真菌活性。
储存温度 -20°C储存
运输条件 超低温冰袋运输
备注 如果有可能,您尽量在使用的当天配置溶液,并在当天使用完它。但是,如果您需要预先配制储备溶液,我们建议您将溶液等份保存在-20°C的密封小瓶中。通常,它们最多可以使用一个月。在使用前和打开样品瓶之前,我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度,用法和处理的建议吗?请访问我们的常见问题(FAQ)页面以获取更多详细信息。
产品介绍

Ascomycin(Immunomycin, FR-900520, FK520)是tacrolimus (FK506)的类似物,具有很强的免疫抑制剂。A potent immunosuppressive agent

Ascomycin(Immunomycin, FR-900520, FK520) is an ethyl analog of tacrolimus (FK506) with strong immunosuppressant properties.
A potent immunosuppressive agent


application:

Ascomycin is a potent immunosuppressive agent that could be used as a potential therapeutic agent for autoimmune diseases. Ascomycin is an inhibitor of PP2. It is an internal standard for LC-MS/MS testing of the immunosuppressants tacrolimus, sirolimus, and everolimus. This Certified Spiking Solution® is suitable for critical quantitative applications in clinical and diagnostic testing such as therapeutic drug monitoring assays to ensure patients remain within the narrow therapeutic range of these immunosuppressants.

AI解读

关联靶点(人)

FKBP1A Tclin 肽基脯氨酰顺反异构酶 FKBP1A(Peptidyl-prolyl cis-trans isomerase FKBP1A) (6 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
FKBP1A Tclin FK506-binding protein 1A (1014 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
THRB Tclin Thyroid hormone receptor beta-1 (7926 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
FKBP4 Tchem FK506 binding protein 4 (257 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Homo sapiens (32628 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RGS4 Tchem Regulator of G-protein signaling 4 (13867 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

关联靶点(其它种属)

Hdac6 Histone deacetylase 6 (222 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Cryptococcus neoformans (21258 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mus musculus (284745 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Rattus norvegicus (775804 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Murine T-cell line (175 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Rorc Nuclear receptor ROR-gamma (89407 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Liver microsome (341 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

PubChem SID 488195248
EC号 200-835-2
分子类型 小分子
IUPAC Name (1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-17-ethyl-1,14-dihydroxy-12-[(E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone
INCHI InChI=1S/C43H69NO12/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)44-16-12-11-13-31(44)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-32(45)35(22-29)52-7/h18,20,25,27-33,35-39,45-46,51H,10-17,19,21-23H2,1-9H3/b24-18+,26-20+/t25-,27+,28+,29-,30+,31-,32+,33-,35+,36-,37-,38+,39+,43+/m0/s1
InChi Key ZDQSOHOQTUFQEM-NURRSENYSA-N
Canonical SMILES CCC1C=C(CC(CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC1=O)O)C)C(=CC4CCC(C(C4)OC)O)C)O)C)OC)OC)C)C
Isomeric SMILES CC[C@@H]1/C=C(/C[C@@H](C[C@@H]([C@@H]2[C@H](C[C@H]([C@@](O2)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@@H]([C@@H]([C@H](CC1=O)O)C)/C(=C/[C@@H]4CC[C@H]([C@@H](C4)OC)O)/C)O)C)OC)OC)C)\C
WGK Germany 2
RTECS KD4185000
关联CAS 11011-38-4
PubChem CID 5282071
分子量 792.01

化学和物理性质

溶解性 Soluble in DMSO (65 mg/ml), ethanol (50 mg/ml), and water (10-50 μM).
闪点(℉) 230°F
闪点(℃) >110℃
沸点 868℃
分子量 792.000 g/mol
XLogP3 2.500
氢键供体数Hydrogen Bond Donor Count 3
氢键受体数Hydrogen Bond Acceptor Count 12
可旋转键计数Rotatable Bond Count 6
精确质量Exact Mass 791.482 Da
单同位素质量Monoisotopic Mass 791.482 Da
拓扑极表面积Topological Polar Surface Area 178.000 Ų
重原子数Heavy Atom Count 56
形式电荷Formal Charge 0
复杂度Complexity 1430.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 14
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 2
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 2
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性(GHS)

象形图 GHS07
信号词 Warning
危险声明

H302: 吞食有害

H312: 皮肤接触有害

H332: 吸入有害

预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P302+P352: 如皮肤沾染:用水充分清洗。

P321: 特殊处理(请参阅此标签上的...)。

P501: 将内容物/容器处理到。。。

P264: 处理后要彻底洗手。

P271: 仅在室外或通风良好的地方使用。

P270: 使用本产品时,请勿进食、饮水或吸烟。

P304+P340: 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。

P362+P364: 脱掉沾污的衣服,清洗后方可重新使用。

P330: 漱口

P301+P317: 如果被吞咽:请寻求医疗帮助。

P317: 寻求紧急医疗救助。

WGK Germany 2
RTECS KD4185000
个人防护装备 dust mask type N95 (US), Eyeshields, Gloves

技术规格说明书

Carbon by Elemental Analysis(anhydrous) 63.4-65.6(%)
Nitrogen by Elemental Analysis (anhydrous) 1.5-2.1(%)
Purity(HPLC) 97-100(%)
Appearance(A127632) White to Yellow Powder
NMR spectrum Conforms to Structure
Solubility in MeOH,Colorless to Yellow,Clear to Hazy(9.80-10.20mg/ml) pass

质检证书(CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:

通过匹配包装上的批号来查找并下载产品的 COA,每批产品都进行了严格的验证,您可放心使用!

找到9个结果

批号(Lot Number) 证书类型 日期 货号
J2414432 分析证书 24-05-31 A127632
H2217079 分析证书 24-05-31 A127632
H2217080 分析证书 24-05-31 A127632
H2217081 分析证书 24-05-31 A127632
H2217141 分析证书 24-05-31 A127632
C23031332 分析证书 23-03-31 A127632
L2313023 分析证书 22-06-15 A127632
E2220200 分析证书 22-05-23 A127632
E1617076 分析证书 22-01-19 A127632

参考文献

1. M Kawai,B C Lane,G C Hsieh,K W Mollison,G W Carter,J R Luly.  (1993-01-25)  Structure-activity profiles of macrolactam immunosuppressant FK-506 analogues..  FEBS letters,  316  ((2)): (107-113).  [PMID:7678400]
2. K W Mollison,T A Fey,R A Krause,V A Thomas,A P Mehta,J R Luly.  (1993-06-23)  Comparison of FK-506, rapamycin, ascomycin, and cyclosporine in mouse models of host-versus-graft disease and heterotopic heart transplantation..  Annals of the New York Academy of Sciences,  685  (55-57).  [PMID:7689812]
3. Yan P, Nanamori M, Sun M, Zhou C, Cheng N, Li N, Zheng W, Xiao L, Xie X, Ye RD et al..  (2006)  The immunosuppressant cyclosporin A antagonizes human formyl peptide receptor through inhibition of cognate ligand binding..  J Immunol,  177  (10): (7050-8).  [PMID:17082621] [10.1021/op500134e]
4. A M Marsland,S Soundararajan,K Joseph,A P Kaplan.  (2005-05-19)  Effects of calcineurin inhibitors on an in vitro assay for chronic urticaria..  Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology,  35  ((5)): (554-559).  [PMID:15898974]
5. J Junker,W Maier,T Lindel,M Köck.  (2005-08-25)  Computer-assisted constitutional assignment of large molecules: COCON analysis of ascomycin..  Organic letters,  ((5)): (737-740).  [PMID:16118875]
6. Daniel B Yarosh,Arely V Pena,Stephanie L Nay,Matthew T Canning,David A Brown.  (2005-11-22)  Calcineurin inhibitors decrease DNA repair and apoptosis in human keratinocytes following ultraviolet B irradiation..  The Journal of investigative dermatology,  125  ((5)): (1020-1025).  [PMID:16297204]
7. John R Carney,Gary W Ashley,Robert L Arslanian,Greg O Buchannan.  (2006-02-10)  Structure elucidation of new ascomycins produced by genetic engineering..  The Journal of antibiotics,  58  ((11)): (715-721).  [PMID:16466025]
8. Kimberly L Napoli.  (2006-04-06)  Organic solvents compromise performance of internal standard (ascomycin) in proficiency testing of mass spectrometry-based assays for tacrolimus..  Clinical chemistry,  52  ((4)): (765-766).  [PMID:16595827]
9. Simone Cristoni,Luigi Rossi Bernardi,Piermario Gerthoux,Paolo Mocarelli,Maura Brambilla,Elisabetta Gonella,Federico Guidugli,Marco Cantu.  (2006-07-15)  Surface-activated chemical ionization and high-flow gradient chromatography to reduce matrix effect..  Rapid communications in mass spectrometry : RCM,  20  ((16)): (2376-2382).  [PMID:16841358]
10. Magdalena Korecka,Sandra G Solari,Leslie M Shaw.  (2006-08-04)  Sensitive, high throughput HPLC-MS/MS method with on-line sample clean-up for everolimus measurement..  Therapeutic drug monitoring,  28  ((4)): (484-490).  [PMID:16885715]
11. K Hoogtanders,J van der Heijden,M Christiaans,P Edelbroek,J P van Hooff,L M L Stolk.  (2006-12-23)  Therapeutic drug monitoring of tacrolimus with the dried blood spot method..  Journal of pharmaceutical and biomedical analysis,  44  ((3)): (658-664).  [PMID:17184953]
12. Nitin S Patil,Rakesh B Mendhe,Ajeet A Sankar,Harish Iyer.  (2007-11-03)  Procedure for chromatography involving sample solvent with higher elution strength than the mobile phase..  Journal of chromatography. A,  1177  ((2)): (234-242).  [PMID:17976633]
13. Nobuo Mochizuki,Etsuko Suka,Kunihiro Matsumoto,Osamu Akimoto,Keiko Ohno,Tsuyoshi Shimamura,Hiroyuki Furukawa,Satoru Todo,Satoshi Kishino.  (2008-09-25)  Liquid chromatographic method for the determination of sirolimus in blood using electrochemical detection..  Biomedical chromatography : BMC,  23  ((3)): (267-272).  [PMID:18814192]
14. Arunima Biswas,Shaeri Mukherjee,Supratik Das,Dennis Shields,Chi Wing Chow,Umadas Maitra.  (2010-11-19)  Opposing action of casein kinase 1 and calcineurin in nucleo-cytoplasmic shuttling of mammalian translation initiation factor eIF6..  The Journal of biological chemistry,  286  ((4)): (3129-3138).  [PMID:21084295]
15. Jennifer N Andexer,Steven G Kendrew,Mohammad Nur-e-Alam,Orestis Lazos,Teresa A Foster,Anna-Sophie Zimmermann,Tony D Warneck,Dipen Suthar,Nigel J Coates,Frank E Koehn,Jerauld S Skotnicki,Guy T Carter,Matthew A Gregory,Christine J Martin,Steven J Moss,Peter F Leadlay,Barrie Wilkinson.  (2011-03-09)  Biosynthesis of the immunosuppressants FK506, FK520, and rapamycin involves a previously undescribed family of enzymes acting on chorismate..  Proceedings of the National Academy of Sciences of the United States of America,  108  ((12)): (4776-4781).  [PMID:21383123]
16. Nariyasu Mano,Marina Nozawa,Mayumi Sato,Masaru Mori,Hiroaki Yamaguchi,Katsuhiro Kanda,Makoto Nogami,Junichi Goto,Miki Shimada.  (2011-03-26)  Identification and elimination of ion suppression in the quantitative analysis of sirolimus in human blood by LC/ESI-MS/MS..  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences,  879  ((13-14)): (968-974).  [PMID:21435955]
17. Murty A R C Bulusu,Karl Baumann,Anton Stuetz.  (2011-08-13)  Chemistry of the immunomodulatory macrolide ascomycin and related analogues..  Progress in the chemistry of organic natural products,  94  (59-126).  [PMID:21833838]
18. Engin Yapici,D Rajasekhar Reddy,Lawrence W Miller.  (2012-01-25)  An adaptable luminescence resonance energy transfer assay for measuring and screening protein-protein interactions and their inhibition..  Chembiochem : a European journal of chemical biology,  13  ((4)): (553-558).  [PMID:22271654]
19. Patrizia Ferraboschi,Diego Colombo,Maria De Mieri,Paride Grisenti.  (2012-04-19)  Evaluation, synthesis and characterization of tacrolimus impurities..  The Journal of antibiotics,  65  ((7)): (349-354).  [PMID:22511227]
20. Bernhard F Gibbs,Inna M Yasinska,Luigi Calzolai,Douglas Gilliland,Vadim V Sumbayev.  (2014-05-09)  Highly specific targeting of human leukocytes using gold nanoparticle-based biologically active conjugates..  Journal of biomedical nanotechnology,  10  ((7)): (1259-1266).  [PMID:24804546]
21. Araceli Vázquez-López,Germán Sierra-Paredes,Germán Sierra-Marcuño.  (2006-07-29)  Anticonvulsant effect of the calcineurin inhibitor ascomycin on seizures induced by picrotoxin microperfusion in the rat hippocampus..  Pharmacology, biochemistry, and behavior,  84  ((3)): (511-516).  [PMID:16872668]
22. Matthew T Canning,Stephanie L Nay,Arely V Peña,Daniel B Yarosh.  (2006-08-24)  Calcineurin inhibitors reduce nuclear localization of transcription factor NFAT in UV-irradiated keratinocytes and reduce DNA repair..  Journal of molecular histology,  37  ((5-7)): (285-291).  [PMID:16927198]
23. Germán Sierra-Paredes,Germán Sierra-Marcuño.  (2008-05-17)  Ascomycin and FK506: pharmacology and therapeutic potential as anticonvulsants and neuroprotectants..  CNS neuroscience & therapeutics,  14  ((1)): (36-46).  [PMID:18482098]
24. Jingjing Xie,Rajiv Thapa,Sergey Reverdatto,David S Burz,Alexander Shekhtman.  (2009-05-09)  Screening of small molecule interactor library by using in-cell NMR spectroscopy (SMILI-NMR)..  Journal of medicinal chemistry,  52  ((11)): (3516-3522).  [PMID:19422228]
25. Xiao-ling Qin,Hui-chang Bi,Chang-xi Wang,Jia-li Li,Xue-ding Wang,Long-shan Liu,Xiao Chen,Min Huang.  (2009-08-21)  Study of the effect of Wuzhi tablet (Schisandra sphenanthera extract) on tacrolimus tissue distribution in rat by liquid chromatography tandem mass spectrometry method..  Biomedical chromatography : BMC,  24  ((4)): (399-405).  [PMID:19693766]
26. Jay D Turner,Andrew P Thomas,John P Reeves,Basil M Hantash.  (2009-09-18)  Calcineurin activation by slow calcium release from intracellular stores suppresses protein kinase C regulation of L-type calcium channels in L6 cells..  Cell calcium,  46  ((4)): (242-247).  [PMID:19758695]
27. Jane R Allison,Wilfred F van Gunsteren.  (2009-11-03)  A method to explore protein side chain conformational variability using experimental data..  Chemphyschem : a European journal of chemical physics and physical chemistry,  10  ((18)): (3213-3228).  [PMID:19882615]
28. Heike Burhenne,Jan T Kielstein,Olaf Burkhardt,Volkhard Kaever.  (2011-10-25)  Quantitative analysis of the antifungal drug anidulafungin by LC-online SPE-MS/MS in human plasma..  Biomedical chromatography : BMC,  26  ((6)): (681-683).  [PMID:22020627]

溶液计算器