计算溶液所需的质量、体积或浓度。
活性类型 | 活性值-log(M) | 作用机制 | 期刊 | 参考文献(PubMed IDs) |
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货号 (SKU) | 包装规格 | 是否现货 | 价格 | 数量 |
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A127632-25mg |
25mg |
现货 ![]() |
| |
A127632-100mg |
100mg |
现货 ![]() |
| |
A127632-500mg |
500mg |
现货 ![]() |
| |
A127632-1g |
1g |
现货 ![]() |
|
别名 | 长川霉素 | 子囊霉素 |
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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. 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. |
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作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
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PubChem SID | 488195248 |
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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 |
溶解性 | Soluble in DMSO (65 mg/ml), ethanol (50 mg/ml), and water (10-50 μM). |
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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 |
象形图 | GHS07 |
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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 |
Carbon by Elemental Analysis(anhydrous) | 63.4-65.6(%) |
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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 |
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!
批号(Lot Number) | 证书类型 | 日期 | 货号 |
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分析证书 | 24-05-31 | A127632 |
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分析证书 | 24-05-31 | A127632 |
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分析证书 | 24-05-31 | A127632 |
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分析证书 | 24-05-31 | A127632 |
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分析证书 | 24-05-31 | A127632 |
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分析证书 | 23-03-31 | A127632 |
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分析证书 | 22-06-15 | A127632 |
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分析证书 | 22-05-23 | A127632 |
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分析证书 | 22-01-19 | A127632 |
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] |
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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, 1 ((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] |
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