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文件

安全信息

A3835

Sigma-Aldrich

Ascomycin from Streptomyces hygroscopicus var. ascomyceticus

greener alternative

别名:

Changchuanmycin, FK-520, FR900520, Immunomycin, L 683590

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About This Item

经验公式（希尔记法）:
C43H69NO12
CAS号:
104987-12-4
分子量:
792.01
MDL编号:
MFCD06198665
UNSPSC代码:
12352200
PubChem化学物质编号:
24890817
NACRES:
NA.77

形式

powder

质量水平

200

环保替代产品得分

old score: 59
new score: 54
Find out more about DOZN™ Scoring

环保替代产品特性

Designing Safer Chemicals
Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

抗生素抗菌谱

fungi

环保替代产品分类

, Re-engineered

作用机制

enzyme | inhibits

储存温度

−20°C

SMILES字符串

CCC1\C=C(C)\C[C@H](C)C[C@H](OC)C2O[C@](O)([C@H](C)C[C@@H]2OC)C(=O)C(=O)N3CCCC[C@H]3C(=O)OC([C@H](C)[C@@H](O)CC1=O)\C(C)=C\[C@@H]4CC[C@@H](O)[C@@H](C4)OC

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

相关类别

一般描述

Ascomycin (FK520) is a macrolide and macrolactone antibiotic isolated from the soil bacterium, Streptomyces hygroscopicus var. ascomyceticus. Ascomycin is a C21 ethyl analog of the macrolide tacrolimus (FK-506). It is a 23-membered polyketide macrolide.
Chemical structure: macrolactam
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Designing Safer Chemicals” and “Design for Energy Efficiency”. Click here to view its DOZN scorecard.

生化/生理作用

Ascomycin is a strong immunosuppressant. It inhibits allogenic T-lymphocyte proliferation and can bind with high affinity to FKBP and inhibits calcineurin phosphatase in the nM range.
Ascomycin (FK520) possesses high anti-fungal and immunosuppressant activity. Ascomycin has been shown to inhibit the peptidyl-prolyl cis-trans isomerase activity of FK-506-binding proteins of T cells.

联系

An FK506 analog with an ethyl rather than an allyl group at position 21.

WGK

WGK 3

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

监管及禁止进口产品

分析证书(COA)

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Comparison of FK-506, rapamycin, ascomycin, and cyclosporine in mouse models of host-versus-graft disease and heterotopic heart transplantation.
K W Mollison et al.
Annals of the New York Academy of Sciences, 685, 55-57 (1993-06-23)
Discovery of Less Nephrotoxic FK506 Analogs and Determining Immunophilin Dependence of Immunosuppressant Nephrotoxicity with a Novel Single-Dose Rat Cisplatin Potentiation Assay
Mollison KW, et al.
Journal of Pharmacology and Experimental Therapeutics, 283(3), 1509-1519 (1997)
Engineering of the LysR family transcriptional regulator FkbR1 and its target gene to improve ascomycin production
Song K, et al.
Applied Microbiology and Biotechnology, 101(11), 4581-4592 (2017)
Magdalena Korecka et al.
Therapeutic drug monitoring, 28(4), 484-490 (2006-08-04)
A new HPLC-MS/MS method for everolimus measurement was developed that includes the following features: small sample volume, short run time, fast, simple and cost-efficient sample preparation, assessment of performance of two internal standards (IS), SDZ RAD 223-756 and ascomycin and
Matthew T Canning et al.
Journal of molecular histology, 37(5-7), 285-291 (2006-08-24)
Calcineurin inhibitors are drugs used to suppress the immune system by blocking the nuclear localization of the NFAT transcription factor. Systemic use of these drugs is essential to organ transplantation, but comes at the cost of elevated rates of skin
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Bioactive Molecules for Immunology Research

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

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