A3835

Ascomycin from Streptomyces hygroscopicus var. ascomyceticus

• Synonyme(s) : Changchuanmycin, FK-520, FR900520, Immunomycin, L 683590
• Formule empirique (notation de Hill): C₄₃H₆₉NO₁₂
• Numéro CAS: 104987-12-4
• Poids moléculaire : 792.01
• Numéro MDL: MFCD06198665
• Code UNSPSC : 12352200
• ID de substance PubChem : 24890817
• Nomenclature NACRES : NA.77

Propriétés

• Forme: powder
• Niveau de qualité: 200
• Score du produit alternatif plus écologique: old score: 59; new score: 54; Find out more about DOZN™ Scoring
• Caractéristiques du produit alternatif plus écologique: Designing Safer Chemicals; Design for Energy Efficiency; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• Spectre d'activité de l'antibiotique: fungi
• Autre catégorie plus écologique: , Re-engineered
• Mode d’action: enzyme | inhibits
• Température de stockage: −20°C
• Chaîne SMILES: 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
• Clé InChI: ZDQSOHOQTUFQEM-NURRSENYSA-N

Description

Description générale

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.

Actions biochimiques/physiologiques

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.

Liaison

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves