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A3835

Ascomycin

Name: Ascomycin
Brand: SIGMA

from Streptomyces hygroscopicus var. ascomyceticus, antibiotic, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₄₃H₆₉NO₁₂

CAS Number:

104987-12-4

Molecular Weight:

792.01

UNSPSC Code:

12352200

PubChem Substance ID:

24890817

NACRES:

NA.77

MDL number:

MFCD06198665

Form:

powder

Quality level:

200

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Properties

Product Name

Ascomycin from Streptomyces hygroscopicus var. ascomyceticus,

form

powder

Quality Level

200

greener alternative product score

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

greener alternative product characteristics

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

sustainability

Greener Alternative Product

antibiotic activity spectrum

fungi

greener alternative category

, Re-engineered

mode of action

enzyme | inhibits

storage temp.

−20°C

SMILES string

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

Description

General description

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.

Biochem/physiol Actions

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.

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.

Other Notes

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品

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Articles

Bioactive Molecules for Immunology Research

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

Global Trade Item Number

SKU	GTIN
A3835-1MG	04061835304073