Ascomycin from Streptomyces hygroscopicus var. ascomyceticus

SIGMA/A3835

Synonym: Changchuanmycin; FK-520; FR900520; Immunomycin; L 683590

CAS Number: 104987-12-4
Empirical Formula (Hill Notation): C₄₃H₆₉NO₁₂
Molecular Weight: 792.01
MDL Number: MFCD06198665
Linear Formula: C₄₃H₆₉NO₁₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-A3835-1MG	1 mg	$274.00 1/EA	Add To Favorites

12 Principles of Green Chemistry: Principle 4—Designing Safer Chemicals
Chemical products should be designed to affect their desired function while minimizing their toxicity.

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	fungi
form	powder
greener alternative category	, Re-engineered
greener alternative product characteristics	Designing Safer Chemicals Design for Energy Efficiency Learn more about the Principles of Green Chemistry .
greener alternative product score	old score: 59 new score: 54 Find out more about DOZN™ Scoring
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
mode of action	enzyme \| inhibits
Quality Level	200
SMILES string	CCC1C=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
storage temp.	−20°C
sustainability	Greener Alternative Product

Biochem/physiol Actions:	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.
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.
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.
General description:	Chemical structure: macrolactam
General description:	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.
Linkage:	An FK506 analog with an ethyl rather than an allyl group at position 21.
Packaging:	1 mg in glass bottle

Hazard Codes	Xn
Risk Statements	20/21/22
Safety Statements	36/37
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3

Storage Temp.	−20°C
UNSPSC	12352200

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