11011-38-4 Usage
Description
Ascomycin (11011-38-4) is an ethyl analog of FK506, a potent immunosuppressant with similar properties. It acts by binding to immunophilins, specifically FKBP122, and inhibits calcineurin and NFAT. Ascomycin is known for its anti-inflammatory effects in skin diseases and is cell permeable, making it active in vivo.
Uses
Used in Pharmaceutical Industry:
Ascomycin is used as an immunosuppressive agent for its ability to inhibit the synthesis of Th-1 and Th-2 type cytokines in target cells. This makes it a potential therapeutic agent for autoimmune diseases.
Used in Autoimmune Disease Treatment:
Ascomycin is used as a potential therapeutic agent for autoimmune diseases due to its potent immunosuppressive properties. It helps in managing the immune response and reducing inflammation associated with these conditions.
Used in Skin Disease Treatment:
Ascomycin is used as an anti-inflammatory agent in the treatment of skin diseases, where it can help alleviate symptoms and reduce the severity of inflammation.
Biochem/physiol Actions
Product does not compete with ATP.
Enzyme inhibitor
This antifungal antibiotic (FW = 792.02 g/mol; CAS 104987-12-4;
Solubility: 50 mM in DMSO), also known as FK520, isolated from
Streptomyces hygroscopicus, is also a powerful immunosuppressant. Note
that ascomycin is a structural analogue of tacrolimus (or FK506) and, as
such, operates by a similar mechanism of action (See Tacrolimus).
Ascomycin inhibits allogenic T-lymphocyte proliferation and calcineurin
phosphatase activity.
References
1) Hatanaka et al. (1988), FR-900520 and FR-900523, novel immunosuppressants isolated from a Streptomyces. II. Fermentation, isolation and physio-chemical and biological characteristics; J. Antibiot. (Tokyo), 41 1592
2) Petros et al. (1991), NMR studies of an FK506 analogue [U-13C]ascomycin, bound to FKBP: conformation and regions of ascomycin involved in binding; J. Med. Chem., 34 2925
3) Mollison et al. (1999), A macrolactam inhibitor of T helper type 1 and T helper type 2 cytokine biosynthesis for topical treatment of inflammatory skin diseases; J. Invest. Dermatol., 112 729
Check Digit Verification of cas no
The CAS Registry Mumber 11011-38-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,1,0,1 and 1 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 11011-38:
(7*1)+(6*1)+(5*0)+(4*1)+(3*1)+(2*3)+(1*8)=34
34 % 10 = 4
So 11011-38-4 is a valid CAS Registry Number.
InChI:InChI=1/C43H67NO12/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/h18,20,25,27-32,35-39,45,51H,10-17,19,21-23H2,1-9H3/b24-18-,26-20+/t25-,27-,28-,29+,30-,31+,32-,35-,36+,37+,38-,39-,43-/m1/s1