Cyclosporin A, 99+%, Thermo Scientific™

Cyclosporin A, CAS # 59865-13-3, is a compound that shows immunosuppressive, antifungal, antirheumatic, and dermatologic activities. It is also a calcineurin and enzyme inhibitor.

Brand:  Thermo Scientific Alfa Aesar J63191.06

Product Code. 15485449

Description

This Thermo Scientific brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific.

General Description

• Cyclosporin A is a non-polar cyclic oligopeptide produced by the fungus Tolypocladium inflatum

Applications

• Cyclosporin A demonstrates immunosuppressive, antifungal, antirheumatic, and dermatologic activities

• In in vivo and in vitro studies it displays tumorigenicity

• This compound has also been shown to display anti-asthmatic and anticoronaviral activities

• It inhibits phosphoprotein phosphatase

• Cyclosporin A binds to the cellular protein cytophilin and inhibits the enzyme calcineurin

• Furthermore, it can induce apoptosis and inhibit angiogenesis induced by VEGF

• It exerts potent immunosuppressive activity on T immune cells, and causes reversible inhibition of immunocompetent lymphocytes in the G0- and G1-phase of the cell cycle

• It also suppresses the hepatitis C virus replication in cultured hepatocytes

Chemical Identifiers

• CAS: 59865-13-3
• Molecular Weight (g/mol): 1202.64
• InChI Key: PMATZTZNYRCHOR-IMVLJIQENA-N
• PubChem CID: 132274082
• SMILES: CCC1NC(=O)C(C(O)C(C)C\C=C\C)N(C)C(=O)C(C(C)C)N(C)C(=O)C(CC(C)C)N(C)C(=O)C(CC(C)C)N(C)C(=O)C(C)NC(=O)C(C)NC(=O)C(CC(C)C)N(C)C(=O)C(NC(=O)C(CC(C)C)N(C)C(=O)CN(C)C1=O)C(C)C

• Molecular Formula: C62H111N11O12
• MDL Number: MFCD00274558
• Synonym: Cyclosporine A; Antibiotic S 7481F1
• IUPAC Name: 30-ethyl-33-[(4E)-1-hydroxy-2-methylhex-4-en-1-yl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-bis(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontan-2,5,8,11,14,17,20,23,26,29,32-undecone

Specifications

• CAS: 59865-13-3
• Quantity: 5g
• MDL Number: MFCD00274558
• Merck Index: 14,2752
• Solubility Information: Soluble in dimethyl sulfoxide and ethanol; Insoluble in water.
• SMILES: CCC1NC(=O)C(C(O)C(C)C\C=C\C)N(C)C(=O)C(C(C)C)N(C)C(=O)C(CC(C)C)N(C)C(=O)C(CC(C)C)N(C)C(=O)C(C)NC(=O)C(C)NC(=O)C(CC(C)C)N(C)C(=O)C(NC(=O)C(CC(C)C)N(C)C(=O)CN(C)C1=O)C(C)C
• Molecular Weight (g/mol): 1202.64
• Formula Weight: 1202.61
• Chemical Name or Material: Cyclosporin A

• Color: White
• Molecular Formula: C62H111N11O12
• Beilstein: 3647785
• Synonym: Cyclosporine A; Antibiotic S 7481F1
• InChI Key: PMATZTZNYRCHOR-IMVLJIQENA-N
• IUPAC Name: 30-ethyl-33-[(4E)-1-hydroxy-2-methylhex-4-en-1-yl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-bis(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontan-2,5,8,11,14,17,20,23,26,29,32-undecone
• PubChem CID: 132274082
• Percent Purity: ≥99%