30-(1-Hydroxyethyl)-33-(1-hydroxy-2-methylhex-4-enyl)-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone

Base Information

• Chemical Name: 30-(1-Hydroxyethyl)-33-(1-hydroxy-2-methylhex-4-enyl)-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone
• CAS No.: 59787-61-0
• Molecular Formula: C62H111N11O13
• Molecular Weight: 1218.63
• European Community (EC) Number: 806-432-3
• Wikidata: Q105134895
• Mol file: 59787-61-0.mol

Synonyms:59787-61-0;C62H111N11O13;(3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-[(1R)-1-hydroxyethyl]-33-[(E,1R,2R)-1-hydroxy-2-methylhex-4-enyl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone;FT-0601616

Chemical Property of 30-(1-Hydroxyethyl)-33-(1-hydroxy-2-methylhex-4-enyl)-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 152-155 °C
• Refractive Index: 1.472
• Boiling Point: 1315.953 °C at 760 mmHg
• PKA: 13.06±0.70(Predicted)
• Flash Point: 749.661 °C
• PSA: 299.03000
• Density: 1.033 g/cm³
• LogP: 3.12030
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO: ≥10mg/mL
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 15
• Exact Mass: 1217.83628264
• Heavy Atom Count: 86
• Complexity: 2360

Purity/Quality:

99% ^*data from raw suppliers

Cyclosporin C ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CCC(C)C(C1C(=O)NC(C(=O)N(CC(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)N(C(C(=O)N(C(C(=O)N1C)C(C)C)C)CC(C)C)C)CC(C)C)C)C)C)CC(C)C)C)C(C)C)CC(C)C)C)C)C(C)O)O
• Description: Cyclosporin C is a fungal metabolite that has been found in T. inflatum and has diverse biological activities, including antifungal, antiviral, and immunosuppressant properties. It is active against isolates of B. cinerea, A. niger, and Alternaria, Mucor, and Penicillium species (MICs = 0.1-5 μg/ml). Cyclosporin C (15 μg/ml) inhibits vaccinia virus replication in infected BSC40 cells by 98.82%. It inhibits lymphocyte proliferation induced by the mitogens concanavalin A (ConA; ), phytohemagglutinin L (PHA), and pokeweed mitogen (PWM), as well as proliferation induced by alloantigen in mixed lymphocyte culture when used at a concentration of 100 ng/ml. Cyclosporin C (100 ng/ml) inhibits the local graft versus host (GVH) reaction in mice receiving splenocyte grafts.
• Uses: A group of nonpolar cyclic oligopeptides with immunosupppressant activity. Cyclosporin C is a minor analogue of the cyclosporin complex produced by a number of fungal species, including Trichoderma, Tolypocladium, Fusarium, Nectria and Acremonium. Cyclosporin C possesses immunosuppressant activity but has been much less extensively investigated than the major analogue, cyclosporin A.

Technology Process of 30-(1-Hydroxyethyl)-33-(1-hydroxy-2-methylhex-4-enyl)-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone

There total 1 articles about 30-(1-Hydroxyethyl)-33-(1-hydroxy-2-methylhex-4-enyl)-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

C70H117N11O14 → cyclo-[MeBmt-Thr-Sar-MeLeu-Val-MeLeu-Ala-D-Ala-MeLeu-MeLeu-MeVal] (59787-61-0)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 300h; pH=1; Kinetics;

DOI:10.1002/1521-3765(20001201)6:23<4358::AID-CHEM4358>3.0.CO;2-W

Reference yield: 95.0%

cyclo-[MeBmt-Thr-Sar-MeLeu-Val-MeLeu-Ala-D-Ala-MeLeu-MeLeu-MeVal] (59787-61-0) + 4-dimethoxymethyl-benzoic acid allyl ester → C73H119N11O15

Guidance literature:

With pyridinium p-toluenesulfonate; In toluene; for 0.833333h; Heating;

DOI:10.1002/1521-3765(20001201)6:23<4358::AID-CHEM4358>3.0.CO;2-W

Reference yield: 89.0%

biphenyl-4-carboxaldehyde dimethyl acetal (126651-12-5) + cyclo-[MeBmt-Thr-Sar-MeLeu-Val-MeLeu-Ala-D-Ala-MeLeu-MeLeu-MeVal] (59787-61-0) → C75H119N11O13

Guidance literature:

With pyridinium p-toluenesulfonate; In toluene; for 0.5h; Heating;

DOI:10.1002/1521-3765(20001201)6:23<4358::AID-CHEM4358>3.0.CO;2-W