Cyclosporin; Cyclosporin L

Basic Information

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CAS Number

108027-39-0

Molecular Formula

C61H109N11O12

Molecular Weight

1188.59 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

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CCC1NC(=O)C(NC(=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)C(O)C(C)C\C=C\C

InChI

InChI=1S/C61H109N11O12/c1-24-26-27-39(15)51(74)49-55(78)64-42(25-2)58(81)67(18)32-47(73)68(19)43(28-33(3)4)54(77)65-48(37(11)12)61(84)69(20)44(29-34(5)6)53(76)62-40(16)52(75)63-41(17)57(80)70(21)45(30-35(7)8)59(82)71(22)46(31-36(9)10)60(83)72(23)50(38(13)14)56(79)66-49/h24,26,33-46,48-51,74H,25,27-32H2,1-23H3,(H,62,76)(H,63,75)(H,64,78)(H,65,77)(H,66,79)/b26-24+

InChIKey

ZSNYYEIGOZADKA-SHHOIMCASA-N

LogP

2.926800000000001

Topological Polar Surface Area

287.59000000000003 Å²

Hydrogen Bond Donor/Acceptor

6 / 23

Complexity

2290

Synonyms & References

English

Cyclosporin l
Cyclo[L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl-(3R,4R,6E)-6,7-didehydro-3-hydroxy-4-methyl-L-2-aminooctanoyl-L-2-aminobutanoyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl]
6-[(2S,3R,4R,6E)-2-Amino-3-hydroxy-4-methyl-6-octenoic acid]cyclosporin A
(3R,4R)-3-Hydroxy-5-[(E)-1-propenyl]cyclo[L-Leu-L-Abu-Sar-N-methyl-L-Leu-L-Val-N-methyl-L-Leu-L-Ala-D-Ala-N-methyl-L-Leu-N-methyl-L-Leu-N-methyl-L-Val-]
Cyclo[L-Abu-Sar-N-methyl-L-Leu-L-Val-N-methyl-L-Leu-L-Ala-D-Ala-N-methyl-L-Leu-N-methyl-L-Leu-N-methyl-L-Val-[(3R,4R)-4-methyl-4-[(E)-2-butenyl]-L-Thr-]]
8083AH
Cyclosporin L

FAQ

What are the physical and chemical properties of Cyclosporin (CAS: 108027-39-0)?

Cyclosporin (CAS: 108027-39-0) is a cyclic oligopeptide. It has a molecular weight of approximately 1,342.34 g/mol and is poorly soluble in water but soluble in organic solvents. It exhibits limited reactivity under normal conditions, but can undergo hydrolysis under acidic conditions. Cyclosporin is a crystalline compound with a melting point around 260-265°C.

How is Cyclosporin (CAS: 108027-39-0) typically synthesized?

Cyclosporin (CAS: 108027-39-0) is typically synthesized through a semi-synthetic route starting from cycloartenol. The synthesis involves multiple steps, including enzymatic reactions, acetylation, and ring closure. Common catalysts include enzymes and chemical reagents, with high yield and selectivity achieved through careful control of reaction conditions.

What industries use Cyclosporin (CAS: 108027-39-0)?

Cyclosporin (CAS: 108027-39-0) is primarily used in the pharmaceutical industry, particularly in the treatment of autoimmune diseases and organ transplant rejection. It is also explored for its potential in medical sensors and as a component in certain polymers for drug delivery systems.

What precautions should be taken when handling Cyclosporin (CAS: 108027-39-0)?

When handling Cyclosporin (CAS: 108027-39-0), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood. Spills should be carefully cleaned up using appropriate absorbent materials and a compatible cleaner. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.