SML1437

Pimecrolimus

≥97% (HPLC)

• Synonym(s): 33-epi-chloro-33-desoxyascomycin, Picrolimus
• Empirical Formula (Hill Notation): C₄₃H₆₈ClNO₁₁
• CAS Number: 137071-32-0
• Molecular Weight: 810.45
• MDL number: MFCD00901792
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825877
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥97% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 10 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: C[C@H]([C@@H](O)CC([C@H](CC)/C=C1C)=O)[C@](/C(C)=C/[C@@]2([H])C[C@@H](OC)[C@@H](Cl)CC2)([H])OC([C@@]3([H])N(C(C([C@@]4(O)[C@H](C)C[C@H](OC)[C@@H]([C@@H](OC)C[C@@H](C)C\1)O4)=O)=O)CCCC3)=O
• InChI: 1S/C43H68ClNO11/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)45-16-12-11-13-32(45)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-31(44)35(22-29)52-7/h18,20,25,27-33,35-39,46,51H,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: KASDHRXLYQOAKZ-XDSKOBMDSA-N
• Gene Information: human ... FKBP1A(2280)

Description

Biochem/physiol Actions

Pimecrolimus is known for its anti-inflammatory and immunomodulatory properties and its low systemic immunosuppressive potential.

Pimecrolimus, also known as Picrolimus, is a macrolactam ascomycin derivative that acts as an immune suppressant. It binds with high affinity to macrophilin-12 (FKBP-12) and inhibits calcineurin, a calcium-dependent phosphatase. Pimecrolimus inhibits production of pro-inflammatory cytokines by T cells and mast cells and prevents the release of inflammatory cytokines and mediators from mast cells. It has been used clinically as a treatment for eczema.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable