37094

Rapamycin

VETRANAL^®, analytical standard

• Synonym(s): Sirolimus
• Empirical Formula (Hill Notation): C₅₁H₇₉NO₁₃
• CAS Number: 53123-88-9
• Molecular Weight: 914.17
• MDL number: MFCD00867594
• PubChem Substance ID: 329755624
• NACRES: NA.24

Properties

• grade: analytical standard
• Quality Level: 100
• product line: VETRANAL^®
• shelf life: limited shelf life, expiry date on the label
• technique(s): HPLC: suitable; gas chromatography (GC): suitable
• application(s): forensics and toxicology; pharmaceutical (small molecule)
• format: neat
• storage temp.: −20°C
• SMILES string: CO[C@@H]1C[C@@H](CC[C@H]1O)C[C@@H](C)[C@@H]2CC(=O)[C@H](C)\C=C(C)\[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)\C=C\C=C\C=C(C)\[C@H](C[C@@H]3CC[C@@H](C)[C@@](O)(O3)C(=O)C(=O)N4CCCC[C@H]4C(=O)O2)OC
• InChI: 1S/C51H79NO13/c1-30-16-12-11-13-17-31(2)42(61-8)28-38-21-19-36(7)51(60,65-38)48(57)49(58)52-23-15-14-18-39(52)50(59)64-43(33(4)26-37-20-22-40(53)44(27-37)62-9)29-41(54)32(3)25-35(6)46(56)47(63-10)45(55)34(5)24-30/h11-13,16-17,25,30,32-34,36-40,42-44,46-47,53,56,60H,14-15,18-24,26-29H2,1-10H3/b13-11+,16-12+,31-17+,35-25+/t30-,32-,33-,34-,36-,37+,38+,39+,40-,42+,43+,44-,46-,47+,51-/m1/s1
• InChI key: QFJCIRLUMZQUOT-HPLJOQBZSA-N
• Gene Information: human ... FKBP1A(2280)

Description

General description

Rapamycin belongs to the macrolide class of antibiotics obtained from the bacterium Streptomyces hygroscopicus. It was first used as an anti-fungal agent but later also found use as an immunosuppressant and potential anti-cancer drug. It acts by preventing the activity of serine/threonine kinase and subsequently blocking the cytokine-driven T cell proliferation.

Application

The analytical standard can be used as follows:

• Electrochemical determination of rapamycin using boron-doped diamond electrode and differential pulse voltammetry (DPV) in human urine, serum, and blood samples
• Simultaneous determination of six immunosuppressants from whole blood samples by high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) technique combined with modified QuEChERS method

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

VETRANAL is a registered trademark of Sigma-Aldrich Chemie GmbH

Safety Information

• Pictograms: GHS08
• Signal Word: Warning
• Hazard Statements: H351 - H361fd
• Precautionary Statements: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Carc. 2 - Repr. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2