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Merck
CN

37094

Rapamycin

VETRANAL®, analytical standard

Synonym(s):

Sirolimus

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About This Item

Empirical Formula (Hill Notation):
C51H79NO13
CAS Number:
Molecular Weight:
914.17
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
MDL number:
Technical Service
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grade

analytical standard

Quality Level

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)

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 Merck KGaA, Darmstadt, Germany


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pictograms

Health hazard

signalword

Warning

Hazard Classifications

Carc. 2 - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

Regulatory Information

涉药品监管产品

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Ma N, et al.
Molecular Immunology, 85, 18-26 (2017)
Xing Liu et al.
Journal of virology, 93(17) (2019-06-14)
The Us11 protein encoded by herpes simplex virus 1 (HSV-1) functions to impair autophagy; however, the molecular mechanisms of this inhibition remain to be fully established. Here, we report that the Us11 protein targets tripartite motif protein 23 (TRIM23), which
Complications in Surgery (2006)



Global Trade Item Number

SKUGTIN
37094-10MG04061831833744