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Farnesyl thiosalicylic acid

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Formula: C22H30O2S
CAS: 162520-00-5

Identification

Structural Formula
Farnesyl thiosalicylic acid
CAS:
162520-00-5
EINECS:
Molecular Formula:
C22H30O2S
MDL:
MFCD00467723
SMILES:
CC(=CCC/C(=C/CC/C(=C/CSC1=CC=CC=C1C(=O)O)/C)/C)C
Synonym:
2-((2e,6e)-3,7,11-trimethyldodeca-2,6,10-trienylthio)benzoic acid ; unii-mzh0om550m ; (e,e)-2-[(3,7,11-trimethyl-2,6,10-dodecatrienyl)thio]benzoic acid ; farnesylthiosalicylate ; salirasib ; s-farnesylthiosalicylic acid ; fts ; (3,7,11-trimethyldodeca-2,6,10-trienyl)-2-thiobenzoic acid ; s-trans,trans-farnesylthiosalicylic acid ; farnesylthiosalicylic acid


Description

Farnesyl Thiosalicylic Acid is a synthetic farnesylcysteine mimic which blocks anchorage of Ras oncoproteins to the cell membrane and to Ras-escort chaperones. The Ras proteins are GTPases responsible for signaling events regulating cell growth and differentiation, and are implicated in producing oncogenic states upon mutational activation. Prenylation of the C-terminus of Ras proteins provides an anchor which inserts into the membrane and is identified and then uptaken by Ras-escort proteins. The mimetic structure of Farnesyl Thiosalicylic Acid blocks anchorage of Ras to the membrane and competes for uptake by the escort proteins, suspending the Ras protein in the cytosol where it is susceptible to protein degradation. Subsequent reduction in active Ras levels has been correlated to the suppression of chronically-Ras-active cancer proliferation. Farnesyl Thiosalicylic acid is also described to detach anchored Ras back into the cytosol and into degradation, observed to quickly decrease total cellular Ras up to 80% in one report. Prenylated protein methyltransferase (PPMTase), responsible for methylating Ras proteins, is also inhibited by Farnesyl Thiosalicylic Acid, similarly due to recognition of the farnesylcysteine mimetic structure by PPMTase.


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Santa Cruz Biotechnology, Inc.
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Farnesylthiosalicylic acid
Santa Cruz Biotechnology, Inc.
SCB15606240

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Properties for Farnesyl thiosalicylic acid

Molecular Weight:
358.54 g·mol−1
Density:
1.05
Melting point:
64-66 °C
Boiling point:
~486.0° C at 760 mmHg (Predicted)
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Safety & Transport Information

Storage temperature :
-20 °C Freezer
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Alternative Distributors of [Farnesyl thiosalicylic acid]

Producers or manufacturers change the product range from time to time. Currently there are no other manufacturers known.
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