Harringtonolide

Modify Date: 2024-01-10 17:40:44

Harringtonolide Structure
Harringtonolide structure
Common Name Harringtonolide
CAS Number 64761-48-4 Molecular Weight 310.344
Density 1.4±0.1 g/cm3 Boiling Point 605.5±55.0 °C at 760 mmHg
Molecular Formula C19H18O4 Melting Point N/A
MSDS N/A Flash Point 270.5±31.5 °C

 Use of Harringtonolide


Harringtonolide is a potent RACK1 inhibitor (IC50=39.66 μM in A375 cells). Harringtonolide inhibits the epithelial-mesenchymal transition (EMT) process and cell proliferation by affecting the interaction between FAK and RACK1. Harringtonolide has plant growth inhibitory, antiviral, anti-inflammatory, and antiproliferation activities[1].

 Names

Name (11S,12R,13S,19R)-8,19-Dimethyl-14,17-dioxahexacyclo[13.3.1.01,11.04,10.09,13.012,16]nonadeca-4,7,9-triene-6,18-dione
Synonym More Synonyms

 Harringtonolide Biological Activity

Description Harringtonolide is a potent RACK1 inhibitor (IC50=39.66 μM in A375 cells). Harringtonolide inhibits the epithelial-mesenchymal transition (EMT) process and cell proliferation by affecting the interaction between FAK and RACK1. Harringtonolide has plant growth inhibitory, antiviral, anti-inflammatory, and antiproliferation activities[1].
Related Catalog
Target

IC50: 39.66 μM (RACK1) in A375 cells[1]

In Vitro Harringtonolide (0-50 μM; 24 hours) exhibits good antiproliferation activity in A375 cells with IC50 of 39.66 μM[1]. Harringtonolide (0-20 μM; 1 hour) restrains the proteolysis of RACK1 by Pronase, and protects temperature-dependent degradation of RACK1[1]. Harringtonolide (0-4 μM; 24 hours) suppresses the phosphorylation of FAK dose-dependently and inhibits Src and STAT3, the downstream proteins of FAK[1]. Harringtonolide (0-4 μM; 24 hours) dose-dependently inhibits the RACK1–FAK interaction in A375 cells[1]. Cell Proliferation Assay Cell Line: A375 melanoma cells[1] Concentration: 0-50 μM Incubation Time: 24 hours Result: Showed good antiproliferation activity with IC50 of 39.66 μM. Western Blot Analysis Cell Line: A375 melanoma cells[1] Concentration: 0, 0.5, 1, 2, 4 μM Incubation Time: 24 hours Result: Suppressed the phosphorylation of FAK dose-dependently and inhibited Src and STAT3, the downstream proteins of FAK.
References

[1]. Zhu TY, et al. Photoaffinity Probe Reveals the Potential Target of Harringtonolide for Cancer Cell Migration Inhibition. ACS Med Chem Lett. 2022;13(3):449-456. Published 2022 Feb 2.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 605.5±55.0 °C at 760 mmHg
Molecular Formula C19H18O4
Molecular Weight 310.344
Flash Point 270.5±31.5 °C
Exact Mass 310.120514
LogP 1.53
Vapour Pressure 0.0±1.7 mmHg at 25°C
Index of Refraction 1.656

 Synonyms

1H-3,10a-Methano-2,4-dioxacyclohepta[bc]cyclopent[jk]acenaphthylene-1,7(3H)-dione, 2a,4a,9,10,10b,10c-hexahydro-5,11-dimethyl-, (4aS,10bS,10cR,11R)-
(11S,12R,13S,19R)-8,19-Dimethyl-14,17-dioxahexacyclo[13.3.1.01,11.04,10.09,13.012,16]nonadeca-4,7,9-triene-6,18-dione
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