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Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Harringtonolide is a potent RACK1 inhibitor ( IC 50 =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
In Vitro
Harringtonolide (0-50 μM; 24 hours) exhibits good antiproliferation activity in A375 cells with IC 50 of 39.66 μM. Harringtonolide (0-20 μM; 1 hour) restrains the proteolysis of RACK1 by Pronase, and protects temperature-dependent degradation of RACK1. Harringtonolide (0-4 μM; 24 hours) suppresses the phosphorylation of FAK dose-dependently and inhibits Src and STAT3, the downstream proteins of FAK. Harringtonolide (0-4 μM; 24 hours) dose-dependently inhibits the RACK1–FAK interaction in A375 cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Proliferation Assay Cell Line: A375 melanoma cellsConcentration: 0-50 μM Incubation Time: 24 hours Result: Showed good antiproliferation activity with IC 50 of 39.66 μM. Western Blot Analysis Cell Line: A375 melanoma cellsConcentration: 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.
Form:Solid
IC50& Target:IC 50 : 39.66 μM (RACK1) in A375 cells
| Canonical Smiles | CC1C2C3C4C5C1(CCC6=CC(=O)C=C(C(=C56)C4O2)C)C(=O)O3 |
|---|---|
| IUPAC 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 |
| InChIKey | QNJIIOHVULPMRL-OFSDVKARSA-N |
| INCHI | 1S/C19H18O4/c1-7-5-10(20)6-9-3-4-19-8(2)15-17(23-18(19)21)13-14(19)12(9)11(7)16(13)22-15/h5-6,8,13-17H,3-4H2,1-2H3/t8-,13+,14+,15?,16+,17?,19?/m0/s1 |
| Isomeric SMILES | C[C@H]1C2C3[C@@H]4[C@@H]5C1(CCC6=CC(=O)C=C(C(=C56)[C@H]4O2)C)C(=O)O3 |
| Alternate CAS | 64761-48-4 |
| PubChem CID | 188356 |
| MeSH Entry Terms | hainanolide;harringtonolide |
| Molecular Weight | 310.34 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Furopyrans |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Furopyrans |
| Alternative Parents | Tropones Oxepanes Delta valerolactones Pyrans Oxanes Tetrahydrofurans Furans Cyclic ketones Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Dialkyl ethers Organic oxides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Furopyran - Tropone - Oxepane - Delta_valerolactone - Delta valerolactone - Pyran - Oxane - Tetrahydrofuran - Furan - Cyclic ketone - Lactone - Carboxylic acid ester - Oxacycle - Monocarboxylic acid or derivatives - Ether - Dialkyl ether - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. |
| External Descriptors | Not available |