proscillaridin

Also known as Proscillaridin A, Bufa-4,20,22-trienolide, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-14-hydroxy-, (3β)-, (3β)-3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-14-hydroxybufa-4,20,22-trienolide

Proscillaridin is a cardiac glycoside, a type of compound with strong and usually toxic effects on heart muscle, with occasional medical applications - although Proscillaridin has no known medical applications. It is of the bufanolide type and can be obtained from plants of the genus Scilla and in Drimia maritima (Scilla maritima).

Chemical data

Formula: C30H42O8
Molecular weight: 530.6 g/mol
IUPAC name: 5-[(3S,8R,9S,10R,13R,14S,17R)-14-hydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule
Indications: cardiovascular disease

via ChEMBL · EBI

Research

261 papers

Proscillaridin A Sensitizes Human Colon Cancer Cells to TRAIL-Induced Cell Death.International journal of molecular sciences · 2022
Repurposing proscillaridin A in combination with decitabine against embryonal rhabdomyosarcoma RD cells.Cancer chemotherapy and pharmacology · 2021
Proscillaridin A inhibits lung cancer cell growth and motility through downregulation of the EGFR-Src-associated pathway.American journal of cancer research · 2023
Proscillaridin A induces apoptosis and inhibits the metastasis of osteosarcoma in vitro and in vivo.Biochemical and biophysical research communications · 2020
Proscillaridin A inhibits hepatocellular carcinoma progression through inducing mitochondrial damage and autophagy.Acta biochimica et biophysica Sinica · 2021

via PubMed

Wikidata facts

Mass: 530.288

Show 4 more facts

chemical formula: C₃₀H₄₂O₈
canonical SMILES: CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3=C2)O)C6=COC(=O)C=C6)C)C)O)O)O
isomeric SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@@]5([C@@H]4CCC3=C2)O)C6=COC(=O)C=C6)C)C)O)O)O
defined daily dose: 0.75

Sources (4)

via Wikidata · CC0

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