(3aS,7R,8aS)-7-methyl-3-methylidene-6-(3-oxobut-1-en-1-yl)-2H,3H,3aH,4H,7H,8H,8aH-cyclohepta[b]furan-2-one, CAS No. 26791-73-1

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26791-73-1

Catalog No. EBD305039

CAS 26791-73-1

Name (3aS,7R,8aS)-7-methyl-3-methylidene-6-(3-oxobut-1-en-1-yl)-2H,3H,3aH,4H,7H,8H,8aH-cyclohepta[b]furan-2-one

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Basic Information

Synonyms: (3aS,7R,8aS)-7-methyl-3-methylidene-6-(3-oxobut-1-en-1-yl)-2H,3H,3aH,4H,7H,8H,8aH-cyclohepta[b]furan-2-one (3aR,7S,8aS)-7-methyl-3-methylidene-6-[(1E)-3-oxobut-1-en-1-yl]-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one 2H-cyclohepta[b]furan-2-one,3,3a,4,7,8,8a-hexahydro-7-methyl-3-methylene-6-[(1E)-3-oxo-1-buten-1-yl]-,(3aR,7S,8aS)- (3aR,7S,8aS)-7-Methyl-3-methylene-6-[(1Z)-3-oxobut-1-en-1-yl]-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one [3aR-(3aa,7b,8ab)]-3,3a,4,7,8,8a-Hexahydro-7-methyl-3-methylene-6-(3-oxo-1-butenyl)-2H-cyclohepta[b]furan-2-one (3aR,7S,8aS)-7-methyl-3-methylidene-6-[(1Z)-3-oxobut-1-en-1-yl]-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one

Molecular Formula: C15H18O3

Molecular Weight: 246.31

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Phytochemicals and Natural Products Medicinal Chemistry > APIs and Their Salts > Antineoplastic Agents

Product Description:

Xanthatin is a natural sesquiterpene lactone primarily isolated from plants of the *Xanthium* genus, such as *Xanthium strumarium* (cocklebur). It is a characteristic bioactive constituent of these plants, featuring a fused ring system with an α-methylene-γ-lactone moiety, which is often associated with its biological activity. Extensive pharmacological research has identified xanthatin as a compound with significant anti-cancer potential. It exhibits potent cytotoxic effects against a variety of human cancer cell lines, including breast, lung, colon, and prostate cancers. The proposed mechanisms of action involve the induction of apoptosis (programmed cell death), cell cycle arrest, inhibition of angiogenesis (formation of new blood vessels for tumors), and suppression of metastasis. Its activity is frequently linked to the modulation of key signaling pathways such as STAT3, NF-κB, and PI3K/Akt. Beyond its prominent anti-tumor properties, xanthatin also demonstrates other biological activities, including anti-inflammatory, antibacterial, and antifungal effects. These multifaceted activities make it a valuable lead compound in drug discovery for developing new therapeutic agents, particularly in oncology. Current research focuses on understanding its precise molecular targets and improving its bioavailability and efficacy.

Physical Properties

Boiling Point: 444.3°Cat760mmHg

Flash Point: 199.2°C

Density: 1.1g/cm3