Manoalide

• CAT Number: R064927
• CAS Number: 75088-80-1
• Molecular Formula: C25H36O5
• Molecular Weight: 416.59
• Purity: ≥95%
• Synonyms: (5R)-4-[(2R,6R)-3,6-dihydro-6-hydroxy-5-[(3E)-4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-hexen-1-yl]-2H-pyran-2-yl]-5-hydroxy-2(5H)-furanone
• Storage: -20°C
• IUPAC Name: (2R)-2-hydroxy-3-[(2R,6R)-6-hydroxy-5-[(E)-4-methyl-6-(2,6,6-trimethylcyclohexen-1-yl)hex-3-enyl]-3,6-dihydro-2H-pyran-2-yl]-2H-furan-5-one
• InChI: InChI=1S/C25H36O5/c1-16(10-12-20-17(2)8-6-14-25(20,3)4)7-5-9-18-11-13-21(29-23(18)27)19-15-22(26)30-24(19)28/h7,11,15,21,23-24,27-28H,5-6,8-10,12-14H2,1-4H3/b16-7+/t21-,23-,24-/m1/s1
• InChIKey: FGJIDQWRRLDGDB-CPIXEKRISA-N
• SMILES: CC1=C(CC/C(C)=C/CCC2=CC[C@H](C([C@H](O)O3)=CC3=O)O[C@H]2O)C(C)(C)CCC1

Manoalide(CAT: R064927) is a bioactive sesterterpenoid isolated from marine sponges, particularly Luffariella variabilis. It is recognized for its potent anti-inflammatory, analgesic, and antibiotic properties. Manoalide functions by irreversibly inhibiting phospholipase A2 (PLA2) and phospholipase C (PLC), key enzymes in the arachidonic acid pathway, thereby reducing inflammation. Its unique structure includes a γ-hydroxybutenolide ring, essential for covalent modification of target enzymes. Beyond inflammation, manoalide has shown promise in cancer research, inducing apoptosis in oral cancer cells and inhibiting NLRP3 inflammasome activation. With its diverse therapeutic potential, manoalide remains a significant focus in drug development and biomedical research.