Avarone

• CAT Number: I022704
• CAS Number: 55303-99-6
• Molecular Formula: C21H28O2
• Molecular Weight: 312.45
• Purity: 98%
• Synonyms: Avarone
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: 2,5-Cyclohexadiene-1,4-dione, 2-((1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthalenyl)methyl)-, (1R-(1-alpha,2-beta,4a-beta,8a-alpha))-
• InChI: 1S/C21H28O2/c1-14-6-5-7-19-20(14,3)11-10-15(2)21(19,4)13-16-12-17(22)8-9-18(16)23/h6,8-9,12,15,19H,5,7,10-11,13H2,1-4H3/t15-,19+,20+,21+/m0/s1
• InChIKey: VPRHEJGLNUDEEH-LWILDLIXSA-N
• SMILES: C1(C[C@]2([C@H]3[C@](C(C)=CCC3)(C)CC[C@@H]2C)C)=CC(C=CC1=O)=O

Avarone (Cat No.: I022704) is a bioactive quinone isolated from the marine sponge Dysidea avara. It exhibits potent anticancer, antimicrobial, and anti-inflammatory properties. As a sesquiterpene quinone, Avarone interacts with cellular redox systems, generating reactive oxygen species (ROS) that induce apoptosis in cancer cells. Its cytotoxic effects make it a valuable compound in cancer research. Additionally, Avarone has been studied for its antibacterial and antifungal activity, highlighting its potential in developing novel therapeutic agents for infectious and inflammatory diseases.

Reference

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4: Seibert G, Raether W, Dogović N, Gasić MJ, Zahn RK, Müller WE. Antibacterial and antifungal activity of Avarone and Avarol. Zentralbl Bakteriol Mikrobiol Hyg A. 1985 Nov;260(3):379-86. PubMed PMID: 3841441.
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