Bolinaquinone is a hydroxyquinone marine metabolite. It is known for having potent anti-inflammatory activity.[1]

Bolinaquinone
Names
Preferred IUPAC name
2-Hydroxy-5-methoxy-3-{[(1R,2R,4aS,8aS)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-2-yl]methyl}cyclohexa-2,5-diene-1,4-dione
Other names
Bolinaquinone
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C22H30O4/c1-13-7-6-8-16-14(2)21(3,9-10-22(13,16)4)12-15-19(24)17(23)11-18(26-5)20(15)25/h7,11,14,16,24H,6,8-10,12H2,1-5H3/t14-,16+,21-,22-/m1/s1 checkY
    Key: PYUXUMSQSVWNDS-NSAJDELNSA-N checkY
  • InChI=1/C22H30O4/c1-13-7-6-8-16-14(2)21(3,9-10-22(13,16)4)12-15-19(24)17(23)11-18(26-5)20(15)25/h7,11,14,16,24H,6,8-10,12H2,1-5H3/t14-,16+,21-,22-/m1/s1
    Key: PYUXUMSQSVWNDS-NSAJDELNBY
  • COC1=CC(=O)C(=C(C[C@@]2(C)CC[C@@]3(C)[C@@H](CCC=C3C)[C@H]2C)C1=O)O
Properties
C22H30O4
Molar mass 358.478 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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References

edit
  1. ^ Petronzi, C; et al. (2010). "Structure-based design, synthesis and preliminary anti-inflammatory activity of bolinaquinone analogues". European Journal of Medicinal Chemistry. 46 (2): 488–96. doi:10.1016/j.ejmech.2010.11.028. PMID 21163556.