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Xestoquinone

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Xestoquinone
Names
Preferred IUPAC name (12bS)-12b-Methyl-2,3-dihydro-1H-tetraphenofuran-6,8,11(12bH)-trione
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C20H14O4/c1-20-6-2-3-10-9-24-19(17(10)20)18(23)13-7-11-12(8-14(13)20)16(22)5-4-15(11)21/h4-5,7-9H,2-3,6H2,1H3/t20-/m0/s1Key: HDONDRKCXFRHQQ-FQEVSTJZSA-N
  • InChI=1/C20H14O4/c1-20-6-2-3-10-9-24-19(17(10)20)18(23)13-7-11-12(8-14(13)20)16(22)5-4-15(11)21/h4-5,7-9H,2-3,6H2,1H3/t20-/m0/s1Key: HDONDRKCXFRHQQ-FQEVSTJZBS
SMILES
  • C12CCCC3=COC(=C31)C(=O)C4=C2C=C5C(=O)C=CC(=O)C5=C4
Properties
Chemical formula C20H14O4
Molar mass 318.323
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Xestoquinone is a bio-active isolate of the marine sponge Xestospongia.


References

  1. Laurent, Dominique; Jullian, Valérie; Parenty, Arnaud; Knibiehler, Martine; Dorin, Dominique; Schmitt, Sophie; Lozach, Olivier; Lebouvier, Nicolas; Frostin, Maryvonne; Alby, Frédéric; Maurel, Séverine; Doerig, Christian; Meijer, Laurent; Sauvain, Michel (1 July 2006). "Antimalarial potential of xestoquinone, a protein kinase inhibitor isolated from a Vanuatu marine sponge Xestospongia sp". Bioorganic & Medicinal Chemistry. 14 (13): 4477–4482. doi:10.1016/j.bmc.2006.02.026. ISSN 0968-0896. PMID 16513357.
  2. Nakamura, Mitsuhiro; Kakuda, Takahiko; Qi, Jianhua; Hirata, Masayuki; Shintani, Tomoaki; Yoshioka, Yukio; Okamoto, Tetsuji; Oba, Yuichi; Nakamura, Hideshi; Ojika, Makoto (September 2005). "Novel relationship between the antifungal activity and cytotoxicity of marine-derived metabolite xestoquinone and its family". Bioscience, Biotechnology, and Biochemistry. 69 (9): 1749–1752. doi:10.1271/bbb.69.1749. ISSN 0916-8451. PMID 16195594. S2CID 11599803.
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