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Sorbicillactone A

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Sorbicillactone A
Names
Systematic IUPAC name
(2E)-4-({(3S,3aR,4Z,7aS)-5-Hydroxy-4-[(2E,4E)-1-hydroxyhexa-2,4-dien-1-ylidene]-3,6,7a-trimethyl-2,7-dioxo-2,3,3a,4,7,7a-hexahydro-1-benzofuran-3-yl}amino)-4-oxobut-2-enoic acid
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C21H23NO8/c1-5-6-7-8-12(23)15-16(27)11(2)18(28)21(4)17(15)20(3,19(29)30-21)22-13(24)9-10-14(25)26/h5-10,17,23,28H,1-4H3,(H,22,24)(H,25,26)/b6-5+,8-7+,10-9+,15-12+/t17-,20+,21+/m1/s1
    Key: WVVJWXDENDJFEC-CVHNVBPNSA-N
  • InChI=1/C21H23NO8/c1-5-6-7-8-12(23)15-16(27)11(2)18(28)21(4)17(15)20(3,19(29)30-21)22-13(24)9-10-14(25)26/h5-10,17,23,28H,1-4H3,(H,22,24)(H,25,26)/b6-5+,8-7+,10-9+,15-12+/t17-,20+,21+/m1/s1
    Key: WVVJWXDENDJFEC-CVHNVBPNBC
  • C/C=C/C=C/C(=C/1\[C@H]2[C@@](C(=O)C(=C1O)C)(OC(=O)[C@@]2(C)NC(=O)/C=C/C(=O)O)C)/O
Properties
C21H23NO8
Molar mass 417.414 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Sorbicillactone A is a bio-active isolate of a sponge-derived fungus.[2]

References

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  1. ^ Buckingham, John; Baggaley, Keith H.; Roberts, Andrew D.; Szabo, Laszlo F. (2010). Dictionary of Alkaloids with CD-ROM. CRC Press. p. 1756. ISBN 978-1-4200-7770-4.
  2. ^ Bringmann, G; Lang, G; Mühlbacher, J; Schaumann, K; Steffens, S; Rytik, PG; Hentschel, U; Morschhäuser, J; Müller, WE (2003). "Sorbicillactone A: A Structurally Unprecedented Bioactive Novel-Type Alkaloid from a Sponge-Derived Fungus". Sponges (Porifera). Progress in Molecular and Subcellular Biology. Vol. 37. pp. 231–53. doi:10.1007/978-3-642-55519-0_9. ISBN 978-3-642-62471-1. PMID 15825646.