Bipinnatin J

Bipinnatin J
Names
IUPAC name
(2Z,5S,11S,12S)-12-Hydroxy-11-isopropenyl-3,14-dimethyl-6,16-dioxatricyclo[11.2.1.15,8]heptadeca-1(15),2,8(17),13-tetraen-7-one
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C20H24O4/c1-11(2)17-6-5-14-10-16(24-20(14)22)8-12(3)7-15-9-13(4)19(23-15)18(17)21/h7,9-10,16-18,21H,1,5-6,8H2,2-4H3/b12-7-/t16-,17-,18-/m0/s1
    Key: RCFMTOJVVOOMTO-PVUOXGCVSA-N
  • Cc1cc/2oc1[C@H]([C@@H](CCC3=C[C@H](C/C(=C2)/C)OC3=O)C(=C)C)O
Properties
C20H24O4
Molar mass 328.40216
Melting point 140 to 142 °C (284 to 288 °F; 413 to 415 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Bipinnatin J is a diterpene isolated from the bipinnate sea plume Antillogorgia bipinnata, a sea fan found in the eastern Caribbean Sea. It is one of the structurally simplest of the furanocembrenolides, and is speculated to be a biosynthetic precursor to a wide array cembrenolides along with the dehydroxylated analog, rubifolide.

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