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Gymnochrome E

From Wikipedia, the free encyclopedia
Gymnochrome E
Names
Preferred IUPAC name
2,5-Dibromo-1,6,8,10,11,13-hexahydroxy-3-[(2R)-2-hydroxypentyl]-4-[(2S)-2-hydroxypropyl]phenanthro[1,10,9,8-opqra]perylene-7,14-dione
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C36H26Br2O10/c1-3-4-10(40)6-12-18-17-11(5-9(2)39)31(37)35(47)29-23(17)27-25-19(13(41)7-15(43)21(25)33(29)45)20-14(42)8-16(44)22-26(20)28(27)24(18)30(34(22)46)36(48)32(12)38/h7-10,39-44,47-48H,3-6H2,1-2H3/t9-,10+/m0/s1
    Key: FQXGDTNOEQJUMM-VHSXEESVSA-N
  • InChI=1/C36H26Br2O10/c1-3-4-10(40)6-12-18-17-11(5-9(2)39)31(37)35(47)29-23(17)27-25-19(13(41)7-15(43)21(25)33(29)45)20-14(42)8-16(44)22-26(20)28(27)24(18)30(34(22)46)36(48)32(12)38/h7-10,39-44,47-48H,3-6H2,1-2H3/t9-,10+/m0/s1
    Key: FQXGDTNOEQJUMM-VHSXEESVBA
  • CCC[C@H](Cc1c2c3c(c(c(c4c3c5c6c(c(cc(c6c4=O)O)O)c7c(cc(c8c7c5c2c(c8=O)c(c1Br)O)O)O)O)Br)C[C@H](C)O)O
Properties
C36H26Br2O10
Molar mass 778.402 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Gymnochrome E is a cytotoxic phenanthroperylenequinone isolated from a deep-water crinoid called Holopus rangii.[1]

References

[edit]
  1. ^ Kemami Wangun, H. V.; Wood, A.; Fiorilla, C.; Reed, J. K.; McCarthy, P. J.; Wright, A. E. (2010). "Gymnochromes e and F, cytotoxic phenanthroperylenequinones from a deep-water crinoid, Holopus rangii". Journal of Natural Products. 73 (4): 712–715. doi:10.1021/np900526y. PMC 2859091. PMID 20158243.