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Lucibufagin

Chemical compound From Wikipedia, the free encyclopedia

Lucibufagin

Lucibufagins are a group of defensive steroids produced by several species of firefly to make them unpalatable to predators such as spiders and birds.[1] Certain species of firefly that do not themselves produce lucibufagins have been observed to eat other species of firefly that do produce the steroid to gain the defensive properties for themselves.[2] The lucibufagins are a set of three related compounds (lucibufagin A, B, and C), and are in the same structural class as the bufadienolides.[3]

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Lucibufagin
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Lucibufagin C
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3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
  • C: InChI=1S/C28H36O10/c1-14(29)37-19-11-25(3)22-18(7-9-27(25,34)12-20(19)38-15(2)30)28(35)10-8-17(16-5-6-21(31)36-13-16)26(28,4)24(33)23(22)32/h5-6,13,17-20,22-23,32,34-35H,7-12H2,1-4H3/t17-,18-,19+,20-,22-,23+,25-,26+,27+,28+/m1/s1
    Key: DVEVNJSTCHVUOO-AXGBFFCYSA-N
  • C: C=1(C=CC(OC1)=O)[C@@H]2[C@]3(C([C@H]([C@@]4([C@]5(C[C@@H]([C@@H](C[C@]5(CC[C@]4([C@]3(CC2)O)[H])O)OC(=O)C)OC(=O)C)C)[H])O)=O)C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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