Fusidane

Last updated
Fusidane
Fusidane.svg
Names
IUPAC name
29-Norprotostane
Systematic IUPAC name
(1R,3aS,3bS,5aS,6R,9aS,9bS,11aS)-3a,3b,6,9a-Tetramethyl-1-[(2R)-6-methylheptan-2-yl]hexadecahydro-1H-cyclopenta[a]phenanthrene
Other names
29-nor protostane
Identifiers
3D model (JSmol)
PubChem CID
  • InChI=1S/C29H52/c1-20(2)10-8-11-21(3)23-15-18-28(6)25(23)13-14-26-27(5)17-9-12-22(4)24(27)16-19-29(26,28)7/h20-26H,8-19H2,1-7H3/t21-,22-,23-,24+,25+,26+,27+,28+,29+/m1/s1
    Key: NOEMICWEDLSYHV-SNZQGMLHSA-N
  • C[C@@H]1CCC[C@]2([C@H]1CC[C@]3([C@H]2CC[C@@H]4[C@@]3(CC[C@@H]4[C@H](C)CCCC(C)C)C)C)C
Properties
C29H52
Molar mass 400.735 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Fusidane or 29-norprotostane is a tetracyclic triterpene and the parent structure of a series of steroids, such as the antibiotic fusidic acid. [1] [2]

Fusidic acid Fusidic acid structure.svg
Fusidic acid

See also

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References

  1. Zhao M, Gödecke T, Gunn J, Duan JA, Che CT (2013). "Protostane and Fusidane Triterpenes: A Mini-Review". Molecules. 18 (4): 4054–4080. doi: 10.3390/molecules18044054 . PMC   3901436 . PMID   23563857.
  2. Chen MM, Wang FQ, Lin LC, Yao K, Wei DZ (2012). "Characterization and application of fusidane antibiotic biosynethsis enzyme 3-ketosteroid-∆1-dehydrogenase in steroid transformation". Appl Microbiol Biotechnol. 96 (1): 133–142. doi:10.1007/s00253-011-3855-5. PMID   22234537. S2CID   2893266.