Zeorin

Zeorin is a triterpene with the molecular formula C30H52O2 which occurs in many lichens.[1][3][4]

Zeorin
Names
IUPAC name
(3S,3aS,5aR,5bR,7S,7aS,11aR,11bR,13aR,13bS)-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-7-ol[1]
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C30H52O2/c1-25(2)14-9-15-28(6)23-11-10-22-27(5)16-12-19(26(3,4)32)20(27)13-17-29(22,7)30(23,8)18-21(31)24(25)28/h19-24,31-32H,9-18H2,1-8H3/t19-,20-,21-,22+,23+,24-,27-,28+,29+,30+/m0/s1
    Key: KYBLAIAGFNCVHL-PMVHANJISA-N
  • C[C@]12CC[C@@H]([C@@H]1CC[C@@]3([C@@H]2CC[C@H]4[C@]3(C[C@@H]([C@@H]5[C@@]4(CCCC5(C)C)C)O)C)C)C(C)(C)O
Properties
C30H52O2
Molar mass 444.744 g·mol−1
Melting point 236–242 °C[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References

  1. "Zeorin". Pubchem.ncbi.NLM.nih.gov.
  2. Communications, EBCONT. "Zeorin". Roempp.thieme.de.
  3. Fugmann, Burkhard (14 May 2014). RÖMPP Lexikon Naturstoffe, 1. Auflage, 1997 (in German). Georg Thieme Verlag. p. 704. ISBN 978-3-13-179291-4.
  4. Sheard, J. W. (2010). The Lichen Genus Rinodina (Ach.) Gray (Lecanoromycetidae, Physciaceae) in North America, North of Mexico. NRC Research Press. p. 14. ISBN 978-0-660-19941-2.

Further reading

  • Abderhalden, Emil (29 July 2013). Gerbstoffe, Flechtenstoffe, Saponine, Bitterstoffe, Terpene, Ätherische Öle, Harze, Kautschuk (in German). Springer-Verlag. p. 56. ISBN 978-3-642-51316-9.
  • Ejiri, Hiroko (1974). Zeorin from the Mycobiont of Anaptychia Hypoleuca.
  • Zopf, Wilhelm (18 May 2017). Die Flechtenstoffe (in German). BoD – Books on Demand. p. 55. ISBN 978-9925-0-7804-2.
  • Huneck, Siegfried (March 1961). "Zur Struktur von Zeorin und Leucotylin". Chemische Berichte. 94 (3): 614–622. doi:10.1002/cber.19610940307.
  • Barton, D. H. R.; Mayo, P. de; Orr, J. C. (1 January 1958). "454. Triterpenoids. Part XXIV. Further investigations on the constitution of zeorin". Journal of the Chemical Society (Resumed): 2239–2248. doi:10.1039/JR9580002239. ISSN 0368-1769.
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