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).

References

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  1. ^ a b "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

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  • 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". Phytochemistry. 13 (12): 2871. Bibcode:1974PChem..13.2871E. doi:10.1016/0031-9422(74)80260-8.
  • 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.19610940307.614-622&rft.date=1961-03&rft_id=info:doi/10.1002/cber.19610940307&rft.aulast=Huneck&rft.aufirst=Siegfried&rfr_id=info:sid/en.wikipedia.org:Zeorin" class="Z3988">
  • 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 0368-1769.2239-2248&rft.date=1958-01-01&rft_id=info:doi/10.1039/JR9580002239&rft.issn=0368-1769&rft.aulast=Barton&rft.aufirst=D. H. R.&rft.au=Mayo, P. de&rft.au=Orr, J. C.&rfr_id=info:sid/en.wikipedia.org:Zeorin" class="Z3988">