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Arnidiol

From Wikipedia, the free encyclopedia
Arnidiol
Names
IUPAC name
(3S,4aR,6aR,6aR,6bR,8S,8aS,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,12,14b-Heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicene-3,8-diol
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C30H50O2/c1-18-11-14-28(6)24(32)17-30(8)20(25(28)19(18)2)9-10-22-27(5)15-13-23(31)26(3,4)21(27)12-16-29(22,30)7/h19-25,31-32H,1,9-17H2,2-8H3/t19-,20-,21+,22-,23+,24+,25-,27+,28-,29-,30-/m1/s1
    Key: IOPDFSGGBHSXSV-UHFFFAOYSA-N
  • C[C@H]1[C@@H]2[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(C[C@@H]([C@]2(CCC1=C)C)O)C)C)(C)C)O)C
Properties
C30H50O2
Molar mass 442.728 g·mol−1
Melting point 256 °C (493 °F; 529 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Arnidiol is a cytotoxic triterpene with the molecular formula C30H50O2.[1][2][3][4] Arnidiol has been first isolated from the bloom of the plant Arnica montana.[5] Arnidiol has also been isolated from the plant Taraxacum officinale.[6]

References

[edit]
  1. Packer, Lester; Wachtel-Galor, Sissi; Ong, Choon Nam; Halliwell, Barry (30 August 2004). Herbal and Traditional Medicine: Biomolecular and Clinical Aspects. CRC Press. p. 355. ISBN 978-0-8247-5208-8.
  2. "Arnidiol". Pubchem.ncbi.NLM.nih.gov.
  3. Lim, T. K. (8 November 2013). Edible Medicinal And Non-Medicinal Plants: Volume 7, Flowers. Springer Science & Business Media. p. 259. ISBN 978-94-007-7395-0.
  4. Fortschritte der Chemie organischer Naturstoffe/Progress in the Chemistry of Organic Natural Products/Progrès dans la Chimie des Substances Organiques Naturelles. Springer-Verlag. 7 March 2013. p. 61. ISBN 978-3-7091-7177-6.
  5. Paech, K.; Tracey, M. V. (6 December 2012). Moderne Methoden der Pflanzenanalyse / Modern Methods of Plant Analysis. Springer Science & Business Media. p. 127. ISBN 978-3-642-64958-5.
  6. Yannai, Shmuel (24 October 2003). Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. CRC Press. p. 1253. ISBN 978-1-4200-6845-0.

Further reading

[edit]
  • Hegnauer, R. (14 December 2013). Chemotaxonomie der Pflanzen: Eine Übersicht über die Verbreitung und die systematische Bedeutung der Pflanzenstoffe. Band 3: Dicotyledoneae: Acanthaceae — Cyrillaceae (in German). Springer-Verlag. p. 484. ISBN 978-3-0348-9385-5.
  • Josephy, Edith; Radt, F. (1946). Elsevier's Encyclopedia of Organic Chemistry: Tetra- and higher-cyclic compounds. Elsevier. p. 1163.
  • Simonsen, John Lionel (1957). The Terpenes. University Press. p. 383.