Daturadiol

Daturadiol is a pentacyclic triterpenoid found in Datura species including Datura stramonium[1] and Datura innoxia.[2] It is also found in non-Solanaceae plants such as Vernicia fordii[3] and Terminalia brasiliensis.[4]

Daturadiol
Names
Preferred IUPAC name
(3S,4aR,5R,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-3,5-diol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
  • InChI=1S/C30H50O2/c1-25(2)13-14-27(5)15-16-29(7)19(20(27)17-25)9-10-22-28(6)12-11-23(32)26(3,4)24(28)21(31)18-30(22,29)8/h9,20-24,31-32H,10-18H2,1-8H3/t20-,21+,22+,23-,24-,27+,28+,29+,30+/m0/s1
    Key: JYNBNJRQZZSLPN-NYVWVNPOSA-N
  • C[C@@]12CC[C@@]3(C(=CC[C@H]4[C@]3(C[C@H]([C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)O)C)[C@@H]1CC(CC2)(C)C)C
Properties
C30H50O2
Molar mass 442.728 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

References
  1. Li, J.; Lin, B.; Wang, G.; Gao, H.; Qin, M. (February 2012). "Chemical constituents of Datura stramonium seeds". Zhongguo Zhong Yao Za Zhi = Zhongguo Zhongyao Zazhi = China Journal of Chinese Materia Medica (in Chinese). 37 (3): 319–22. doi:10.4268/cjcmm20120313. PMID 22568232.
  2. Kocór M, Pyrek JS, Atal CK, Bedi KL, Sharma BR (October 1973). "Triterpenes of Datura innoxia Mill. Structure of daturadiol and daturaolone". The Journal of Organic Chemistry. 38 (21): 3685–8. doi:10.1021/jo00961a005. PMID 4745874.
  3. Pei, Yi-Hua; Kwon, Ok-Kyoung; Lee, Ji-Seon; Cha, Hyuk-Jin; Ahn, Kyung-Seop; Oh, Sei-Ryang; Lee, Hyeong-Kyu; Chin, Young-Won (2013). "Triterpenes with Cytotoxicity from the Leaves of Vernicia fordii". Chemical and Pharmaceutical Bulletin. 61 (6): 674–677. doi:10.1248/cpb.c13-00055. ISSN 0009-2363. PMID 23727783.
  4. "Pentacyclic triterpenoids from the leaves of Terminalia brasiliensis | INIS". inis.iaea.org. Retrieved 2020-12-11.
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