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Daturadiol

From Wikipedia, the free encyclopedia
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).

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]

See also

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References

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  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.