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Panaxatriol

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Panaxatriol
Names
IUPAC name
(20R)-20,25-Epoxydammarane-3β,6β,12β-triol
Systematic IUPAC name
(1S,3aR,3bR,5R,5aR,7S,9aR,9bR,11R,11aR)-3a,3b,6,6,9a-Pentamethyl-1-[(2R)-2,6,6-trimethyloxan-2-yl]hexadecahydro-1H-cyclopenta[a]phenanthrene-5,7,11-triol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.208.677 Edit this at Wikidata
UNII
  • InChI=1S/C30H52O4/c1-25(2)12-9-13-30(8,34-25)18-10-15-28(6)23(18)19(31)16-21-27(5)14-11-22(33)26(3,4)24(27)20(32)17-29(21,28)7/h18-24,31-33H,9-17H2,1-8H3/t18-,19+,20+,21+,22-,23-,24-,27+,28+,29+,30+/m0/s1 ☒N
    Key: QFJUYMMIBFBOJY-UXZRXANASA-N ☒N
  • InChI=1/C30H52O4/c1-25(2)12-9-13-30(8,34-25)18-10-15-28(6)23(18)19(31)16-21-27(5)14-11-22(33)26(3,4)24(27)20(32)17-29(21,28)7/h18-24,31-33H,9-17H2,1-8H3/t18-,19+,20+,21+,22-,23-,24-,27+,28+,29+,30+/m0/s1
    Key: QFJUYMMIBFBOJY-UXZRXANABD
  • C[C@@]1(CCCC(O1)(C)C)[C@H]2CC[C@@]3([C@@H]2[C@@H](C[C@H]4[C@]3(C[C@H]([C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)O)C)O)C
Properties
C30H52O4
Molar mass 476.742 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Panaxatriol is an organic compound that is an aglycone of ginsenosides, a group of steroid glycosides.[1] It is a dammarane-type tetracyclic triterpene sapogenin found in ginseng (Panax ginseng) and in notoginseng (Panax pseudoginseng). It is formed by the dehydration of protopanaxatriol.

See also

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References

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  1. ^ Kang, Soo Yeon; Schini-Kerth, Valérie B.; Kim, Nak Doo (1995). "Ginsenosides of the protopanaxatriol group cause endothelium-dependent relaxation in the rat aorta". Life Sciences. 56 (19): 1577–1586. doi:10.1016/0024-3205(95)00124-o. PMID 7723586.