Panaxatriol

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.

Not to be confused with panaxytriol.
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
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 476.73 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

See also

References
  1. Ginsenosides of the protopanaxatriol group cause endothelium-dependent relaxation in the rat aorta


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