Protopanaxatriol

Protopanaxatriol (PPT) is an organic compound that is an aglycone of ginsenosides, a group of steroid glycosides.[1] It is a dammarane-type tetracyclic triterpene sapogenins found in ginseng (Panax ginseng) and in notoginseng (Panax pseudoginseng).

Protopanaxatriol
Names
IUPAC name
(20R)-Dammar-24-ene-3β,6α,12β,20-tetrol
Systematic IUPAC name
(1S,3aR,3bR,5S,5aR,7S,9aR,9bR,11R,11aR)-1-[(2R)-2-Hydroxy-6-methylhept-5-en-2-yl]-3a,3b,6,6,9a-pentamethylhexadecahydro-1H-cyclopenta[a]phenanthrene-5,7,11-triol
Identifiers
3D model (JSmol)
ChemSpider
KEGG
UNII
  • InChI=1S/C30H52O4/c1-18(2)10-9-13-30(8,34)19-11-15-28(6)24(19)20(31)16-22-27(5)14-12-23(33)26(3,4)25(27)21(32)17-29(22,28)7/h10,19-25,31-34H,9,11-17H2,1-8H3/t19-,20+,21-,22+,23-,24-,25-,27+,28+,29+,30+/m0/s1 ☒N
    Key: SHCBCKBYTHZQGZ-DLHMIPLTSA-N ☒N
  • InChI=1/C30H52O4/c1-18(2)10-9-13-30(8,34)19-11-15-28(6)24(19)20(31)16-22-27(5)14-12-23(33)26(3,4)25(27)21(32)17-29(22,28)7/h10,19-25,31-34H,9,11-17H2,1-8H3/t19-,20+,21-,22+,23-,24-,25-,27+,28+,29+,30+/m0/s1
    Key: SHCBCKBYTHZQGZ-DLHMIPLTBT
  • O[C@H]4[C@@H]1[C@H](CC[C@]1([C@]2([C@@H]([C@]3(C)[C@@H]([C@@H](O)C2)C(C)(C)[C@@H](O)CC3)C4)C)C)[C@@](O)(C)CC\C=C(/C)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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Infobox references

See also

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


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