From Wikipedia, the free encyclopedia
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
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
C 30 H 52 O 4
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).
Chemical compound
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 ).
See also
References
^ 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 .