| Stereochemistry | ABSOLUTE |
| Molecular Formula | C30H46O5 |
| Molecular Weight | 486.6832 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 10 / 10 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1(C)CC[C@@]2([C@H](O)C[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)[C@@](C)(C=O)[C@@H]5CC[C@@]34C)[C@@H]2C1)C(O)=O
InChI
InChIKey=MQUFAARYGOUYEV-UAWZMHPWSA-N
InChI=1S/C30H46O5/c1-25(2)13-14-30(24(34)35)19(15-25)18-7-8-21-26(3)11-10-22(32)27(4,17-31)20(26)9-12-28(21,5)29(18,6)16-23(30)33/h7,17,19-23,32-33H,8-16H2,1-6H3,(H,34,35)/t19-,20+,21+,22-,23+,26-,27-,28+,29+,30+/m0/s1
| Molecular Formula | C30H46O5 |
| Molecular Weight | 486.6832 |
| Charge | 0 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 10 / 10 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Quillaic acid (Quillaja sapogenin) is the major aglycone of the widely studied saponins of the Chilean indigenous tree Quillaja saponaria Mol. Quillaja saponaria bark contains a high percentage of triterpene saponins and has been used for centuries as a cleansing and analgesic agent in Chilean folk medicine. Quillaic acid shows potent antiproliferative activity against different cancer cell lines.
Quillaic acid elicit dose-dependent antinociceptive effects in two murine thermal models. Quillaic acid exhibited strong topical anti-inflammatory activity in different animal models.
Originator
Approval Year
PubMed
Patents
Sample Use Guides
In Hot - plate test rats were treated with QA (Quillaic acid) at doses 0.5, 1.0, 1.5, 2.0 mg/kg (i.p.)
In Tail flick test rats were treated with QA (Quillaic acid) at doses 2.5, 7.5 and 22.5 mg/kg (Topical)
Route of Administration:
Other
MDA-MB-231 human breast cancer and PC-3 human prostate cancer cell lines were used for activity evaluation. The antiproliferative activity of extracts was evaluated using the AbD serotec alamarBlue assay. Cells were seeded at 2500 cells per well in 96-well tissue culture plates. After 18–24 h, cells were exposed to various concentrations of saponins with the final concentration of DMSO not exceeding 0.1%. Cells were incubated for 48 h, with alamar-Blue dye solution added to each well to make up 10% of the final volume for the final six to eight hours. Fluorescence was measured at an excitation of 560 nm and emission of 590 nm on a Perkin Elmer 1420 VICTOR3V Multilabel Counter.