| Stereochemistry | ABSOLUTE |
| Molecular Formula | C30H48O6 |
| Molecular Weight | 504.6985 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 13 / 13 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12CC=C3[C@]4([H])[C@@H](C)[C@H](C)CC[C@@]4(CC[C@@]3(C)[C@]1(C)C[C@@H](O)[C@@]5([H])[C@](C)(CO)[C@@H](O)[C@H](O)C[C@]25C)C(O)=O
InChI
InChIKey=PRAUVHZJPXOEIF-AOLYGAPISA-N
InChI=1S/C30H48O6/c1-16-9-10-30(25(35)36)12-11-28(5)18(22(30)17(16)2)7-8-21-26(3)13-20(33)24(34)27(4,15-31)23(26)19(32)14-29(21,28)6/h7,16-17,19-24,31-34H,8-15H2,1-6H3,(H,35,36)/t16-,17+,19-,20-,21-,22+,23-,24+,26-,27+,28-,29-,30+/m1/s1
Madecassic acid is a naturally produced terpene from Centella asiatica. It has demonstrated anti-inflammatory and anti-diabetic effects by blocking NF-kB activation and altering lipid metabolism in mice. Madecassic acid has also shown anti-tumor effects in a mouse model of colon cancer; and, was demonstrated in vitro to stimulate the growth of neurofilaments from rat PC1 cells.
Originator
Approval Year
PubMed
Sample Use Guides
In a preclinical study, diabetic male Balb/cA mice were fed a diet including 0.05% and 0.1% madecassic acid by mass for six weeks.
Route of Administration:
Oral
Pheochromocytoma PC1 cells from rat adrenal medulla were maintained in Dulbecco's modified Eagle's medium. Madecassic acid at 40.8 uM was applied to PC12 cells for 72 hours on its own and in combination with 14.4 uM Asiatic acid. Madecassic acid showed moderate effects on neurofilament expression (monitored by microscopy). However, the combination delivered superior induction on the expression of NF68 and NF200 (monitored by western blot) compared to either on its own.
SUBSTANCE RECORD
