Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C29H44O5 |
| Molecular Weight | 472.6567 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 12 / 12 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12C[C@@]3([H])[C@]4([H])CC[C@@]5([H])C[C@H](CC[C@]5(C)[C@@]4([H])CC(=O)[C@]3(C)[C@@]1([H])[C@H](C)[C@@]6(CC[C@@H](C)CO6)O2)OC(C)=O
InChI
InChIKey=CVKZWRTYHCDWTE-RSEFXUKDSA-N
InChI=1S/C29H44O5/c1-16-8-11-29(32-15-16)17(2)26-24(34-29)13-23-21-7-6-19-12-20(33-18(3)30)9-10-27(19,4)22(21)14-25(31)28(23,26)5/h16-17,19-24,26H,6-15H2,1-5H3/t16-,17+,19+,20+,21-,22+,23+,24+,26+,27+,28-,29-/m1/s1
Hecogenin acetate is the acetylated form of Hecogenin, a naturally occurring sapogenin present in the leaves of plants from the Agave genus. It has been found to have antinociceptive activity in mice and has also been investigated as an anti-cancer agent in vitro. Hecogenin appears to exert its anticancer influence by modulating the ERK1/2 signal cascade and activates opioid receptors to influence nocioception.
Approval Year
Sample Use Guides
Hecogenin acetate was administered to mice via intraperitoneal injection in doses between 5 - 40 mg/kg. Mouse motor performance was evaluated by using the tail flick rotarod test. Dosing with Hecogenin acetate produced an antinociception effect in a dose-dependent manner. The antinociception was prevented by naloxone a non-specific opioid receptor antagonist as well as several specific receptor antagonists.
Route of Administration:
Intraperitoneal
A549 non-small lung cancer cells were exposed to different concentrations of hecogenin acetate. Hecogenin acetate significantly inhibited increase in intracellular reactive species production induced by H2O2. Hecogenin acetate blocked ERK1/2 phosphorylation and inhibited the increase in MMP-2. The treatment induced G0/G1 cell cycle arrest at 75 and 100 micro M of hecogenin acetate.
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SUB116125
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100000142189
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15489
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SUBSTANCE RECORD
