Stereochemistry | ABSOLUTE |
Molecular Formula | C21H26N2O3 |
Molecular Weight | 354.4427 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12CC[C@H](O)[C@@H](C(=O)OC)[C@@]1([H])C[C@]3([H])N(CCC4=C3NC5=C4C=CC=C5)C2
InChI
InChIKey=BLGXFZZNTVWLAY-DIRVCLHFSA-N
InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15+,17+,18+,19+/m1/s1
alpha-yohmbine (aka rauwloscine) is a diastereomer of yohimbine and shares many of the same properties. Rauwolscine acts as an alpha-2-adrenergic antagonist and is therefore used as an unregulated nutritional supplement for fat-burning and CNS stimulation. Rauwolscine is also an antagonist of the HT2B receptor and has been investigated for the potential to mitigate blood vessel spasms.
CNS Activity
Originator
Approval Year
PubMed
Sample Use Guides
The effect of rauwolscine was found to antagonize clonidine-induced hypoactivity in rats in a dose range of 0.3 - 3 mg/kg delivered intraperitoneally.
Route of Administration:
Intraperitoneal
Human Umbilical Vein Endothelial Cells (HUVEC's) were incubated with phenol red-free M 199 medium for 60 min then loaded with 5 micro-M DAF-FM diacetate for 30 min at 37 deg-C. The cells were washed and then treated at room temperature with agmatine for 10 min in the presence and absence of 0.2 nM rauwolscine. Cellular fluorescence was measured to monitor Nitrous Oxide production. Rauwolscine demonstrated a potent antagonistic effect for the production of NO.