![]() Chemical structure of guineesine | |
Clinical data | |
---|---|
Other names | Guineensine; UNII-7DK8DMU9JX |
Identifiers | |
| |
CAS Number | |
PubChem CID | |
ChemSpider | |
UNII | |
ChEBI | |
ChEMBL | |
CompTox Dashboard ( EPA) | |
Chemical and physical data | |
Formula | C24H33NO3 |
Molar mass | 383.532 g·mol−1 |
3D model ( JSmol) | |
| |
|
Guineesine (or guineensine) is a compound isolated from long pepper (Piper longum) [1] and black pepper (Piper nigrum). [2]
It was first isolated, studied and named from Piper guineense. [3] [4]
Guineensine inhibits the cellular reuptake of anandamide and 2-arachidonoylglycerol in a mouse model ( EC50 = 290 nM). [5] [6] This causes an increase in the activity of the two neurotransmitters which are classified as endogenous cannabinoids.
Guineesine can dose-dependently produce cannabimimetic effects in a mouse model [5] which are indicated by potent catatonic, analgesic, hypo-locomotive and hypo-thermic effects. In addition, the analgesic and catatonic effects were reversed by the cannabinoid receptor type 1 (CB1) inverse agonist rimonabant. [5]
Guineesine is also a monoamine oxidase inhibitor (MAOI) in vitro ( IC50 = 139.2 μM). [7]
![]() Chemical structure of guineesine | |
Clinical data | |
---|---|
Other names | Guineensine; UNII-7DK8DMU9JX |
Identifiers | |
| |
CAS Number | |
PubChem CID | |
ChemSpider | |
UNII | |
ChEBI | |
ChEMBL | |
CompTox Dashboard ( EPA) | |
Chemical and physical data | |
Formula | C24H33NO3 |
Molar mass | 383.532 g·mol−1 |
3D model ( JSmol) | |
| |
|
Guineesine (or guineensine) is a compound isolated from long pepper (Piper longum) [1] and black pepper (Piper nigrum). [2]
It was first isolated, studied and named from Piper guineense. [3] [4]
Guineensine inhibits the cellular reuptake of anandamide and 2-arachidonoylglycerol in a mouse model ( EC50 = 290 nM). [5] [6] This causes an increase in the activity of the two neurotransmitters which are classified as endogenous cannabinoids.
Guineesine can dose-dependently produce cannabimimetic effects in a mouse model [5] which are indicated by potent catatonic, analgesic, hypo-locomotive and hypo-thermic effects. In addition, the analgesic and catatonic effects were reversed by the cannabinoid receptor type 1 (CB1) inverse agonist rimonabant. [5]
Guineesine is also a monoamine oxidase inhibitor (MAOI) in vitro ( IC50 = 139.2 μM). [7]