Names | |
---|---|
IUPAC name
3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-3-[(2R,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.208.699 |
EC Number |
|
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C36H56O13 | |
Molar mass | 696.831 g·mol−1 |
Hazards | |
GHS labelling: [1] | |
Danger | |
H300, H330, H373 | |
P260, P264, P270, P271, P284, P301+P316, P304+P340, P316, P319, P320, P321, P330, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Periplocin is a plant-derived glycoside whereby the sugar moiety is linked to a steroid. It can be extracted from cortex periplocae (CPP), the dry root of Periploca sepium. [2] [3]
CPP's healing activities have long been recognized in traditional Chinese medicine [3] where it has been used to treat rheumatoid arthritis. [2] Scientific studies of CPP have identified over 100 components of which periplocin has been a major focus both for its toxicity as well as for its potential beneficial pharmaceutical effects. [2] Besides the cardiac glycosides with periplocin as its main constituent, the CPP contains different C21-steroidal glycosides such as periplocodides and pregnene derivatives, fatty acids, volatile oils, terpenes, and others. [2]
Higher doses of periplocin are toxic as a cardiac glycoside. [4]
Potential medical applications of periplocin are focused on these areas: [2]
Periplocin's metabolites, periplocymarin and periplogenin, [5] have also shown some pharmacological effects.
Potential senolytic activity was suggested by an AI structural analysis of over 4,000 chemicals in 2013. [6]
Names | |
---|---|
IUPAC name
3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-3-[(2R,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.208.699 |
EC Number |
|
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C36H56O13 | |
Molar mass | 696.831 g·mol−1 |
Hazards | |
GHS labelling: [1] | |
Danger | |
H300, H330, H373 | |
P260, P264, P270, P271, P284, P301+P316, P304+P340, P316, P319, P320, P321, P330, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Periplocin is a plant-derived glycoside whereby the sugar moiety is linked to a steroid. It can be extracted from cortex periplocae (CPP), the dry root of Periploca sepium. [2] [3]
CPP's healing activities have long been recognized in traditional Chinese medicine [3] where it has been used to treat rheumatoid arthritis. [2] Scientific studies of CPP have identified over 100 components of which periplocin has been a major focus both for its toxicity as well as for its potential beneficial pharmaceutical effects. [2] Besides the cardiac glycosides with periplocin as its main constituent, the CPP contains different C21-steroidal glycosides such as periplocodides and pregnene derivatives, fatty acids, volatile oils, terpenes, and others. [2]
Higher doses of periplocin are toxic as a cardiac glycoside. [4]
Potential medical applications of periplocin are focused on these areas: [2]
Periplocin's metabolites, periplocymarin and periplogenin, [5] have also shown some pharmacological effects.
Potential senolytic activity was suggested by an AI structural analysis of over 4,000 chemicals in 2013. [6]