Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C30H50O |
| Molecular Weight | 426.7174 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 10 / 10 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12CC[C@]3([H])[C@@]4(C)CC[C@H](O)C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@@]5(C)CCC(=C)[C@@H](C)[C@]25[H]
InChI
InChIKey=XWMMEBCFHUKHEX-ZJJHUPNDSA-N
InChI=1S/C30H50O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21-,22+,23-,24+,25-,27-,28+,29-,30-/m1/s1
Taraxasterol is a pentacyclic-triterpene and one of the main active components isolated from Taraxacum officinale. It has been reported to have potent anti-inflammatory properties. The anti-inflammatory effects of taraxasterol against LPS-induced acute lung injury may be due to its ability of inhibition of the NF-κB and MAPK signaling. In addition, taraxasterol protected human chondrocytes by inhibiting MMPs, NO and PGE2 production and therefore could be a useful agent for prevention and treatment of osteoarthritis.
Approval Year
Sample Use Guides
in mice: Mice were treated with 2.5, 5 and 10 mg/kg of taraxasterol prior to a lethal dose of lipopolysaccharide (LPS) challenge
Route of Administration:
Oral
In Vitro Use Guide
Curator's Comment: In order to provide a scientific basis for the applicability of taraxasterol in osteoarthritis (OA), the anti-inflammatory effects of taraxasterol on IL-1β-stimulated osteoarthritic chondrocytes were investigated. Chondrocytes were pretreated with taraxasterol 1h before IL-1β treatment. The productions of MMP-1, MMP3, MMP13, PGE2 and NO were measured by ELISA and Griess reaction. The expression of COX-2, iNOS, and NF-κB was detected by western blot analysis. It was shown that taraxasterol dose-dependently suppressed MMP-1, MMP3, MMP13, PGE2 and NO production induced by IL-1β. The expression of COX-2 and iNOS was also inhibited by taraxasterol. Western blot analysis showed that taraxasterol suppressed IL-1β-induced NF-κB activation in a dose-dependent manner. Taken together, was found that taraxasterol protected human chondrocytes by inhibiting MMPs, NO and PGE2 production.
Unknown
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
DTXSID30909815
Created by
admin on Fri Dec 15 18:26:00 GMT 2023 , Edited by admin on Fri Dec 15 18:26:00 GMT 2023
|
PRIMARY | |||
|
C079988
Created by
admin on Fri Dec 15 18:26:00 GMT 2023 , Edited by admin on Fri Dec 15 18:26:00 GMT 2023
|
PRIMARY | |||
|
115250
Created by
admin on Fri Dec 15 18:26:00 GMT 2023 , Edited by admin on Fri Dec 15 18:26:00 GMT 2023
|
PRIMARY | |||
|
64SK2ERN9P
Created by
admin on Fri Dec 15 18:26:00 GMT 2023 , Edited by admin on Fri Dec 15 18:26:00 GMT 2023
|
PRIMARY | |||
|
1059-14-9
Created by
admin on Fri Dec 15 18:26:00 GMT 2023 , Edited by admin on Fri Dec 15 18:26:00 GMT 2023
|
PRIMARY | |||
|
m10463
Created by
admin on Fri Dec 15 18:26:00 GMT 2023 , Edited by admin on Fri Dec 15 18:26:00 GMT 2023
|
PRIMARY | Merck Index | ||
|
Taraxasterol
Created by
admin on Fri Dec 15 18:26:00 GMT 2023 , Edited by admin on Fri Dec 15 18:26:00 GMT 2023
|
PRIMARY | |||
|
9401
Created by
admin on Fri Dec 15 18:26:00 GMT 2023 , Edited by admin on Fri Dec 15 18:26:00 GMT 2023
|
PRIMARY |
SUBSTANCE RECORD
