Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C32H52O2 |
Molecular Weight | 468.7541 |
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](OC(C)=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=SFEUTIOWNUGQMZ-ZHLOSDGBSA-N
InChI=1S/C32H52O2/c1-20-12-15-29(6)18-19-31(8)23(27(29)21(20)2)10-11-25-30(7)16-14-26(34-22(3)33)28(4,5)24(30)13-17-32(25,31)9/h21,23-27H,1,10-19H2,2-9H3/t21-,23-,24+,25-,26+,27-,29-,30+,31-,32-/m1/s1
Taraxasteryl acetate was identified as the major triterpenoid of the root bark of Scolymus hispanicus L. Antispasmodic. Taraxasterol acetate exhibits antiinflammatory activity. In mice ear edema (induced by phorbol-12-mirystate-13-acetate, croton oil, and arachidonic acid), taraxasteryl acetate showed a topical anti-inflammatory activity. Furthermore, it was found that taraxasteryl acetate has potent preventive activity against acute hepatic failure induced by P. acnes and LPS in a dose-dependent manner. There are also reports of a secondary effect of taraxasteryl acetate on the heat shock protein response.
Approval Year
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15898705
In mice ear edema (induced by phorbol-12-mirystate-13-acetate, croton oil and arachidonic acid), taraxasteryl acetate showed a topical anti-inflammatory activity similar to the extract, but at 1/20 of the dose.
Route of Administration:
Topical
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15898705
Curator's Comment: In unstimulated monocytes and neutrophils, taraxasteryl acetate showed a higher stimulating activity of hsp72 production than the extract, involving different mechanisms in each cell type.
Unknown
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m10463
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SUBSTANCE RECORD