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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
Structure of TARAXASTEROL ACETATE

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

HIDE SMILES / InChI

Molecular Formula C32H52O2
Molecular Weight 468.7541
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Preventive effect of taraxasteryl acetate from Inula britannica subsp. japonica on experimental hepatitis in vivo.
1995 Feb

Sample Use Guides

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
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
Substance Class Chemical
Created
by admin
on Sat Dec 16 00:35:45 GMT 2023
Edited
by admin
on Sat Dec 16 00:35:45 GMT 2023
Record UNII
9F07Z33516
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TARAXASTEROL ACETATE
MI  
Common Name English
NSC-401400
Code English
SAUSSUROL ACETATE
Common Name English
TARAXASTERYL ACETATE
Common Name English
LACTUCEROL ACETATE
Common Name English
.ALPHA.-LACTUCEROL ACETATE
Common Name English
TARAXASTEROL ACETATE [MI]
Common Name English
(.BETA.,18.ALPHA.,19.ALPHA.)-URS-20(30)-EN-3-OL, ACETATE
Common Name English
Code System Code Type Description
PUBCHEM
13889352
Created by admin on Sat Dec 16 00:35:45 GMT 2023 , Edited by admin on Sat Dec 16 00:35:45 GMT 2023
PRIMARY
FDA UNII
9F07Z33516
Created by admin on Sat Dec 16 00:35:45 GMT 2023 , Edited by admin on Sat Dec 16 00:35:45 GMT 2023
PRIMARY
CAS
6426-43-3
Created by admin on Sat Dec 16 00:35:45 GMT 2023 , Edited by admin on Sat Dec 16 00:35:45 GMT 2023
PRIMARY
NSC
401400
Created by admin on Sat Dec 16 00:35:45 GMT 2023 , Edited by admin on Sat Dec 16 00:35:45 GMT 2023
PRIMARY
EPA CompTox
DTXSID80982799
Created by admin on Sat Dec 16 00:35:45 GMT 2023 , Edited by admin on Sat Dec 16 00:35:45 GMT 2023
PRIMARY
MERCK INDEX
m10463
Created by admin on Sat Dec 16 00:35:45 GMT 2023 , Edited by admin on Sat Dec 16 00:35:45 GMT 2023
PRIMARY Merck Index