U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C15H18O4
Molecular Weight 262.301
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HYDROXYACHILLIN

SMILES

[H][C@]12[C@@H](C)C(=O)O[C@]1([H])[C@@]3([H])C(C)=CC(=O)C3=C(C)C[C@@H]2O

InChI

InChIKey=YMUOZXZDDBRJEP-SSGZPDKPSA-N
InChI=1S/C15H18O4/c1-6-4-10(17)13-8(3)15(18)19-14(13)12-7(2)5-9(16)11(6)12/h5,8,10,12-14,17H,4H2,1-3H3/t8-,10+,12+,13-,14-/m1/s1

HIDE SMILES / InChI

Molecular Formula C15H18O4
Molecular Weight 262.301
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Hydroxyachillin, a sesquiterpene lactone, and the main component isolated from aerial parts of Tanacetum microphyllum DC, the last is used in folk medicine as an anti-inflammatory and anti-ulcer agent. Hydroxyachillin was also the effective anti-inflammatory agent in the mouse model of ear edema. Besides, the inhibition of protein kinase C may be one of the mechanisms of hydroxyachillin's effect.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Anti-inflammatory activity of hydroxyachillin, a sesquiterpene lactone from Tanacetum microphyllum.
1994 Jun
Inhibition by hydroxyachillin, sesquiterpene lactone from Tanacetum microphyllum, of PMA-induced mouse ear oedema.
1996 Jun

Sample Use Guides

Carrageenan-induced edema in mice: hydroxyachillin (40 mg/kg) were administered p.o. 1 h before the carrageanan injection.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:39:58 GMT 2023
Edited
by admin
on Sat Dec 16 08:39:58 GMT 2023
Record UNII
TB9KU0WDEE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HYDROXYACHILLIN
Common Name English
GROSSMIZIN
Common Name English
GROSSMISIN
Common Name English
ACHILLIN, HYDROXY-
Common Name English
8.ALPHA.-HYDROXYACHILLIN
Common Name English
AZULENO(4,5-B)FURAN-2,7-DIONE, 3,3A,4,5,9A,9B-HEXAHYDRO-4-HYDROXY-3,6,9-TRIMETHYL-, (3R,3AR,4S,9AS,9BR)-
Systematic Name English
Code System Code Type Description
FDA UNII
TB9KU0WDEE
Created by admin on Sat Dec 16 08:39:58 GMT 2023 , Edited by admin on Sat Dec 16 08:39:58 GMT 2023
PRIMARY
CAS
35879-92-6
Created by admin on Sat Dec 16 08:39:58 GMT 2023 , Edited by admin on Sat Dec 16 08:39:58 GMT 2023
PRIMARY
PUBCHEM
10038339
Created by admin on Sat Dec 16 08:39:58 GMT 2023 , Edited by admin on Sat Dec 16 08:39:58 GMT 2023
PRIMARY