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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H18O3
Molecular Weight 246.3016
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DESACETOXYMATRICARIN

SMILES

[H][C@@]12CCC(C)=C3C(=O)C=C(C)[C@]3([H])[C@@]1([H])OC(=O)[C@H]2C

InChI

InChIKey=BJPSSVHNEGMBDQ-NUZBWSBOSA-N
InChI=1S/C15H18O3/c1-7-4-5-10-9(3)15(17)18-14(10)13-8(2)6-11(16)12(7)13/h6,9-10,13-14H,4-5H2,1-3H3/t9-,10-,13-,14-/m0/s1

HIDE SMILES / InChI

Description

Desacetoxymatricarin is a sesquiterpene lactone found in the genus Artemisia and in the form of 8-hydroxy and acetoxy derivatives in the genus Achillea. The formation of desacetoxymatricarin from (+)-costunolide probably involves more than one enzyme, including a cytochrome P450 enzyme. It is a potent 3-hydroxy-3-methylglutaryl-CoA reductase (HMGR) inhibitor. Desacetoxymatricarin showed the highest anti-hypercholesterolemic potential. Oligvon, a preparation containing desacetoxymatricarin, is used to prevent and treat artherosclerosis.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
3.88 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
Mice: 10 mg/kg
Route of Administration: Unknown
In Vitro Use Guide
Desacetoxymatricarin showed a potent inhibitory activity upon the beta-hexosaminidase release from RBL-2H3 cells in a dose-dependent manner and the IC50 was 80 uM.