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
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
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.