Responsive image

Common name


Lovastatin

IUPAC name


(1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate

SMILES


[H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]1C[C@@H](O)CC(=O)O1)OC(=O)[C@@H](C)CC

Compound class


Anticholesteremic Agents; Hydroxymethylglutaryl-CoA Reductase Inhibitors; HMG CoA Reductase Inhibitors; Lipid Modifying Agents, Plain; Lipid Modifying Agents; Cardiovascular System; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C8 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 Inducers; Cytochrome P-450 CYP2C8 Inducers; CYP2D6 Inducers; CYP2D6 Inducers (strong); CYP3A4 Inhibitors; Combined Inhibitors of CYP3A4 and P-glycoprotein;

Therapeutic area


For management as an adjunct to diet to reduce elevated total-C, LDL-C, apo B, and TG levels in patients with primary hypercholesterolemia and mixed dyslipidemia. For primary prevention of coronary heart disease and to slow progression of coronary atherosclerosis in patients with coronary heart disease.

Common name


Lovastatin

IUPAC name


(1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate

SMILES


[H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]1C[C@@H](O)CC(=O)O1)OC(=O)[C@@H](C)CC

INCHI


InChI=1S/C24H36O5/c1-5-15(3)24(27)29-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-19-12-18(25)13-22(26)28-19/h6-7,10,14-16,18-21,23,25H,5,8-9,11-13H2,1-4H3/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1

FORMULA


C24H36O5

Responsive image

Common name


Lovastatin

IUPAC name


(1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate

Molecular weight


404.540

clogP


3.513

clogS


-3.187

HBond Acceptor


5

HBond Donor


1

Total Polar
Surface Area


72.83

Number of Rings


3

Rotatable Bond


7

Drug ID Common name Structure CAS SMILE Frequency
FDBF00067 butane Responsive image CCCC 0.0680
FDBF00455 [(1S,3R,7S,8S,8aR)-3,7,8-trimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] formate Responsive image CC1C2C(=CC(CC2OC=O)C)C=CC1C 0.0007
FDBF00456 (4R,6R)-4-hydroxy-6-methyl-tetrahydropyran-2-one Responsive image CC1OC(=O)CC(C1)O 0.0007
FDBF00457 [(1S,3R,7R,8aR)-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] propanoate Responsive image O(C(=O)CC)C1C2CC(C=CC2=CC(C1)C)C 0.0003
FDBF00458 [(1S,3R,7S,8S,8aR)-8-ethyl-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] formate Responsive image CCC1C2C(=CC(CC2OC=O)C)C=CC1C 0.0007
FDBF00459 [(1S,3R,7S,8S,8aR)-3,7,8-trimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] propanoate Responsive image CC1C2C(=CC(CC2OC(=O)CC)C)C=CC1C 0.0003
FDBF00460 (4R,6R)-6-ethyl-4-hydroxy-tetrahydropyran-2-one Responsive image C(C)C1OC(=O)CC(C1)O 0.0007
FDBF00461 [(1S,3R,7R,8aR)-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] formate Responsive image O(C=O)C1C2CC(C=CC2=CC(C1)C)C 0.0007
FDBF00462 (4R)-4-hydroxytetrahydropyran-2-one Responsive image O1CCC(CC1=O)O 0.0007
9 , 1