| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| September 27th, 2005 | 29 | Yes |
Popular Name: Lovastatin Lovastatin
Find On: PubMed — Wikipedia — Google
CAS Numbers: , 74133-25-8; 75330-75-5 , 75225-50-2 , 75330-75-5 , [75330-75-5]
2beta,6alpha-Dimethyl-8alpha-(2-methyl-1-oxobutoxy)-mevinic acid lactone
6 alpha-Methylcompactin;Lovastatina [Spanish];Lovastatine [French];Lovastatinum [Latin]
75330-75-5; C07074; Lovastatin
75330-75-5; CPD000673570; Lovastatin; SAM002589963
75330-75-5; D00359; Lovastatin (USP/INN); MK-803; ML-530B; Mevacor (TN)
75330-75-5; Lovastatin; Prestwick_819
8-[2-(4-Hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-1-naphthale
ADVICOR; LOVASTATIN; LS-188004; NIACIN
CPD000673570; Lovastatin; SAM002589963
HYDROXYOXOTETRAHYDROPYRANYLETHYLDIMETHYLHEXAHYDRONAPHTHAL
Lovastatin Hydroxy Acid (sodium salt)
Lovastatin, (1 alpha(S*))-Isomer
Lovastatin, 1 alpha-Isomer (without R*/S* notation)
Lovastatina [Spanish]; Lovastatine [French]; Lovastatinum [Latin]; 6 alpha-Methylcompactin
Lovastatina [Spanish];Lovastatine [French];Lovastatinum [Latin];6 alpha-Methylcompactin
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 4.35 | 11.28 | -12.84 | 1 | 5 | 0 | 73 | 404.547 | 7 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| MP | 166 - 168 | Enamine Building Blocks |
| MP | 166...168 | Enamine Building Blocks |
| Melting_Point | 175? | Alfa-Aesar |
| Melting_Point | 175° | Alfa-Aesar |
| MP | 179 | TCI |
| ALOGPS_SOLUBILITY | 2.43e-02 g/l | DrugBank-approved |
| purity | 9.500000000000000e+001 | Enamine Building Blocks Enamine Building Blocks |
| Purity | >95% | Fluorochem |
| Indications | antihypercholesterolemic | KeyOrganics Bioactives |
| biological_use | Antihyperlipidaemic agent | IBScreen Bioactives |
| therap | antihyperlipidemic, HMGCoA reductase inhibitor | MicroSource Spectrum |
| Patent Database Links | EP0814080; EP0877089; EP0987251; EP0992496; EP1055671; EP1127573; EP1254667; EP1284264; EP1325745; EP1438962; EP1452526; EP1452530; EP1479666; EP1491541; EP1510208; EP1510521; EP1514877; EP1520590; EP1523982; EP1533292; EP1533308; EP1541175; EP1553091; EP | ChEBI |
| UniProt Database Links | HMDH1_ARATH; HMDH_HALVD; LNKS_ASPTE; LNKS_ASPTN; PON3_HUMAN; PON3_MOUSE; PON3_RABIT; PON3_RAT; PP312_ARATH | ChEBI |
| Target | HMG-CoA Reductase | Selleck Chemicals |
| mechanism | Inhibitor of cholesterol biosynthesis | IBScreen Bioactives IBScreen Bioactives |
| Warnings | IRRITANT | Matrix Scientific |
| Therapy | Lipid biosynthesis: Inhibitor HMG-CoA reductase | SMDC Iconix |
| biological_source | Metab. of Aspergillus terreus and Monascus ruber | ZereneX Building Blocks |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : L-4721; NCC_SUPPLIER_SAMPLE_COMMENTS : WHITE POWDER | NIH Clinical Collection via PubChem |
| mechanism | Potent inhibitor of HMG-CoA | IBScreen Bioactives |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: L-4721; SUPPLIER_COMMENTS: WHITE POWDER | NIH Clinical Collection via PubChem |
| Purity | USP24 | APIChem |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| HMDH-1-E | HMG-CoA Reductase (cluster #1 Of 2), Eukaryotic | Eukaryotes | 8 | 0.39 | Binding ≤ 10μM |
| HMDH-1-E | HMG-CoA Reductase (cluster #1 Of 2), Eukaryotic | Eukaryotes | 9 | 0.39 | Binding ≤ 10μM |
| HMDH-1-E | HMG-CoA Reductase (cluster #1 Of 2), Eukaryotic | Eukaryotes | 27 | 0.37 | Binding ≤ 10μM |
| HMDH-1-E | HMG-CoA Reductase (cluster #1 Of 1), Eukaryotic | Eukaryotes | 50 | 0.35 | Functional ≤ 10μM |
| ICAM1-2-E | Intercellular Adhesion Molecule-1 (cluster #2 Of 2), Eukaryotic | Eukaryotes | 3780 | 0.26 | Functional ≤ 10μM |
| ITAL-2-E | Leukocyte Adhesion Glycoprotein LFA-1 Alpha (cluster #2 Of 2), Eukaryotic | Eukaryotes | 3780 | 0.26 | Functional ≤ 10μM |
| Z50597-11-O | Rattus Norvegicus (cluster #11 Of 12), Other | Other | 25 | 0.37 | Functional ≤ 10μM |
| Z80526-1-O | SW480 (Colon Adenocarcinoma Cells) (cluster #1 Of 6), Other | Other | 7100 | 0.25 | Functional ≤ 10μM |
| Z80952-1-O | HES (cluster #1 Of 1), Other | Other | 17 | 0.38 | Functional ≤ 10μM |
| Z81020-2-O | HepG2 (Hepatoblastoma Cells) (cluster #2 Of 8), Other | Other | 50 | 0.35 | Functional ≤ 10μM |
| Z81020-2-O | HepG2 (Hepatoblastoma Cells) (cluster #2 Of 8), Other | Other | 79 | 0.34 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| HMDH_MOUSE | Q01237 | HMG-CoA Reductase, Mouse | 27 | 0.37 | Binding ≤ 1μM |
| HMDH_RAT | P51639 | HMG-CoA Reductase, Rat | 9.2 | 0.39 | Binding ≤ 1μM |
| HMDH_HUMAN | P04035 | HMG-CoA Reductase, Human | 0.1 | 0.48 | Binding ≤ 1μM |
| HMDH_MOUSE | Q01237 | HMG-CoA Reductase, Mouse | 27 | 0.37 | Binding ≤ 10μM |
| HMDH_RAT | P51639 | HMG-CoA Reductase, Rat | 9.2 | 0.39 | Binding ≤ 10μM |
| HMDH_HUMAN | P04035 | HMG-CoA Reductase, Human | 0.1 | 0.48 | Binding ≤ 10μM |
| Z81020 | Z81020 | HepG2 (Hepatoblastoma Cells) | 50 | 0.35 | Functional ≤ 10μM |
| Z80952 | Z80952 | HES | 13 | 0.38 | Functional ≤ 10μM |
| HMDH_HUMAN | P04035 | HMG-CoA Reductase, Human | 29 | 0.36 | Functional ≤ 10μM |
| ICAM1_HUMAN | P05362 | Intercellular Adhesion Molecule-1, Human | 3780 | 0.26 | Functional ≤ 10μM |
| ITAL_HUMAN | P20701 | Leukocyte Adhesion Glycoprotein LFA-1 Alpha, Human | 3780 | 0.26 | Functional ≤ 10μM |
| Z50597 | Z50597 | Rattus Norvegicus | 25 | 0.37 | Functional ≤ 10μM |
| Z80526 | Z80526 | SW480 (Colon Adenocarcinoma Cells) | 7100 | 0.25 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Activation of gene expression by SREBF (SREBP) | |
| Cell surface interactions at the vascular wall | |
| Cholesterol biosynthesis | |
| Immunoregulatory interactions between a Lymphoid and a non-Lymphoid cell | |
| Integrin cell surface interactions | |
| Interferon gamma signaling | |
| PPARA activates gene expression |
