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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H36O5
Molecular Weight 404.5396
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LOVASTATIN

SMILES

[H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]3C[C@@H](O)CC(=O)O3)OC(=O)[C@@H](C)CC

InChI

InChIKey=PCZOHLXUXFIOCF-BXMDZJJMSA-N
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

HIDE SMILES / InChI

Molecular Formula C24H36O5
Molecular Weight 404.5396
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/20467214

Lovastatin is a cholesterol-lowering agent that belongs to the class of medications called statins. Alfred Alberts and his team at Merck discovered it in 1978 after screening only 18 compounds over 2 weeks. The agent, also known as mevinolin, was isolated from the fungi Aspergillus terreus. Research on this compound was suddenly shut down in 1980 and the drug was not approved until 1987. Interesting, Akira Endo at Sankyo Co. (Japan) patented lovastatin isolated from Monascus ruber four months before Merck. Lovastatin was found to be 2 times more potent than its predecessor, mevastatin, the first discovered statin. The primary uses of lovastatin is for the treatment of dyslipidemia and the prevention of cardiovascular disease. Lovastatin is a lactone that is readily hydrolyzed in vivo to the corresponding β-hydroxyacid, a strong inhibitor of HMG-CoA reductase, the enzyme that catalyzes the conversion of HMG-CoA to mevalonate. The conversion of HMG-CoA to mevalonate is an early step in the biosynthetic pathway for cholesterol. Lovastatin, as well as some of its metabolites, are pharmacologically active in humans. The liver is the primary site of action and the principal site of cholesterol synthesis and LDL clearance. The involvement of low-density lipoprotein cholesterol (LDL-C) in atherogenesis has been well documented in clinical and pathological studies, as well as in many animal experiments. Epidemiological and clinical studies have established that high LDL-C and low high-density lipoprotein cholesterol (HDL-C) levels are both associated with coronary heart disease. However, the risk of developing coronary heart disease is continuous and graded over the range of cholesterol levels and many coronary events do occur in patients with total cholesterol (Total-C) and LDL-C levels in the lower end of this range. Lovastatin immediate-release tablets have been shown to reduce elevated LDL-C concentrations. LDL is formed from very low-density lipoprotein (VLDL) and is catabolized predominantly by the high-affinity LDL receptor. The mechanism of the LDL-lowering effect of lovastatin immediate-release may involve both reduction of VLDL-C concentration, and induction of the LDL receptor, leading to reduced production and/or increased catabolism of LDL-C.

Originator

Curator's Comment: # Alfred Alberts and his team at Merck in 1978

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.64 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
ALTOPREV

Approved Use

1.1 Prevention of Coronary Heart Disease In patients without symptomatic coronary heart disease (CHD), but at high risk, Altoprev® is indicated to reduce the risk of: Myocardial infarction; Unstable angina; Coronary revascularization procedures; Coronary Heart Disease. Altoprev is indicated to slow the progression of coronary atherosclerosis in patients with coronary heart disease as part of a treatment strategy to lower Total-C and LDL-C to target levels. Hyperlipidemia Altoprev is indicated as an adjunct to diet for the reduction of elevated Total-C, LDL-C, Apo B, and TG, and to increase HDL-C in patients with primary hypercholesterolemia (heterozygous familial and non-familial) and mixed dyslipidemia (Fredrickson types IIa and IIb).

Launch Date

1.01200318E12
Palliative
ALTOPREV

Approved Use

1.1 Prevention of Coronary Heart Disease In patients without symptomatic coronary heart disease (CHD), but at high risk, Altoprev® is indicated to reduce the risk of: Myocardial infarction; Unstable angina; Coronary revascularization procedures; Coronary Heart Disease. Altoprev is indicated to slow the progression of coronary atherosclerosis in patients with coronary heart disease as part of a treatment strategy to lower Total-C and LDL-C to target levels. Hyperlipidemia Altoprev is indicated as an adjunct to diet for the reduction of elevated Total-C, LDL-C, Apo B, and TG, and to increase HDL-C in patients with primary hypercholesterolemia (heterozygous familial and non-familial) and mixed dyslipidemia (Fredrickson types IIa and IIb).

Launch Date

1.01200318E12
Preventing
MEVACOR

Approved Use

After oral ingestion, lovastatin, which is an inactive lactone, is hydrolyzed to the lovastatin acid. This is a principal metabolite and an inhibitor of 3-hydroxy-3-methylglutarylcoenzyme A (HMG-CoA) reductase. This enzyme catalyzes the conversion of HMG-CoA to mevalonate, which is an early and rate limiting step in the biosynthesis of cholesterol. Lovastatin has been shown to reduce both normal and elevated low-density lipoprotein cholesterol (LDL-C).

Launch Date

5.5728E11
Primary
MEVACOR

Approved Use

Therapy with lipid-altering agents should be a component of multiple risk factor intervention in those individuals at significantly increased risk for atherosclerotic vascular disease due to hypercholesterolemia. MEVACOR is indicated as an adjunct to diet for the reduction of elevated total-C and LDL-C levels in patients with primary hypercholesterolemia (Types IIa and IIb***), when the response to diet restricted in saturated fat and cholesterol and to other nonpharmacological measures alone has been inadequate.

Launch Date

5.5728E11
Secondary
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
17.6 ng/mL
80 mg single, oral
dose: 80 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LOVASTATIN ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
11.9 ng/mL
40 mg 1 times / day steady-state, oral
dose: 40 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
LOVASTATIN ACID plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
76.9 ng × h/mL
80 mg single, oral
dose: 80 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LOVASTATIN ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
83 ng × h/mL
40 mg 1 times / day steady-state, oral
dose: 40 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
LOVASTATIN ACID plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
2.5 h
80 mg single, oral
dose: 80 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
LOVASTATIN ACID plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
5%
40 mg 1 times / day steady-state, oral
dose: 40 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
LOVASTATIN ACID plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
80 mg 1 times / day multiple, oral (max)
Recommended
Dose: 80 mg, 1 times / day
Route: oral
Route: multiple
Dose: 80 mg, 1 times / day
Sources: Page: p.1082, 1083
unhealthy, 50
n = 745
Health Status: unhealthy
Condition: Hypercholesterolemia
Age Group: 50
Sex: M+F
Population Size: 745
Sources: Page: p.1082, 1083
Disc. AE: Aspartate aminotransferase increased, Alanine aminotransferase increased...
AEs leading to
discontinuation/dose reduction:
Aspartate aminotransferase increased (grade 2-4, 1.3%)
Alanine aminotransferase increased (grade 2-4, 1.3%)
Gastrointestinal disturbance (0.4%)
Rash (0.27%)
Myalgia (0.13%)
Myopathy (0.27%)
Arthralgia (0.13%)
Insomnia (0.13%)
Weight gain (0.13%)
Sources: Page: p.1082, 1083
10 mg/kg 4 times / day multiple, oral (total daily dose)
Highest studied dose
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.527
unhealthy, 56
n = 6
Health Status: unhealthy
Condition: Squamous cell carcinoma of the head and neck |Squamous cell carcinoma of the cervix
Age Group: 56
Sex: M+F
Population Size: 6
Sources: Page: p.527
DLT: Creatine phosphokinase increased, Aspartate aminotransferase increased...
Dose limiting toxicities:
Creatine phosphokinase increased (grade 4, 33.3%)
Aspartate aminotransferase increased (grade 2-3, 33.3%)
Alanine aminotransferase increased (grade 2-3, 33.3%)
Sources: Page: p.527
7.5 mg/kg 4 times / day multiple, oral (total daily dose)
MTD
Dose: 7.5 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 7.5 mg/kg, 4 times / day
Sources: Page: p.527
unhealthy, 56
n = 7
Health Status: unhealthy
Condition: Squamous cell carcinoma of the head and neck |Squamous cell carcinoma of the cervix
Age Group: 56
Sex: M+F
Population Size: 7
Sources: Page: p.527
DLT: Creatine phosphokinase increased, Aspartate aminotransferase increased...
Dose limiting toxicities:
Creatine phosphokinase increased (grade 4, 28.6%)
Aspartate aminotransferase increased (grade 3, 14.3%)
Alanine aminotransferase increased (grade 3, 14.3%)
Sources: Page: p.527
AEs

AEs

AESignificanceDosePopulation
Arthralgia 0.13%
Disc. AE
80 mg 1 times / day multiple, oral (max)
Recommended
Dose: 80 mg, 1 times / day
Route: oral
Route: multiple
Dose: 80 mg, 1 times / day
Sources: Page: p.1082, 1083
unhealthy, 50
n = 745
Health Status: unhealthy
Condition: Hypercholesterolemia
Age Group: 50
Sex: M+F
Population Size: 745
Sources: Page: p.1082, 1083
Insomnia 0.13%
Disc. AE
80 mg 1 times / day multiple, oral (max)
Recommended
Dose: 80 mg, 1 times / day
Route: oral
Route: multiple
Dose: 80 mg, 1 times / day
Sources: Page: p.1082, 1083
unhealthy, 50
n = 745
Health Status: unhealthy
Condition: Hypercholesterolemia
Age Group: 50
Sex: M+F
Population Size: 745
Sources: Page: p.1082, 1083
Myalgia 0.13%
Disc. AE
80 mg 1 times / day multiple, oral (max)
Recommended
Dose: 80 mg, 1 times / day
Route: oral
Route: multiple
Dose: 80 mg, 1 times / day
Sources: Page: p.1082, 1083
unhealthy, 50
n = 745
Health Status: unhealthy
Condition: Hypercholesterolemia
Age Group: 50
Sex: M+F
Population Size: 745
Sources: Page: p.1082, 1083
Weight gain 0.13%
Disc. AE
80 mg 1 times / day multiple, oral (max)
Recommended
Dose: 80 mg, 1 times / day
Route: oral
Route: multiple
Dose: 80 mg, 1 times / day
Sources: Page: p.1082, 1083
unhealthy, 50
n = 745
Health Status: unhealthy
Condition: Hypercholesterolemia
Age Group: 50
Sex: M+F
Population Size: 745
Sources: Page: p.1082, 1083
Myopathy 0.27%
Disc. AE
80 mg 1 times / day multiple, oral (max)
Recommended
Dose: 80 mg, 1 times / day
Route: oral
Route: multiple
Dose: 80 mg, 1 times / day
Sources: Page: p.1082, 1083
unhealthy, 50
n = 745
Health Status: unhealthy
Condition: Hypercholesterolemia
Age Group: 50
Sex: M+F
Population Size: 745
Sources: Page: p.1082, 1083
Rash 0.27%
Disc. AE
80 mg 1 times / day multiple, oral (max)
Recommended
Dose: 80 mg, 1 times / day
Route: oral
Route: multiple
Dose: 80 mg, 1 times / day
Sources: Page: p.1082, 1083
unhealthy, 50
n = 745
Health Status: unhealthy
Condition: Hypercholesterolemia
Age Group: 50
Sex: M+F
Population Size: 745
Sources: Page: p.1082, 1083
Gastrointestinal disturbance 0.4%
Disc. AE
80 mg 1 times / day multiple, oral (max)
Recommended
Dose: 80 mg, 1 times / day
Route: oral
Route: multiple
Dose: 80 mg, 1 times / day
Sources: Page: p.1082, 1083
unhealthy, 50
n = 745
Health Status: unhealthy
Condition: Hypercholesterolemia
Age Group: 50
Sex: M+F
Population Size: 745
Sources: Page: p.1082, 1083
Alanine aminotransferase increased grade 2-4, 1.3%
Disc. AE
80 mg 1 times / day multiple, oral (max)
Recommended
Dose: 80 mg, 1 times / day
Route: oral
Route: multiple
Dose: 80 mg, 1 times / day
Sources: Page: p.1082, 1083
unhealthy, 50
n = 745
Health Status: unhealthy
Condition: Hypercholesterolemia
Age Group: 50
Sex: M+F
Population Size: 745
Sources: Page: p.1082, 1083
Aspartate aminotransferase increased grade 2-4, 1.3%
Disc. AE
80 mg 1 times / day multiple, oral (max)
Recommended
Dose: 80 mg, 1 times / day
Route: oral
Route: multiple
Dose: 80 mg, 1 times / day
Sources: Page: p.1082, 1083
unhealthy, 50
n = 745
Health Status: unhealthy
Condition: Hypercholesterolemia
Age Group: 50
Sex: M+F
Population Size: 745
Sources: Page: p.1082, 1083
Alanine aminotransferase increased grade 2-3, 33.3%
DLT
10 mg/kg 4 times / day multiple, oral (total daily dose)
Highest studied dose
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.527
unhealthy, 56
n = 6
Health Status: unhealthy
Condition: Squamous cell carcinoma of the head and neck |Squamous cell carcinoma of the cervix
Age Group: 56
Sex: M+F
Population Size: 6
Sources: Page: p.527
Aspartate aminotransferase increased grade 2-3, 33.3%
DLT
10 mg/kg 4 times / day multiple, oral (total daily dose)
Highest studied dose
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.527
unhealthy, 56
n = 6
Health Status: unhealthy
Condition: Squamous cell carcinoma of the head and neck |Squamous cell carcinoma of the cervix
Age Group: 56
Sex: M+F
Population Size: 6
Sources: Page: p.527
Creatine phosphokinase increased grade 4, 33.3%
DLT
10 mg/kg 4 times / day multiple, oral (total daily dose)
Highest studied dose
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.527
unhealthy, 56
n = 6
Health Status: unhealthy
Condition: Squamous cell carcinoma of the head and neck |Squamous cell carcinoma of the cervix
Age Group: 56
Sex: M+F
Population Size: 6
Sources: Page: p.527
Alanine aminotransferase increased grade 3, 14.3%
DLT
7.5 mg/kg 4 times / day multiple, oral (total daily dose)
MTD
Dose: 7.5 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 7.5 mg/kg, 4 times / day
Sources: Page: p.527
unhealthy, 56
n = 7
Health Status: unhealthy
Condition: Squamous cell carcinoma of the head and neck |Squamous cell carcinoma of the cervix
Age Group: 56
Sex: M+F
Population Size: 7
Sources: Page: p.527
Aspartate aminotransferase increased grade 3, 14.3%
DLT
7.5 mg/kg 4 times / day multiple, oral (total daily dose)
MTD
Dose: 7.5 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 7.5 mg/kg, 4 times / day
Sources: Page: p.527
unhealthy, 56
n = 7
Health Status: unhealthy
Condition: Squamous cell carcinoma of the head and neck |Squamous cell carcinoma of the cervix
Age Group: 56
Sex: M+F
Population Size: 7
Sources: Page: p.527
Creatine phosphokinase increased grade 4, 28.6%
DLT
7.5 mg/kg 4 times / day multiple, oral (total daily dose)
MTD
Dose: 7.5 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 7.5 mg/kg, 4 times / day
Sources: Page: p.527
unhealthy, 56
n = 7
Health Status: unhealthy
Condition: Squamous cell carcinoma of the head and neck |Squamous cell carcinoma of the cervix
Age Group: 56
Sex: M+F
Population Size: 7
Sources: Page: p.527
PubMed

PubMed

TitleDatePubMed
Discovery, biochemistry and biology of lovastatin.
1988 Nov 11
Coronary angiographic changes with lovastatin therapy. The Monitored Atherosclerosis Regression Study (MARS).
1993 Nov 15
Lovastatin augments apoptosis induced by chemotherapeutic agents in colon cancer cells.
1999 Aug
Effect of lipid-lowering strategies on tubular cell biology.
1999 Jul
Lovastatin-induced apoptosis of human medulloblastoma cell lines in vitro.
1999 Mar
Lovastatin augments sulindac-induced apoptosis in colon cancer cells and potentiates chemopreventive effects of sulindac.
1999 Oct
Lovastatin inhibits G1/S transition of normal human B-lymphocytes independent of apoptosis.
1999 Oct 10
Differences in the effects of HMG-CoA reductase inhibitors on proliferation and viability of smooth muscle cells in culture.
2000 Jun
Increased lipid peroxidation in a patient with CK-elevation and muscle pain during statin therapy.
2000 Nov
Rabbit serum paraoxonase 3 (PON3) is a high density lipoprotein-associated lactonase and protects low density lipoprotein against oxidation.
2000 Oct 27
The cyclin dependent kinase inhibitor p27 and its prognostic role in breast cancer.
2001
An analysis of nine proprietary Chinese red yeast rice dietary supplements: implications of variability in chemical profile and contents.
2001 Apr
Mevastatin, an HMG-CoA reductase inhibitor, reduces stroke damage and upregulates endothelial nitric oxide synthase in mice.
2001 Apr
Antiviral activity of lovastatin against respiratory syncytial virus in vivo and in vitro.
2001 Apr
Cell cycle-related changes in regulatory volume decrease and volume-sensitive chloride conductance in mouse fibroblasts.
2001 Apr
Rho GTPases are involved in the regulation of NF-kappaB by genotoxic stress.
2001 Apr 1
Assessing the results: phase 1 hyperlipidemia outcomes in 27 health plans.
2001 Apr 16
Differential effects of lovastatin treatment on brain cholesterol levels in normal and apoE-deficient mice.
2001 Apr 17
[Endocrine disease in adrenoleukodystrophy].
2001 Feb
[Practical questions for the expert].
2001 Feb
[Statins: a major therapeutic breakthrough].
2001 Feb
Do HMG-CoA reductase inhibitors affect fibrinogen?
2001 Feb
Mechanisms for cholesterol homeostasis in rat jejunal mucosa: effects of cholesterol, sitosterol, and lovastatin.
2001 Feb
Bimonthly update. Therapy and clinical trials.
2001 Feb
Nitrogen-bisphosphonates block retinoblastoma phosphorylation and cell growth by inhibiting the cholesterol biosynthetic pathway in a keratinocyte model for esophageal irritation.
2001 Feb
Butyrate-induced differentiation of Caco-2 cells occurs independently from p27.
2001 Feb 23
Rhabdomyolysis secondary to a drug interaction between simvastatin and clarithromycin.
2001 Jan
Molecular effects of HMG-CoA reductase inhibitors on smooth muscle cell proliferation.
2001 Jan
Reduction of LDL cholesterol in patients with primary hypercholesterolemia by SCH 48461: results of a multicenter dose-ranging study.
2001 Jan
The benefits of niacin in atherosclerosis.
2001 Jan
Statins in children: what do we know and what do we need to do?
2001 Jan
New statins and new doses of older statins.
2001 Jan
Statin trials in progress: unanswered questions.
2001 Jan
Low-dose combination therapy with colesevelam hydrochloride and lovastatin effectively decreases low-density lipoprotein cholesterol in patients with primary hypercholesterolemia.
2001 Jun
[Statins do not prevent restenosis after coronary angioplasty: where to go from here?].
2001 Mar
[Effect of cholesterol deficiency on the membrane fluidity of Jurkat T lymphocytes].
2001 Mar
Is a statin a statin?
2001 Mar
A comparison of the effects of 3-hydroxy-3-methylglutaryl-coenzyme a (HMG-CoA) reductase inhibitors on the CYP3A4-dependent oxidation of mexazolam in vitro.
2001 Mar
3-Hydroxy-3-methylglutaryl coenzyme A synthase-1 of Blattella germanica has structural and functional features of an active retrogene.
2001 Mar 15
Liver regeneration after hepatectomy.
2001 Mar-Apr
New OTC drugs and devices 2000: a selective review.
2001 Mar-Apr
Statin induced myopathy does not show up in MIBI scintigraphy.
2001 May
Revised indications for statin therapies.
2001 May
Statins--similarities and differences.
2001 May
Should all patients with cardiovascular disease receive statin therapy?
2001 May
Long-term administration of the HMG-CoA reductase inhibitor lovastatin in two patients with cholesteryl ester storage disease.
2001 May
Can modulation of endothelial nitric oxide synthase explain the vasculoprotective actions of statins?
2001 May
Air Force/Texas Coronary Atherosclerosis Prevention Study (AFCAPS/TEXCAPS): additional perspectives on tolerability of long-term treatment with lovastatin.
2001 May 1
RhoA is activated during respiratory syncytial virus infection.
2001 May 10
Lovastatin controls signal transduction in vascular smooth muscle cells by modulating phosphorylation levels of mevalonate-independent pathways.
2001 May-Jun
Patents

Sample Use Guides

Lovastatin is administered orally with the evening meal. Maximal daily dose for adults is 80 mg, maximal dose for children is 40 mg.
Route of Administration: Oral
In Vitro Use Guide
HMG-CoA reductase from rat liver microsomes was solubilizes and purified through the second ammonium sulfate precipitation. Prior to use, the enzyme was activated at 37C for 30 min. The reaction mix contained, in 100 uL: 0.14 M potassium phosphate buffer, pH 6.8; 0.18 M KCI; 3.5 mM EDTA, pH 7.0; 10 mM dithiothreitol; bovine serum albumin at 0.1 mg/ml; 0.02 uCi of [14C]HMG-CoA and 0.3 pg of partially purified enzyme (specific activity 100-150 nmol min-1 mg-1) with or without inhibitor. After 5-min incubation at 37C, the reaction was initiated with 0.2 mM NADPH. The reaction was terminated with 20 Al of 5 M HCL. After an additional incubation for 15 min at 370C to allow for complete lactonization of the product, mevalonate, the mixture was passed over a 0.5 X 5 cm column containing 100-200 mesh Bio-Rex, chloride form (Bio-Rad), which was equilibrated with distilled water. With this resin the unreacted [14C]HMG-CoA was adsorbed and the product, [14C]mevalonolactone, was eluted with 3 ml of distilled water directly into scintillation vials. After the addition of 10 ml of Aquasol II, radioactivities of the samples were measured in a scintillation counter. Lovastatin acid inhibited HMG-CoA reductase with Ki of 0.64 nM.
Substance Class Chemical
Created
by admin
on Wed Jul 05 22:37:10 UTC 2023
Edited
by admin
on Wed Jul 05 22:37:10 UTC 2023
Record UNII
9LHU78OQFD
Record Status Validated (UNII)
Record Version
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Name Type Language
LOVASTATIN
EP   HSDB   INN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
USAN   INN  
Official Name English
(S)-2-Methylbutyric acid, 8-ester with (4R,6R)-6-[2-[(1S,2S,6R,8S,8aR)-1,2,6,7,8,8a-hexahydro-8-hydroxy-2,6-dimethyl-1-naphthyl]ethyl]tetrahydro-4-hydroxy-2H-pyran-2-one
Common Name English
LOVASTATIN [USP-RS]
Common Name English
SIMVASTATIN IMPURITY, LOVASTATIN- [USP IMPURITY]
Common Name English
MEVLOR
Brand Name English
LOVASTATIN COMPONENT OF ADVICOR
Common Name English
SIVLOR
Brand Name English
LOVASTATIN [EP MONOGRAPH]
Common Name English
lovastatin [INN]
Common Name English
ALTOPREV
Brand Name English
LOVASTATIN [USP MONOGRAPH]
Common Name English
MEVINOLIN
Common Name English
L-154803
Code English
LOVASTATIN [ORANGE BOOK]
Common Name English
MONACOLIN K
Common Name English
SIMVASTATIN IMPURITY E [EP IMPURITY]
Common Name English
MK-803
Code English
LOVASTATIN [HSDB]
Common Name English
Lovastatin [WHO-DD]
Common Name English
LOVASTATIN [MI]
Common Name English
LOVASTATIN [MART.]
Common Name English
C10AA02
Code English
LOVASTATIN [USAN]
Common Name English
BUTANOIC ACID, 2-METHYL-, 1,2,3,7,8,8A-HEXAHYDRO-3,7-DIMETHYL-8-(2-(TETRAHYDRO-4-HYDROXY-6-OXO-2H-PYRAN-2-YL)ETHYL)-1-NAPHTHALENYL ESTER, (1S-(1.ALPHA.(R*),3.ALPHA.,7.BETA.,8.BETA.(2S*,4S*),8.ALPHA..BETA.))-
Common Name English
ADVICOR COMPONENT LOVASTATIN
Common Name English
(2S)-2-METHYLBUTANOIC ACID (1S,3R,7S,8S,8AR)-1,2,3,7,8,8A-HEXAHYDRO-3,7-DIMETHYL-8-(2-((2R,4R)-TETRAHYDRO-4-HYDROXY-6-OXO-2H-PYRAN-2-YL)ETHYL)-1-NAPHTHALENYL ESTER
Common Name English
MEVINACOR
Brand Name English
LOVASTATIN [VANDF]
Common Name English
NSC-758662
Code English
MEVACOR
Brand Name English
6.ALPHA.-METHYLCOMPACTIN
Common Name English
Classification Tree Code System Code
WHO-ATC C10AA02
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
LIVERTOX NBK548670
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
WHO-ATC C10BA01
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
NCI_THESAURUS C54679
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
WHO-VATC QC10BA01
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
WHO-VATC QC10AA02
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
NDF-RT N0000000121
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
NCI_THESAURUS C1655
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
NDF-RT N0000175589
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
Code System Code Type Description
USAN
Y-5
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
HSDB
6534
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
FDA UNII
9LHU78OQFD
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
INN
6074
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
MERCK INDEX
M6914
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY Merck Index
ChEMBL
CHEMBL503
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
RS_ITEM_NUM
1370600
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
SMS_ID
100000092165
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
EPA CompTox
DTXSID5020784
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
LACTMED
Lovastatin
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
MESH
D008148
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
DRUG BANK
DB00227
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
RXCUI
6472
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY RxNorm
NCI_THESAURUS
C620
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
PUBCHEM
53232
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
CHEBI
40303
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
DAILYMED
9LHU78OQFD
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
NSC
758662
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
EVMPD
SUB08604MIG
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
DRUG CENTRAL
1612
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
CAS
75330-75-5
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
IUPHAR
2739
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
WIKIPEDIA
LOVASTATIN
Created by admin on Wed Jul 05 22:37:10 UTC 2023 , Edited by admin on Wed Jul 05 22:37:10 UTC 2023
PRIMARY
Related Record Type Details
METABOLIC ENZYME -> SUBSTRATE
TARGET -> INHIBITOR
TRANSPORTER -> INHIBITOR
OFF TARGET->ACTIVATOR
Kd
METABOLIC ENZYME -> SUBSTRATE
BINDER->LIGAND
BINDING
Related Record Type Details
METABOLITE -> PARENT
CYP3A
PLASMA
METABOLITE ACTIVE -> PRODRUG
METABOLITE -> PARENT
In Vitro metabolite; CYP3A
IN-VITRO
Related Record Type Details
IMPURITY -> PARENT
correction factor: for the calculation of content, multiply the peak area of impurity E by 1.6
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
sum of impurities E and F: not more than twice the area of the principal peak in the chromatogram obtained with reference solution (b) (1.0 per cent)
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Tmax PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC
MAXIMUM TOLERATED DOSE TOXICITY
ORAL BIOAVAILABILITY PHARMACOKINETIC