KEGG   DRUG: Simvastatin
Entry
D00434                      Drug                                   
Name
Simvastatin (JP18/USP/INN);
MK-733;
Zocor (TN)
Product
  Generic
SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (A-S Medication Solutions), SIMVASTATIN (Accord Healthcare), SIMVASTATIN (American Health Packaging), SIMVASTATIN (American Health Packaging), SIMVASTATIN (Aphena Pharma Solutions - Tennessee), SIMVASTATIN (Aphena Pharma Solutions - Tennessee), SIMVASTATIN (Aphena Pharma Solutions - Tennessee), SIMVASTATIN (Aphena Pharma Solutions - Tennessee), SIMVASTATIN (Aphena Pharma Solutions - Tennessee), SIMVASTATIN (Aurobindo Pharma Limited), SIMVASTATIN (Biocon Pharma Inc,), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Bryant Ranch Prepack), SIMVASTATIN (Camber Pharmaceuticals), SIMVASTATIN (Cardinal Health 107), SIMVASTATIN (Cardinal Health 107), SIMVASTATIN (DIRECT RX), SIMVASTATIN (Direct Rx), SIMVASTATIN (Direct_Rx), SIMVASTATIN (Direct_Rx), SIMVASTATIN (Direct_Rx), SIMVASTATIN (Dr. Reddy's Laboratories Limited), SIMVASTATIN (Hisun Pharmaceuticals USA), SIMVASTATIN (Legacy Pharmaceutical Packaging), SIMVASTATIN (Lupin Pharmaceuticals), SIMVASTATIN (McKesson Corporation dba SKY Packaging), SIMVASTATIN (Micro Labs Limited), SIMVASTATIN (NCS HealthCare of KY), SIMVASTATIN (NCS HealthCare of KY), SIMVASTATIN (NorthStar Rx LLC), SIMVASTATIN (Northwind Pharmaceuticals), SIMVASTATIN (Northwind Pharmaceuticals), SIMVASTATIN (Northwind Pharmaceuticals), SIMVASTATIN (Northwind Pharmaceuticals), SIMVASTATIN (Northwind Pharmaceuticals), SIMVASTATIN (Northwind Pharmaceuticals), SIMVASTATIN (Northwind Pharmaceuticals), SIMVASTATIN (NuCare Pharmaceuticals), SIMVASTATIN (NuCare Pharmaceuticals), SIMVASTATIN (NuCare Pharmaceuticals), SIMVASTATIN (NuCare Pharmaceuticals), SIMVASTATIN (NuCare Pharmaceuticals), SIMVASTATIN (NuCare Pharmaceuticals), SIMVASTATIN (NuCare Pharmaceuticals), SIMVASTATIN (NuCare Pharmaceuticals), SIMVASTATIN (NuCare Pharmaceuticals), SIMVASTATIN (NuCare Pharmaceuticals), SIMVASTATIN (PD-Rx Pharmaceuticals), SIMVASTATIN (PD-Rx Pharmaceuticals), SIMVASTATIN (PD-Rx Pharmaceuticals), SIMVASTATIN (PD-Rx Pharmaceuticals), SIMVASTATIN (PD-Rx Pharmaceuticals), SIMVASTATIN (PD-Rx Pharmaceuticals), SIMVASTATIN (PD-Rx Pharmaceuticals), SIMVASTATIN (PD-Rx Pharmaceuticals), SIMVASTATIN (PD-Rx Pharmaceuticals), SIMVASTATIN (Preferred Pharmaceuticals), SIMVASTATIN (Preferred Pharmaceuticals), SIMVASTATIN (Preferred Pharmaceuticals), SIMVASTATIN (Preferred Pharmaceuticals), SIMVASTATIN (Preferred Pharmaceuticals), SIMVASTATIN (Proficient Rx LP), SIMVASTATIN (Proficient Rx LP), SIMVASTATIN (Proficient Rx LP), SIMVASTATIN (Proficient Rx LP), SIMVASTATIN (Proficient Rx LP), SIMVASTATIN (Proficient Rx LP), SIMVASTATIN (PuraCap Laboratories), SIMVASTATIN (QPharma), SIMVASTATIN (QPharma), SIMVASTATIN (QPharma), SIMVASTATIN (Quallent Pharmaceuticals Health LLC), SIMVASTATIN (REMEDYREPACK), SIMVASTATIN (REMEDYREPACK), SIMVASTATIN (REMEDYREPACK), SIMVASTATIN (REMEDYREPACK), SIMVASTATIN (REMEDYREPACK), SIMVASTATIN (REMEDYREPACK), SIMVASTATIN (REMEDYREPACK), SIMVASTATIN (REMEDYREPACK), SIMVASTATIN (REMEDYREPACK), SIMVASTATIN (REMEDYREPACK), SIMVASTATIN (RPK Pharmaceuticals), SIMVASTATIN (RPK Pharmaceuticals), SIMVASTATIN (ST. MARY'S MEDICAL PARK PHARMACY), SIMVASTATIN (ST. MARY'S MEDICAL PARK PHARMACY), SIMVASTATIN (ST. MARY'S MEDICAL PARK PHARMACY), SIMVASTATIN (St Marys Medical Park Pharmacy), SIMVASTATIN (Zydus Lifesciences Limited), SIMVASTATIN (Zydus Pharmaceuticals USA)
Formula
C25H38O5
Exact mass
418.2719
Mol weight
418.5662
Structure
Simcomp
Class
Hypolipidemic agent
 DG01946  Hypolipidemic agent
  DG01660  HMG-CoA reductase inhibitor
Metabolizing enzyme substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Transporter substrate
 DG02856  SLCO1B1 substrate
Remark
Therapeutic category: 2189
ATC code: C10AA01
Product: D00434<JP/US>
Product (mixture): D10257<US>
Efficacy
Antihyperlipidemic, HMG-CoA reductase inhibitor
  Disease
Hyperlipidemia [DS:H01635]
Heterozygous familial hypercholesterolemia [DS:H00155]
Comment
mixture of Juvisync (TN)
Active form of prodrug: Simvastatin acid [CPD:C21581]
Target
HMGCR [HSA:3156] [KO:K00021]
  Pathway
hsa00900  Terpenoid backbone biosynthesis
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Transporter: SLCO1B1 [HSA:10599]
Interaction
Structure map
map07024  HMG-CoA reductase inhibitors
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C10 LIPID MODIFYING AGENTS
   C10A LIPID MODIFYING AGENTS, PLAIN
    C10AA HMG CoA reductase inhibitors
     C10AA01 Simvastatin
      D00434  Simvastatin (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Cardiovascular Agents
  Dyslipidemics, HMG CoA Reductase Inhibitors
   Simvastatin
    D00434  Simvastatin (JP18/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  21  Cardiovascular agents
   218  Hyperlipidemia agents
    2189  Others
     D00434  Simvastatin (JP18/USP/INN)
Drug groups [BR:br08330]
 Hypolipidemic agent
  DG01946  Hypolipidemic agent
   DG01660  HMG-CoA reductase inhibitor
    D00434  Simvastatin
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    D00434  Simvastatin
 Transporter substrate
  DG02856  SLCO1B1 substrate
   D00434  Simvastatin
Drug classes [BR:br08332]
 Cardiovascular agent
  DG01946  Hypolipidemic agent
   D00434  Simvastatin
Target-based classification of drugs [BR:br08310]
 Enzymes
  Oxidoreductases (EC1)
   Dehydrogenases
    HMGCR
     D00434  Simvastatin (JP18/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00434  Simvastatin
  D00434  Simvastatin tablets
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00434
 Drug transporters
  D00434
Prodrugs [br08324.html]
 D00434
Other DBs
CAS: 79902-63-9
PubChem: 7847500
ChEBI: 9150
LigandBox: D00434
NIKKAJI: J152.218C
KCF data

ATOM        30
            1   C1y C    19.2474  -18.6526
            2   C1y C    18.0208  -17.9416
            3   C2y C    19.2415  -20.0690
            4   C1y C    20.4741  -17.9476
            5   O7a O    18.0208  -16.5254
            6   C1x C    16.7882  -18.6526
            7   C2x C    20.4622  -20.7862
            8   C2x C    18.0208  -20.7801
            9   C1b C    20.4801  -16.5312
            10  C1y C    21.7008  -18.6646
            11  C7a C    16.7941  -15.8142
            12  C1y C    16.7882  -20.0690
            13  C2x C    21.6950  -20.0809
            14  C1d C    15.5674  -16.5254
            15  O6a O    16.8001  -14.3977
            16  C1a C    15.5615  -20.7801
            17  C1b C    14.3406  -15.8142
            18  C1a C    16.0356  -17.4793
            19  C1a C    14.8248  -17.5491
            20  C1a C    13.1140  -16.5194
            21  C1a C    22.9237  -17.9663
            22  C1b C    21.6950  -15.8392
            23  C1y C    21.7333  -14.4397
            24  O7x O    22.9478  -13.7290
            25  C7x C    22.9396  -12.3297
            26  C1x C    21.7236  -11.6371
            27  C1y C    20.5558  -12.3479
            28  C1x C    20.5639  -13.7472
            29  O1a O    19.3289  -11.6357
            30  O6a O    24.1539  -11.6188
BOND        32
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     2   5 1 #Down
            5     2   6 1
            6     3   7 1
            7     3   8 2
            8     4   9 1 #Up
            9     4  10 1
            10    5  11 1
            11    6  12 1
            12    7  13 2
            13   11  14 1
            14   11  15 2
            15   12  16 1 #Down
            16   14  17 1
            17   14  18 1
            18   14  19 1
            19   17  20 1
            20    8  12 1
            21   10  13 1
            22   10  21 1 #Up
            23    9  22 1
            24   23  22 1 #Down
            25   23  24 1
            26   24  25 1
            27   25  26 1
            28   26  27 1
            29   27  28 1
            30   23  28 1
            31   27  29 1 #Up
            32   25  30 2

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