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    Chemistry

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    Also known as: 81131-70-6, Pravachol, Mevalotin, Selektine, Elisor, Pravaselect
    Molecular Formula
    C23H35NaO7
    Molecular Weight
    446.5  g/mol
    InChI Key
    VWBQYTRBTXKKOG-IYNICTALSA-M
    FDA UNII
    3M8608UQ61
    Pravastatin
    An antilipemic fungal metabolite isolated from cultures of Nocardia autotrophica. It acts as a competitive inhibitor of HMG CoA reductase (HYDROXYMETHYLGLUTARYL COA REDUCTASES).
    1 2D Structure

    Pravastatin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
    2.1.2 InChI
    InChI=1S/C23H36O7.Na/c1-4-13(2)23(29)30-20-11-17(25)9-15-6-5-14(3)19(22(15)20)8-7-16(24)10-18(26)12-21(27)28;/h5-6,9,13-14,16-20,22,24-26H,4,7-8,10-12H2,1-3H3,(H,27,28);/q;+1/p-1/t13-,14-,16+,17+,18+,19-,20-,22-;/m0./s1
    2.1.3 InChI Key
    VWBQYTRBTXKKOG-IYNICTALSA-M
    2.1.4 Canonical SMILES
    CCC(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC(CC(CC(=O)[O-])O)O)O.[Na+]
    2.1.5 Isomeric SMILES
    CC[C@H](C)C(=O)O[C@H]1C[C@@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@H](C[C@H](CC(=O)[O-])O)O)O.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    3M8608UQ61
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Apo Pravastatin

    2. Apo-pravastatin

    3. Bristacol

    4. Cs 514

    5. Cs-514

    6. Cs514

    7. Elisor

    8. Eptastatin

    9. Lin Pravastatin

    10. Lin-pravastatin

    11. Lipemol

    12. Liplat

    13. Lipostat

    14. Mevalotin

    15. Nu Pravastatin

    16. Nu-pravastatin

    17. Prareduct

    18. Pravachol

    19. Pravacol

    20. Pravasin

    21. Pravastatin

    22. Pravastatin Monosodium Salt, (6 Beta)-isomer

    23. Pravastatin Sodium Salt

    24. Pravastatin Tert Octylamine Salt

    25. Pravastatin Tert-octylamine Salt

    26. Pravastatin, (6 Beta)-isomer

    27. Rms 431

    28. Rms-431

    29. Rms431

    30. Selektine

    31. Sodium Salt, Pravastatin

    32. Sq 31,000

    33. Sq 31000

    34. Sq-31,000

    35. Sq-31000

    36. Sq31,000

    37. Sq31000

    38. Vasten

    2.3.2 Depositor-Supplied Synonyms

    1. 81131-70-6

    2. Pravachol

    3. Mevalotin

    4. Selektine

    5. Elisor

    6. Pravaselect

    7. Lipostat

    8. Eptastatin Sodium

    9. Cs-514

    10. Pravastatin Sodium Salt

    11. Pravastatin (sodium)

    12. Dehypotin Protect

    13. Sq-31000

    14. Sq-31,000

    15. Chebi:8361

    16. Bristacol

    17. Lipemol

    18. Prareduct

    19. Pravacol

    20. Pravasin

    21. 3m8608uq61

    22. Nsc-759253

    23. Sodium;(3r,5r)-7-[(1s,2s,6s,8s,8ar)-6-hydroxy-2-methyl-8-[(2s)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate

    24. Aplactin

    25. Lipidal

    26. Liprevil

    27. Pralidon

    28. Pravasine

    29. Sanaprav

    30. Selipran

    31. Vasen

    32. Epastatin Sodium

    33. Dsstox_cid_27525

    34. Dsstox_rid_82395

    35. Dsstox_gsid_47525

    36. Liplat

    37. Vasten

    38. Pravastatin, Sodium Salt

    39. (3r,5r)-3,5-dihydroxy-7-((1s,2s,6s,8s,8ar)-6-hydroxy-2-methyl-8-(((s)-2-methylbutanoyl)oxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)heptanoic Acid, Sodium Salt

    40. Cas-81131-70-6

    41. Pravastatin Natrium Mayrho Fer

    42. Sq 31000

    43. 3-beta-hydroxycompactin Sodium Salt

    44. Drg-0319

    45. Chembl690

    46. Unii-3m8608uq61

    47. Cres Pravastatin

    48. Pravachol (tn)

    49. Ncgc00095183-01

    50. Pravastatin Sodium [usan:usp:jan]

    51. Mfcd00887601

    52. Pravastatinsodium,(s)

    53. Cs-514 Sodium

    54. Pravastatin Sodium- Bio-x

    55. Schembl3013

    56. Sodium (+)-(betar,deltar,1s,2s,6s,8s,8ar)-1,2,6,7,8,8a-hexahydro-beta,delta,6,8-tetrahydroxy-2-methyl-1-naphthaleneheptanoate, 8-((2s)-2-methylbutyrate)

    57. Pravastatin Sodium [mi]

    58. Dtxsid6047525

    59. Pravastatin Sodium [jan]

    60. Hy-b0165a

    61. Pravastatin Sodium (jp17/usp)

    62. Pravastatin Sodium [usan]

    63. Hms2051p05

    64. Hms3268l20

    65. Hms3413e20

    66. Pravastatin Sodium [vandf]

    67. Hexahydronaphthalen-1-yl)heptanoate

    68. Pravastatin Sodium [mart.]

    69. Amy40517

    70. Pravastatin Sodium [usp-rs]

    71. Pravastatin Sodium [who-dd]

    72. Tox21_111474

    73. Tox21_300270

    74. S3036

    75. Akos015896504

    76. Akos015964902

    77. Ccg-100926

    78. Cs-2003

    79. Nc00176

    80. Nsc 759253

    81. Pravastatin Sodium [orange Book]

    82. Ncgc00092370-01

    83. Ncgc00254232-01

    84. Pravastatin Sodium [ep Monograph]

    85. 1-naphthaleneheptanoic Acid, 1,2,6,7,8,8a-hexahydro-2-methyl-8-(2-methyl-1-oxobutoxy)-beta,delta,6-trihydroxy-, Monosodium Salt, (1s-(1-alpha(beta-s*,delta-s*),2-alpha,6-alpha,8-beta(r*),8a-alpha))-

    86. 1-naphthaleneheptanoic Acid, 1,2,6,7,8,8a-hexahydro-beta,delta,6-trihydroxy-2-methyl-8-(2-methyl-1-oxobutoxy)-, Monosodium Salt, (1s-(1alpha(betas*,deltas*),2alpha,6alpha,8beta(r*),8aalpha))-

    87. Bp164292

    88. Pravastatin Sodium [usp Monograph]

    89. P1796

    90. D00893

    91. Pravigard Pac Component Pravastatin Sodium

    92. Pravastatin Sodium Component Of Pravigard Pac

    93. Q27108059

    94. Pravastatin Sodium Salt Hydrate, >=98% (hplc), Powder

    95. 2-methyl-8-((s)-2-methylbutanoyloxy)-1,2,6,7,8,8a-

    96. Sodium (3r,5r)-3,5-dihydroxy-7-((1s,2s,6s,8s,8ar)-6-hydroxy-

    97. (?r,?r,1s,2s,6s,8s,8ar)-1,2,6,7,8,8a-hexahydro-?,?,6-trihydroxy-2-methyl-8-[(2s)-2-methyl-1-oxobutoxy]-1-naphthaleneheptanoic Acid Monosodium Salt

    98. (3r,5r)-3,5-dihydroxy-7-((1s,2s,6s,8s,8ar)-6-hydroxy-2-methyl-8-(((s)-2-methylbutanoyl)oxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)heptanoicacid,sodiumsalt

    99. 1-naphthaleneheptanoic Acid, 1,2,6,7,8,8a-hexahydro-.beta.,d,6-trihydroxy-2-methyl-8-(2-methyl-1-oxobutoxy)-, Monosodium Salt, (1s-(1.alpha.(.beta.s*,ds*),2.alpha.,6.alpha.,8.beta.(r*),8a.alpha.))-

    100. Sodium (+)-(.beta.r,dr,1s,2s,6s,8s,8ar)-1,2,6,7,8,8a-hexahydro-.beta.,d,6,8-tetrahydroxy-2-methyl-1-naphthaleneheptanoate, 8-((2s)-2-methylbutyrate)

    101. Sodium (3r,5r)-3,5-dihydroxy-7-((1s,2s,6s,8s,8ar)-6-hydroxy-2-methyl-8-((s)-2-methylbutanoyloxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)heptanoate

    102. Sodium (3r,5r)-3,5-dihydroxy-7-[(1s,2s,6s,8s,8ar)-6-hydroxy-2-methyl-8-{[(2s)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoate

    2.4 Create Date
    2007-11-09
    3 Chemical and Physical Properties
    Molecular Weight 446.5 g/mol
    Molecular Formula C23H35NaO7
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count11
    Exact Mass446.22804773 g/mol
    Monoisotopic Mass446.22804773 g/mol
    Topological Polar Surface Area127 Ų
    Heavy Atom Count31
    Formal Charge0
    Complexity662
    Isotope Atom Count0
    Defined Atom Stereocenter Count8
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NamePravachol
    PubMed HealthPravastatin (By mouth)
    Drug ClassesAntihyperlipidemic
    Drug LabelPRAVACHOL (pravastatin sodium) is one of a class of lipid-lowering compounds, the statins, which reduce cholesterol biosynthesis. These agents are competitive inhibitors of HMG-CoA reductase, the enzyme catalyzing the early rate-limiting step in ch...
    Active IngredientPravastatin sodium
    Dosage FormTablet
    RouteOral
    Strength10mg; 80mg; 40mg; 20mg
    Market StatusPrescription
    CompanyBristol Myers Squibb

    2 of 4  
    Drug NamePravastatin sodium
    Drug LabelPravastatin sodium tablets are one of a class of lipid-lowering compounds, the HMG-CoA reductase inhibitors, which reduce cholesterol biosynthesis. These agents are competitive inhibitors of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase,...
    Active IngredientPravastatin sodium
    Dosage FormTablet
    Routeoral; Oral
    Strength10mg; 80mg; 40mg; 20mg
    Market StatusTentative Approval; Prescription
    CompanyMylan Pharms; Teva; Lupin Pharms; Apotex; Sandoz; Cipla; Watson Labs; Glenmark Generics; Teva Pharms; Pliva Hrvatska Doo; Zydus Pharms Usa; Dr Reddys Labs; Mylan

    3 of 4  
    Drug NamePravachol
    PubMed HealthPravastatin (By mouth)
    Drug ClassesAntihyperlipidemic
    Drug LabelPRAVACHOL (pravastatin sodium) is one of a class of lipid-lowering compounds, the statins, which reduce cholesterol biosynthesis. These agents are competitive inhibitors of HMG-CoA reductase, the enzyme catalyzing the early rate-limiting step in ch...
    Active IngredientPravastatin sodium
    Dosage FormTablet
    RouteOral
    Strength10mg; 80mg; 40mg; 20mg
    Market StatusPrescription
    CompanyBristol Myers Squibb

    4 of 4  
    Drug NamePravastatin sodium
    Drug LabelPravastatin sodium tablets are one of a class of lipid-lowering compounds, the HMG-CoA reductase inhibitors, which reduce cholesterol biosynthesis. These agents are competitive inhibitors of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase,...
    Active IngredientPravastatin sodium
    Dosage FormTablet
    Routeoral; Oral
    Strength10mg; 80mg; 40mg; 20mg
    Market StatusTentative Approval; Prescription
    CompanyMylan Pharms; Teva; Lupin Pharms; Apotex; Sandoz; Cipla; Watson Labs; Glenmark Generics; Teva Pharms; Pliva Hrvatska Doo; Zydus Pharms Usa; Dr Reddys Labs; Mylan

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anticholesteremic Agents

    Substances used to lower plasma cholesterol levels. (See all compounds classified as Anticholesteremic Agents.)

    Hydroxymethylglutaryl-CoA Reductase Inhibitors

    Compounds that inhibit HYDROXYMETHYLGLUTARYL COA REDUCTASES. They have been shown to directly lower CHOLESTEROL synthesis. (See all compounds classified as Hydroxymethylglutaryl-CoA Reductase Inhibitors.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Hydroxymethylglutaryl-CoA Reductase Inhibitors [MoA]; HMG-CoA Reductase Inhibitor [EPC]

    API Reference Price

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    03-Feb-2021
    22-Oct-2024
    KGS
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    Average Price (USD/KGS)

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    DRUG PRODUCT COMPOSITIONS

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    DOSAGE - TABLET;ORAL - 10MG **Federal Registe...DOSAGE - TABLET;ORAL - 10MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 19898

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    DOSAGE - TABLET;ORAL - 20MG **Federal Registe...DOSAGE - TABLET;ORAL - 20MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 19898

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    DOSAGE - TABLET;ORAL - 40MG **Federal Registe...DOSAGE - TABLET;ORAL - 40MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 19898

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    DOSAGE - TABLET;ORAL - 80MG **Federal Registe...DOSAGE - TABLET;ORAL - 80MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 19898

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