Lovastatin

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  • Identifiers

    CAS number
    75330-75-5

    Molecular formula
    C24H36O5

    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]3C[C@H](CC(=O)O3)O)C

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Woody 40.86%
    Floral 37.49%
    Green 34.72%
    Jasmin 32.85%
    Herbal 32.15%
    Lactonic 30.1%
    Fresh 27.8%
    Spicy 26.9%
    Sweet 25.95%
    Mint 24.33%

     

    Flavor
    Bitter 61.54%
    Cedarleaf 22.6%
    Minty 22.42%
    Herbal 21.52%
    Lovage 20.74%
    Sweet-like 20.01%
    Leaves 19.99%
    Ripe apricot 19.81%
    Parsley 19.65%
    Basil 19.65%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.3

    pKa est.
    6.52 (neutral)

    Molecular weight
    404.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 174.5 °C
    • 179 °C
    • MP: 174.5 °C (under nitrogen)

    Boiling point

    • 559.2 ºC at 760 mmHg

    Flash point

    • 189.25 ˚C est.

    Solubility expt.

    • 0.0004 mg/mL
    • In water, 0.4X10-3 mg/mL at 25 °C
    • Insoluble in water
    • Solubility at 25 °C (mg/mL): acetone 47, acetonitrile 28, n-butanol 7, iso-butanol 14, chloroform 350, N,N-dimethylformamide 90, ethanol 16, methanol 28, n-octanol 2, n-propanol 11, iso-propanol 20
    • Practically insoluble in hexane
    • Very soluble in chloroform; soluble in dimethyl formamide; slightly soluble in acetone, ethanol
    • 2.43e-02 g/L

  • Synonyms

    • lovastatin
    • 75330-75-5
    • mevinolin
    • Mevacor
    • Lovalip
    • Altoprev
    • Mevlor
    • Sivlor
    • Lovalord
    • Nergadan
    • Altocor
    • Artein
    • MK-803
    • Monacolin K
    • Cholestra
    • Closterol
    • Hipovastin
    • Lestatin
    • Lipofren
    • Lovastatine
    • Lovasterol
    • Lovastin
    • Tecnolip
    • Teroltrat
    • 6alpha-Methylcompactin
    • Belvas
    • Colevix
    • Hipolip
    • Lipdip
    • Lipivas
    • Lozutin
    • Paschol
    • Rodatin
    • Rovacor
    • Taucor
    • Lovastatina
    • 6-alpha-Methylcompactin
    • Mevinacor
    • Lovastatine [French]
    • Lovastatinum [Latin]
    • Lovastatina [Spanish]
    • Lovastatinum
    • MSD 803
    • HSDB 6534
    • UNII-9LHU78OQFD
    • 9LHU78OQFD
    • (+)-mevinolin
    • NSC-758662
    • Lovastatin [USAN]
    • BRN 3631989
    • CCRIS 8092
    • MLS000069585
    • butanoic acid, 2-methyl-, (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, (2S)-
    • DTXSID5020784
    • L-154803
    • CHEBI:40303
    • Lovastatin (Standard)
    • C10AA02
    • ML-530B
    • 6.alpha.-Methylcompactin
    • MFCD00072164
    • [(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
    • MK 803
    • 2beta,6alpha-Dimethyl-8alpha-(2-methyl-1-oxobutoxy)-mevinic acid lactone
    • SMR000058779
    • DTXCID50784
    • (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 (S)-2-methyl-butyrate
    • (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
    • (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate
    • EC 616-212-7
    • ADVICOR COMPONENT LOVASTATIN
    • Lovastatin [USAN:USP:INN:BAN]
    • 6-Methylcompactin
    • NSC633781
    • Lovastatin (Mevacor)
    • Lovastatinum (Latin)
    • NSC 758662
    • NCGC00023509-03
    • 6 Methylcompactin
    • LOVASTATIN (MART.)
    • LOVASTATIN [MART.]
    • LOVASTATIN (USP-RS)
    • LOVASTATIN [USP-RS]
    • LOVASTATIN (EP MONOGRAPH)
    • LOVASTATIN [EP MONOGRAPH]
    • Liposcler
    • LOVASTATIN (USP MONOGRAPH)
    • LOVASTATIN [USP MONOGRAPH]
    • 6 alpha-Methylcompactin
    • Rextat
    • Lovastatin (USAN:USP:INN:BAN)
    • Monakolin K
    • (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-Hexahydro-8-(2-((4R,6R)-4-hydroxy-2-oxo-2H-pyran-6-yl)ethyl)-3,7-dimethylnaphtyl(S)-2-methylbutyrat
    • (S)-(1S,3R,7S,8S,8aR)-8-(2-((2R,4R)-4-Hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethyl)-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methylbutanoate
    • Mevacor (TN)
    • SIMVASTATIN IMPURITY E (EP IMPURITY)
    • SIMVASTATIN IMPURITY E [EP IMPURITY]
    • CHEMBL503
    • Lovastatin & Primycin
    • Lovastatin (USP/INN)
    • SR-05000001880
    • (1S-(1alpha(R*),3alpha,7beta,8beta(2S*,4S*),8abeta))-2-Methylbutanoic acid 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
    • (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
    • 1,2,6,7,8,8a-Hexahydro-beta,delta-dihydroxy-2,6-dimethyl-8-(2-methyl-1-oxobutyoxy)-1-naphthaleneheptanoic acid delta-lactone
    • Mevinolin from Aspergillus sp.
    • 1cqp
    • (1S,3R,7S,8S,8aR)-8-(2-((2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethyl)-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate
    • (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
    • (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
    • [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-tetrahydropyran-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate
    • 1,2,3,7,8,8a-Hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl 2-methylbutanoate
    • Butanoic acid, 2-methyl-, (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, (2S)-
    • Prestwick_819
    • CAS-75330-75-5
    • 74133-25-8
    • Mevinolin (lovastatin)
    • LOVASTATIN [MI]
    • LOVASTATIN [INN]
    • Opera_ID_1578
    • Prestwick0_000516
    • Prestwick1_000516
    • Prestwick2_000516
    • Prestwick3_000516
    • Spectrum3_001873
    • Spectrum5_001294
    • Lovastatin (MK-803)
    • LOVASTATIN [HSDB]
    • LOVASTATIN [VANDF]

  • Applications

    Lovastatin, CAS 75330-75-5, is primarily used as an active pharmaceutical ingredient (API) in statin-class medicines, where it inhibits HMG-CoA reductase as part of lipid-management pharmacology. It is produced by microbial fermentation, reflecting its biotechnological origin and role in industrial pharmaceutical manufacturing. In analytical and quality-control workflows, it is commonly employed as a reference standard for method development and assay validation (e.g., LC methods for statins). It is also used in research and development for statin-related enzyme inhibition studies and formulation development, with potential consideration as a benchmark compound in pharmaceutical analytics and process development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 60.9
    methanol 40.43
    isopropanol 51.12
    water 0.04
    ethyl acetate 31.17
    n-propanol 64.27
    acetone 78.25
    n-butanol 59.74
    acetonitrile 22.79
    DMF 87.31
    toluene 45.88
    isobutanol 48.63
    1,4-dioxane 112.14
    methyl acetate 27.85
    THF 218.5
    2-butanone 58.43
    n-pentanol 52.79
    sec-butanol 48.91
    n-hexane 3.2
    ethylene glycol 4.08
    NMP 123.48
    cyclohexane 5.86
    DMSO 98.2
    n-butyl acetate 29.62
    n-octanol 24.81
    chloroform 172.53
    n-propyl acetate 24.86
    acetic acid 79.36
    dichloromethane 125.78
    cyclohexanone 108.73
    propylene glycol 12.77
    isopropyl acetate 24.75
    DMAc 151.84
    2-ethoxyethanol 73.94
    isopentanol 53.16
    n-heptane 1.52
    ethyl formate 21.44
    1,2-dichloroethane 81.91
    n-hexanol 49.25
    2-methoxyethanol 80.91
    isobutyl acetate 19.65
    tetrachloromethane 18.16
    n-pentyl acetate 35.69
    transcutol 335.01
    n-heptanol 29.0
    ethylbenzene 20.06
    MIBK 40.75
    2-propoxyethanol 106.15
    tert-butanol 40.87
    MTBE 32.26
    2-butoxyethanol 69.81
    propionic acid 35.14
    o-xylene 26.92
    formic acid 20.23
    diethyl ether 47.1
    m-xylene 27.5
    p-xylene 22.11
    chlorobenzene 46.82
    dimethyl carbonate 21.73
    n-octane 0.89
    formamide 27.12
    cyclopentanone 117.93
    2-pentanone 54.14
    anisole 35.08
    cyclopentyl methyl ether 69.75
    gamma-butyrolactone 96.72
    1-methoxy-2-propanol 85.42
    pyridine 79.03
    3-pentanone 44.26
    furfural 81.2
    n-dodecane 0.86
    diethylene glycol 63.22
    diisopropyl ether 11.8
    tert-amyl alcohol 38.88
    acetylacetone 56.9
    n-hexadecane 1.02
    acetophenone 38.98
    methyl propionate 34.28
    isopentyl acetate 35.59
    trichloroethylene 161.11
    n-nonanol 26.41
    cyclohexanol 56.8
    benzyl alcohol 43.31
    2-ethylhexanol 24.76
    isooctanol 23.81
    dipropyl ether 21.92
    1,2-dichlorobenzene 42.92
    ethyl lactate 23.31
    propylene carbonate 44.68
    n-methylformamide 36.45
    2-pentanol 38.91
    n-pentane 3.51
    1-propoxy-2-propanol 65.15
    1-methoxy-2-propyl acetate 51.12
    2-(2-methoxypropoxy) propanol 75.78
    mesitylene 14.81
    ε-caprolactone 86.43
    p-cymene 12.32
    epichlorohydrin 137.96
    1,1,1-trichloroethane 60.9
    2-aminoethanol 19.26
    morpholine-4-carbaldehyde 120.23
    sulfolane 126.58
    2,2,4-trimethylpentane 2.66
    2-methyltetrahydrofuran 101.33
    n-hexyl acetate 51.47
    isooctane 1.69
    2-(2-butoxyethoxy)ethanol 113.95
    sec-butyl acetate 19.15
    tert-butyl acetate 31.83
    decalin 3.86
    glycerin 22.43
    diglyme 161.53
    acrylic acid 33.06
    isopropyl myristate 19.65
    n-butyric acid 52.63
    acetyl acetate 26.44
    di(2-ethylhexyl) phthalate 33.36
    ethyl propionate 22.04
    nitromethane 71.18
    1,2-diethoxyethane 66.04
    benzonitrile 35.14
    trioctyl phosphate 20.69
    1-bromopropane 47.77
    gamma-valerolactone 151.74
    n-decanol 17.92
    triethyl phosphate 18.32
    4-methyl-2-pentanol 25.04
    propionitrile 25.6
    vinylene carbonate 45.26
    1,1,2-trichlorotrifluoroethane 98.6
    DMS 37.31
    cumene 13.97
    2-octanol 16.89
    2-hexanone 40.27
    octyl acetate 28.98
    limonene 17.61
    1,2-dimethoxyethane 76.22
    ethyl orthosilicate 18.65
    tributyl phosphate 22.48
    diacetone alcohol 54.26
    N,N-dimethylaniline 29.12
    acrylonitrile 27.97
    aniline 52.42
    1,3-propanediol 42.33
    bromobenzene 45.78
    dibromomethane 88.46
    1,1,2,2-tetrachloroethane 130.8
    2-methyl-cyclohexyl acetate 33.54
    tetrabutyl urea 32.54
    diisobutyl methanol 13.53
    2-phenylethanol 47.87
    styrene 21.59
    dioctyl adipate 35.05
    dimethyl sulfate 37.05
    ethyl butyrate 22.65
    methyl lactate 32.15
    butyl lactate 37.86
    diethyl carbonate 16.44
    propanediol butyl ether 63.89
    triethyl orthoformate 22.67
    p-tert-butyltoluene 11.13
    methyl 4-tert-butylbenzoate 55.25
    morpholine 133.09
    tert-butylamine 22.49
    n-dodecanol 11.78
    dimethoxymethane 83.91
    ethylene carbonate 38.8
    cyrene 67.81
    2-ethoxyethyl acetate 62.16
    2-ethylhexyl acetate 28.06
    1,2,4-trichlorobenzene 54.67
    4-methylpyridine 69.35
    dibutyl ether 21.82
    2,6-dimethyl-4-heptanol 13.53
    DEF 52.4
    dimethyl isosorbide 105.76
    tetrachloroethylene 86.64
    eugenol 53.39
    triacetin 60.98
    span 80 66.39
    1,4-butanediol 21.55
    1,1-dichloroethane 67.27
    2-methyl-1-pentanol 48.09
    methyl formate 25.61
    2-methyl-1-butanol 55.14
    n-decane 1.75
    butyronitrile 29.67
    3,7-dimethyl-1-octanol 24.57
    1-chlorooctane 11.93
    1-chlorotetradecane 4.13
    n-nonane 1.4
    undecane 1.17
    tert-butylcyclohexane 2.83
    cyclooctane 2.0
    cyclopentanol 56.85
    tetrahydropyran 103.88
    tert-amyl methyl ether 30.82
    2,5,8-trioxanonane 112.06
    1-hexene 15.5
    2-isopropoxyethanol 58.82
    2,2,2-trifluoroethanol 26.56
    methyl butyrate 26.6

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction