Norgestrel

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  • Identifiers

    CAS number
    797-63-7

    Molecular formula
    C21H28O2

    SMILES
    CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CC(=O)CC[C@H]34

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Woody 73.84%
    Spicy 38.53%
    Amber 35.62%
    Cedar 34.37%
    Dry 33.6%
    Fresh 30.28%
    Balsamic 30.15%
    Herbal 29.87%
    Earthy 26.79%
    Sandalwood 26.71%

     

    Flavor
    Bitter 67.74%
    Cedarleaf 22.47%
    Alkaline 20.74%
    Lovage 20.54%
    Ripe apricot 19.98%
    Beet 19.87%
    Shrimp 19.81%
    Basil 19.79%
    Leaves 19.77%
    Cereal 19.75%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    8.3 (weak base)

    Molecular weight
    312.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    392°C

    Melting point expt.

    • 205-207 °C
    • 240 °C

    Flash point

    • 191.89 ˚C est.

    Solubility expt.

    • In water, 1.73 mg/L, temp not stated.
    • 5.83e-03 g/L

  • Synonyms

    • Levonorgestrel
    • norgestrel
    • 797-63-7
    • D-Norgestrel
    • Mirena
    • Levonova
    • Microval
    • Postinor
    • Plan B
    • NORPLANT
    • Jadelle
    • 6533-00-2
    • dl-Norgestrel
    • D-(-)-Norgestrel
    • Follistrel
    • 18-Methylnorethisterone
    • Levonorgestrelum
    • Ovrette
    • d(-)-Norgestrel
    • Norgestrelum
    • Levonelle
    • (-)-Norgestrel
    • Neogest
    • Levonorgestrelum [INN-Latin]
    • Liletta
    • Methylnorethindrone
    • Fallback Solo
    • Monovar
    • Wy-5104
    • Ld norgestrel
    • Norgestrel-(-)-D
    • Wy-3707
    • 17-Ethynyl-18-methyl-19-nortestosterone
    • 17alpha-Ethynyl-18-homo-19-nortestosterone
    • 18-Methyl-17-alpha-ethynyl-19-nortestosterone
    • 13-Ethyl-17-alpha-ethynylgon-4-en-17-beta-ol-3-one
    • 17alpha-Ethynyl-17-hydroxy-18-methylestr-4-en-3-one
    • 17alpha-Ethynyl-13beta-ethyl-3-oxo-4-estren-17beta-ol
    • 13-Ethyl-17-alpha-ethynyl-17-beta-hydroxy-4-gonen-3-one
    • BAY86-5028
    • Norgestrel, (-)-
    • Norgestrel (-)-form
    • Norplant 2
    • 13beta-Ethyl-17alpha-ethynyl-17beta-hydroxygon-4-en-3-one
    • Microlution
    • Ovranette
    • Triagynon
    • Triciclor
    • MFCD00199013
    • Microgyn
    • Microlut
    • 5W7SIA7YZW
    • Nordet
    • Trigoa
    • Wy 3707
    • 17-alpha-Ethinyl-13-beta-ethyl-17-beta-hydroxy-4-estren-3-one
    • 3J8Q1747Z2
    • NSC-744007
    • Microgynon CD
    • Microgest ED
    • Norplant II
    • (-)-13-Ethyl-17-hydroxy-18,19-dinor-17alpha-pregn-4-en-20-yn-3-one
    • Logynon ED
    • Ovral-Lo
    • Levlen ED
    • Microgynon 21
    • Microgynon 28
    • Trinordiol 21
    • Trinordiol 28
    • MLS000069491
    • CHEBI:6443
    • Minivlar 30
    • Monofeme 28
    • Neogynon 21
    • Nordette 21
    • Nordette 28
    • Stediril 30
    • Trifeme 28
    • DTXSID3036496
    • DTXSID3047477
    • OVRAL COMPONENT NORGESTREL
    • Preven
    • Levora-21
    • Levora-28
    • Microgynon 30 ED
    • Tri-Levlen 21
    • 17-alpha-Ethynyl-13-ethyl-19-nortestosterone
    • Rigevidon 21+7
    • FH 122-A
    • FH-122A
    • NorLevo
    • alpha-Norgestrel
    • 13-Ethyl-17-hydroxy-18,19-dinor-17alpha-pregn-4-en-20-yn-3-one
    • SH 850
    • Triquilar ED
    • CRYSELLE COMPONENT NORGESTREL
    • SH-850
    • LD norgestrel [French]
    • Triphasil 21
    • Triphasil 28
    • (8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
    • SH 70850
    • NCGC00159349-02
    • Norgestrelum [INN-Latin]
    • 13-beta-Ethyl-17alpha-ethynyl-17beta-hydroxygon-4-en-3-one
    • SH-70850
    • SMR000059117
    • Levonorgestrel implants
    • E-Gen-C
    • Norgestrel [Progestins]
    • NORGESTREL (MART.)
    • NORGESTREL [MART.]
    • Ovoplex 30-150
    • NORGESTREL (USP-RS)
    • NORGESTREL [USP-RS]
    • (8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one
    • DTXCID1016496
    • NORGESTREL (EP MONOGRAPH)
    • NORGESTREL [EP MONOGRAPH]
    • Microluton
    • Levogel
    • Levosert
    • NORGESTREL (USP MONOGRAPH)
    • NORGESTREL [USP MONOGRAPH]
    • Skyla
    • 13-ethyl-17alpha-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one
    • Next choice
    • DL Norgestrel

  • Applications

    Norgestrel (CAS 797-63-7) is a synthetic progestin primarily used as the active pharmaceutical ingredient in combined oral contraceptives. In pharmaceutical development it is used for steroid hormone research and formulation studies, including structure-activity relationship (SAR) investigations of progestins. It is also employed in analytical chemistry as a reference standard for assay development and quality control of progestin-related products. Beyond its clinical use, it is encountered in medicinal chemistry research and educational contexts as a model steroid hormone for pharmacology studies and formulation science.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 35.95
    methanol 79.7
    isopropanol 25.77
    water 0.48
    ethyl acetate 89.84
    n-propanol 36.67
    acetone 75.68
    n-butanol 31.55
    acetonitrile 40.4
    DMF 276.27
    toluene 86.18
    isobutanol 22.99
    1,4-dioxane 165.55
    methyl acetate 54.01
    THF 434.45
    2-butanone 69.13
    n-pentanol 16.67
    sec-butanol 11.48
    n-hexane 1.12
    ethylene glycol 19.19
    NMP 104.79
    cyclohexane 4.54
    DMSO 133.38
    n-butyl acetate 54.21
    n-octanol 10.99
    chloroform 200.04
    n-propyl acetate 47.21
    acetic acid 49.45
    dichloromethane 149.63
    cyclohexanone 147.59
    propylene glycol 13.36
    isopropyl acetate 103.14
    DMAc 125.77
    2-ethoxyethanol 54.58
    isopentanol 29.41
    n-heptane 1.67
    ethyl formate 47.92
    1,2-dichloroethane 93.31
    n-hexanol 28.32
    2-methoxyethanol 124.79
    isobutyl acetate 40.56
    tetrachloromethane 25.29
    n-pentyl acetate 45.21
    transcutol 206.84
    n-heptanol 18.95
    ethylbenzene 23.95
    MIBK 74.52
    2-propoxyethanol 107.67
    tert-butanol 24.22
    MTBE 15.4
    2-butoxyethanol 60.99
    propionic acid 37.05
    o-xylene 34.64
    formic acid 35.31
    diethyl ether 41.0
    m-xylene 52.97
    p-xylene 27.68
    chlorobenzene 84.89
    dimethyl carbonate 90.53
    n-octane 0.83
    formamide 63.16
    cyclopentanone 216.37
    2-pentanone 85.3
    anisole 68.26
    cyclopentyl methyl ether 92.7
    gamma-butyrolactone 213.61
    1-methoxy-2-propanol 113.28
    pyridine 150.42
    3-pentanone 63.24
    furfural 189.61
    n-dodecane 0.82
    diethylene glycol 101.16
    diisopropyl ether 16.3
    tert-amyl alcohol 9.93
    acetylacetone 191.6
    n-hexadecane 1.01
    acetophenone 72.05
    methyl propionate 82.2
    isopentyl acetate 56.88
    trichloroethylene 195.37
    n-nonanol 13.37
    cyclohexanol 29.31
    benzyl alcohol 50.18
    2-ethylhexanol 18.47
    isooctanol 17.01
    dipropyl ether 27.24
    1,2-dichlorobenzene 79.87
    ethyl lactate 39.44
    propylene carbonate 105.15
    n-methylformamide 102.59
    2-pentanol 17.26
    n-pentane 1.69
    1-propoxy-2-propanol 67.01
    1-methoxy-2-propyl acetate 121.96
    2-(2-methoxypropoxy) propanol 57.27
    mesitylene 31.16
    ε-caprolactone 112.37
    p-cymene 17.86
    epichlorohydrin 225.37
    1,1,1-trichloroethane 73.34
    2-aminoethanol 31.04
    morpholine-4-carbaldehyde 175.86
    sulfolane 197.76
    2,2,4-trimethylpentane 1.07
    2-methyltetrahydrofuran 77.18
    n-hexyl acetate 46.29
    isooctane 1.63
    2-(2-butoxyethoxy)ethanol 76.88
    sec-butyl acetate 42.28
    tert-butyl acetate 95.82
    decalin 2.94
    glycerin 40.63
    diglyme 169.66
    acrylic acid 44.41
    isopropyl myristate 23.2
    n-butyric acid 73.65
    acetyl acetate 103.5
    di(2-ethylhexyl) phthalate 31.17
    ethyl propionate 55.69
    nitromethane 126.35
    1,2-diethoxyethane 58.9
    benzonitrile 79.42
    trioctyl phosphate 21.1
    1-bromopropane 34.15
    gamma-valerolactone 276.31
    n-decanol 10.0
    triethyl phosphate 33.38
    4-methyl-2-pentanol 18.64
    propionitrile 58.19
    vinylene carbonate 129.35
    1,1,2-trichlorotrifluoroethane 127.89
    DMS 79.0
    cumene 16.62
    2-octanol 9.81
    2-hexanone 38.43
    octyl acetate 26.2
    limonene 19.62
    1,2-dimethoxyethane 113.16
    ethyl orthosilicate 30.12
    tributyl phosphate 24.07
    diacetone alcohol 82.33
    N,N-dimethylaniline 39.95
    acrylonitrile 90.91
    aniline 75.36
    1,3-propanediol 51.33
    bromobenzene 89.85
    dibromomethane 78.62
    1,1,2,2-tetrachloroethane 139.31
    2-methyl-cyclohexyl acetate 44.65
    tetrabutyl urea 33.84
    diisobutyl methanol 15.44
    2-phenylethanol 59.21
    styrene 31.92
    dioctyl adipate 38.66
    dimethyl sulfate 120.68
    ethyl butyrate 52.01
    methyl lactate 67.85
    butyl lactate 44.46
    diethyl carbonate 42.91
    propanediol butyl ether 44.17
    triethyl orthoformate 42.08
    p-tert-butyltoluene 16.61
    methyl 4-tert-butylbenzoate 74.91
    morpholine 147.06
    tert-butylamine 12.61
    n-dodecanol 7.51
    dimethoxymethane 242.42
    ethylene carbonate 108.02
    cyrene 72.65
    2-ethoxyethyl acetate 86.61
    2-ethylhexyl acetate 41.86
    1,2,4-trichlorobenzene 85.97
    4-methylpyridine 125.35
    dibutyl ether 15.57
    2,6-dimethyl-4-heptanol 15.44
    DEF 82.11
    dimethyl isosorbide 118.25
    tetrachloroethylene 96.51
    eugenol 71.21
    triacetin 81.32
    span 80 46.93
    1,4-butanediol 16.09
    1,1-dichloroethane 69.69
    2-methyl-1-pentanol 15.63
    methyl formate 83.1
    2-methyl-1-butanol 18.97
    n-decane 1.41
    butyronitrile 49.77
    3,7-dimethyl-1-octanol 15.22
    1-chlorooctane 7.61
    1-chlorotetradecane 3.61
    n-nonane 1.06
    undecane 1.05
    tert-butylcyclohexane 2.27
    cyclooctane 1.89
    cyclopentanol 32.99
    tetrahydropyran 99.8
    tert-amyl methyl ether 13.15
    2,5,8-trioxanonane 108.84
    1-hexene 5.69
    2-isopropoxyethanol 39.49
    2,2,2-trifluoroethanol 38.67
    methyl butyrate 59.14

    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