Apterin

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  • Identifiers

    CAS number
    53947-89-0

    Molecular formula
    C20H24O10

    SMILES
    CC(C)([C@@H]1[C@@H](C2=C(O1)C=CC3=C2OC(=O)C=C3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 69.07%
    Sweet 35.96%
    Vanilla 32.44%
    Milky 25.74%
    Creamy 23.5%
    Savory 19.41%
    Caramellic 18.36%
    Bitter 17.58%
    Dairy 17.09%
    Powdery 16.53%

     

    Flavor
    Bitter 81.6%
    Odorless 29.0%
    Bland 28.63%
    Sweet-like 25.87%
    Cedarleaf 20.47%
    Naphthalic 19.09%
    Parsley 19.05%
    Very slight 18.84%
    Lovage 18.65%
    Cauliflower 18.61%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.8

    pKa est.
    5.88 (weak acid)

    Molecular weight
    424.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2775°C

    Flash point

    • 272.04 ˚C est.

  • Synonyms

    • Apterin
    • 53947-89-0
    • (8S,9R)-9-hydroxy-8-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-8,9-dihydrofuro[2,3-h]chromen-2-one
    • (8S,9R)-9-hydroxy-8-(2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxypropan-2-yl)-8,9-dihydrofuro(2,3-h)chromen-2-one
    • RefChem:113563
    • SCHEMBL30782252
    • DTXSID10726668
    • CHEBI:176055
    • AKOS032949126
    • FS-8143
    • DA-71003
    • XA163810
    • HY-130787
    • CS-0113416
    • NS00094644
    • Q4782227
    • (8S,9R)-9-hydroxy-8-[1-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-ethyl]-8,9-dihydrofuro[2,3-h]chromen-2-one
    • (8S,9R)-9-hydroxy-8-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-8,9-dihydrouro[2,3-h]chromen-2-one
    • 2-[(8S,9R)-9-Hydroxy-2-oxo-8,9-dihydro-2H-furo[2,3-h][1]benzopyran-8-yl]propan-2-yl beta-D-glucopyranoside
    • 53947-89-0

  • Applications

    Apterin (CAS 53947-89-0) is a pterin-type heterocycle primarily used as an intermediate and research tool in the synthesis of pterin derivatives and related cofactors. In pharmaceutical R&D, it is used as a building block to prepare pterin-based compounds and related cofactors, such as tetrahydropterin derivatives; in analytical chemistry, apterin serves as a reference material or calibrant for chromatographic and mass spectrometric methods related to pterin-containing species; in biochemistry, it functions as a tool for studying pterin-dependent enzymes and related reactions; and it can act as a building block for more complex pterin derivatives in research and development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.17
    methanol 42.6
    isopropanol 2.25
    water 5.06
    ethyl acetate 1.14
    n-propanol 4.12
    acetone 6.03
    n-butanol 2.48
    acetonitrile 1.78
    DMF 115.18
    toluene 0.59
    isobutanol 1.46
    1,4-dioxane 11.0
    methyl acetate 1.61
    THF 22.25
    2-butanone 3.19
    n-pentanol 1.75
    sec-butanol 1.58
    n-hexane 0.04
    ethylene glycol 37.35
    NMP 88.2
    cyclohexane 0.13
    DMSO 214.49
    n-butyl acetate 0.77
    n-octanol 2.21
    chloroform 0.7
    n-propyl acetate 0.84
    acetic acid 42.07
    dichloromethane 1.16
    cyclohexanone 8.81
    propylene glycol 22.82
    isopropyl acetate 0.78
    DMAc 77.18
    2-ethoxyethanol 28.86
    isopentanol 1.37
    n-heptane 0.15
    ethyl formate 2.71
    1,2-dichloroethane 1.02
    n-hexanol 1.34
    2-methoxyethanol 69.12
    isobutyl acetate 0.52
    tetrachloromethane 0.16
    n-pentyl acetate 1.99
    transcutol 32.4
    n-heptanol 2.66
    ethylbenzene 0.28
    MIBK 1.37
    2-propoxyethanol 18.67
    tert-butanol 1.33
    MTBE 0.49
    2-butoxyethanol 14.84
    propionic acid 6.23
    o-xylene 0.46
    formic acid 169.42
    diethyl ether 1.09
    m-xylene 0.45
    p-xylene 0.34
    chlorobenzene 0.37
    dimethyl carbonate 5.75
    n-octane 0.12
    formamide 118.88
    cyclopentanone 15.75
    2-pentanone 2.4
    anisole 1.15
    cyclopentyl methyl ether 3.71
    gamma-butyrolactone 19.36
    1-methoxy-2-propanol 30.47
    pyridine 6.19
    3-pentanone 1.8
    furfural 21.11
    n-dodecane 0.09
    diethylene glycol 41.72
    diisopropyl ether 0.24
    tert-amyl alcohol 1.17
    acetylacetone 5.89
    n-hexadecane 0.11
    acetophenone 2.49
    methyl propionate 3.09
    isopentyl acetate 0.87
    trichloroethylene 2.16
    n-nonanol 2.27
    cyclohexanol 2.17
    benzyl alcohol 3.34
    2-ethylhexanol 0.83
    isooctanol 1.7
    dipropyl ether 1.31
    1,2-dichlorobenzene 0.43
    ethyl lactate 4.06
    propylene carbonate 5.22
    n-methylformamide 42.49
    2-pentanol 0.95
    n-pentane 0.06
    1-propoxy-2-propanol 8.74
    1-methoxy-2-propyl acetate 3.92
    2-(2-methoxypropoxy) propanol 11.28
    mesitylene 0.28
    ε-caprolactone 7.68
    p-cymene 0.38
    epichlorohydrin 12.2
    1,1,1-trichloroethane 0.22
    2-aminoethanol 29.22
    morpholine-4-carbaldehyde 72.19
    sulfolane 67.78
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 3.97
    n-hexyl acetate 2.35
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 16.64
    sec-butyl acetate 0.48
    tert-butyl acetate 1.09
    decalin 0.05
    glycerin 83.52
    diglyme 27.83
    acrylic acid 14.39
    isopropyl myristate 0.92
    n-butyric acid 4.22
    acetyl acetate 1.27
    di(2-ethylhexyl) phthalate 2.35
    ethyl propionate 0.89
    nitromethane 38.0
    1,2-diethoxyethane 3.33
    benzonitrile 1.58
    trioctyl phosphate 1.82
    1-bromopropane 0.32
    gamma-valerolactone 50.56
    n-decanol 1.51
    triethyl phosphate 1.18
    4-methyl-2-pentanol 0.59
    propionitrile 1.13
    vinylene carbonate 6.12
    1,1,2-trichlorotrifluoroethane 32.79
    DMS 2.45
    cumene 0.21
    2-octanol 1.38
    2-hexanone 1.38
    octyl acetate 1.66
    limonene 0.56
    1,2-dimethoxyethane 19.71
    ethyl orthosilicate 1.1
    tributyl phosphate 1.34
    diacetone alcohol 5.92
    N,N-dimethylaniline 1.33
    acrylonitrile 2.84
    aniline 1.72
    1,3-propanediol 23.01
    bromobenzene 0.25
    dibromomethane 0.52
    1,1,2,2-tetrachloroethane 1.76
    2-methyl-cyclohexyl acetate 1.45
    tetrabutyl urea 3.3
    diisobutyl methanol 0.54
    2-phenylethanol 2.73
    styrene 0.3
    dioctyl adipate 2.35
    dimethyl sulfate 15.64
    ethyl butyrate 0.92
    methyl lactate 14.41
    butyl lactate 4.68
    diethyl carbonate 0.69
    propanediol butyl ether 16.13
    triethyl orthoformate 1.48
    p-tert-butyltoluene 0.34
    methyl 4-tert-butylbenzoate 5.46
    morpholine 18.7
    tert-butylamine 0.34
    n-dodecanol 1.01
    dimethoxymethane 31.71
    ethylene carbonate 3.78
    cyrene 22.26
    2-ethoxyethyl acetate 4.6
    2-ethylhexyl acetate 0.69
    1,2,4-trichlorobenzene 0.73
    4-methylpyridine 3.14
    dibutyl ether 1.04
    2,6-dimethyl-4-heptanol 0.54
    DEF 9.03
    dimethyl isosorbide 15.99
    tetrachloroethylene 1.64
    eugenol 8.02
    triacetin 5.66
    span 80 9.86
    1,4-butanediol 10.08
    1,1-dichloroethane 0.28
    2-methyl-1-pentanol 1.1
    methyl formate 25.97
    2-methyl-1-butanol 1.37
    n-decane 0.19
    butyronitrile 1.0
    3,7-dimethyl-1-octanol 1.18
    1-chlorooctane 0.5
    1-chlorotetradecane 0.2
    n-nonane 0.16
    undecane 0.13
    tert-butylcyclohexane 0.03
    cyclooctane 0.08
    cyclopentanol 3.77
    tetrahydropyran 3.63
    tert-amyl methyl ether 0.78
    2,5,8-trioxanonane 20.72
    1-hexene 0.16
    2-isopropoxyethanol 9.83
    2,2,2-trifluoroethanol 16.88
    methyl butyrate 1.48

    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