Nebularine

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  • Identifiers

    CAS number
    550-33-4

    Molecular formula
    C10H12N4O4

    SMILES
    C1=C2C(=NC=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 76.95%
    Sweet 27.64%
    Bitter 19.82%
    Savory 18.37%
    Vanilla 17.69%
    Caramellic 16.82%
    Burnt 16.16%
    Milky 16.12%
    Nutty 15.7%
    Cooked 14.84%

     

    Flavor
    Bitter 81.58%
    Odorless 36.21%
    Bland 27.78%
    Sweet-like 26.32%
    Cedarleaf 19.16%
    Cereal 18.99%
    Bread crust 18.79%
    Alkaline 18.74%
    Very slight 18.61%
    Scallion 18.37%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.7

    pKa est.
    3.48 (weak acid)

    Molecular weight
    252.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1662°C

    Melting point expt.

    • 181 °C

    Flash point

    • 323.47 ˚C est.

    Solubility expt.

    • 100000 mg/L

  • Synonyms

    • Nebularine
    • 550-33-4
    • Purine riboside
    • N-D-Ribosylpurine
    • Purine ribonucleoside
    • 9-beta-D-Ribofuranosyl-9H-purine
    • 9-(beta-D-ribofuranosyl)-9H-purine
    • B8B604PS4P
    • 9-(beta-D-Ribofuranosyl)purine
    • DTXSID701015580
    • purine-1-D-ribofuranoside
    • CHEBI:18255
    • NSC-65423
    • (2R,3S,4R,5R)-2-(hydroxymethyl)-5-purin-9-yloxolane-3,4-diol
    • RefChem:389245
    • CHEBI:26399
    • DTXCID701473831
    • 208-981-9
    • Purine nucleoside
    • (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol
    • Purine, ribosyl-
    • Isopurine, ribosyl-
    • MFCD00022819
    • (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(9H-purin-9-yl)oxolane-3,4-diol
    • 9-beta-Ribofuranosylpurine
    • CHEMBL1399702
    • Nebularin E)
    • 1fkw
    • (2R,3S,4R,5R)-2-(hydroxymethyl)-5-purin-9-yl-tetrahydrofuran-3,4-diol
    • 9-(b-D-Ribofuranosyl)purine
    • 9H-Purine, 9beta-D-ribofuranosyl-
    • EINECS 208-981-9
    • 9H-Purine, 9-beta-D-ribofuranosyl-
    • BRN 0091539
    • UNII-B8B604PS4P
    • 9-.beta.-D-Ribofuranosyl-9H-purine
    • 9H-Purine, 9.beta.-D-ribofuranosyl-
    • NEBULARINE [MI]
    • 9-beta-d-ribofuranosylpurine
    • Lopac0_000423
    • SCHEMBL93409
    • 4-26-00-01740 (Beilstein Handbook Reference)
    • orb1819325
    • SCHEMBL2192940
    • SCHEMBL29362246
    • HMS3261E08
    • PUR
    • Tox21_500423
    • BDBM50335291
    • EBC-13376
    • HB3992
    • MSK178352
    • AKOS027327572
    • CCG-204515
    • DB04440
    • LP00423
    • NR05251
    • SDCCGSBI-0050408.P002
    • NCGC00093846-01
    • NCGC00093846-02
    • NCGC00093846-03
    • NCGC00093846-04
    • NCGC00261108-01
    • AS-35125
    • SY012536
    • EU-0100423
    • NS00043441
    • C01736
    • D 8296
    • EN300-7400810
    • SR-01000075836
    • Q3874106
    • SR-01000075836-1
    • 9-(beta-D-Ribofuranosyl)-9H-purine; 6-deaminoadenosine
    • Z3002630759
    • (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(9H-purin-9-yl)-tetrahydrofuran-3,4-diol;NSC 65423;Nebularine;Purinosine;NSC65423;ST055522
    • 550-33-4

  • Applications

    Nebularine (CAS 550-33-4) is a purine nucleoside primarily used as an intermediate in the synthesis of nucleoside analogs for pharmaceutical development; it serves as a building block in nucleoside synthesis and related derivatives. In biochemical and enzymology research, Nebularine is commonly used as a substrate or reagent to study nucleotide metabolism pathways. In analytical chemistry, it can serve as a reference standard for quantifying nucleosides by HPLC/LC-MS. Additionally, Nebularine is evaluated as a reagent in biochemical research and the development of nucleoside derivatives for purine biology studies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.85
    methanol 17.73
    isopropanol 3.97
    water 28.66
    ethyl acetate 0.87
    n-propanol 5.46
    acetone 1.64
    n-butanol 5.32
    acetonitrile 2.55
    DMF 148.53
    toluene 0.52
    isobutanol 3.65
    1,4-dioxane 4.55
    methyl acetate 1.72
    THF 11.28
    2-butanone 3.13
    n-pentanol 2.95
    sec-butanol 4.71
    n-hexane 0.1
    ethylene glycol 44.73
    NMP 182.36
    cyclohexane 0.39
    DMSO 49.24
    n-butyl acetate 1.13
    n-octanol 1.27
    chloroform 0.54
    n-propyl acetate 1.03
    acetic acid 35.36
    dichloromethane 0.71
    cyclohexanone 11.15
    propylene glycol 35.49
    isopropyl acetate 0.64
    DMAc 128.13
    2-ethoxyethanol 24.56
    isopentanol 3.93
    n-heptane 0.4
    ethyl formate 3.5
    1,2-dichloroethane 0.8
    n-hexanol 2.79
    2-methoxyethanol 65.45
    isobutyl acetate 0.5
    tetrachloromethane 0.26
    n-pentyl acetate 1.14
    transcutol 20.33
    n-heptanol 2.43
    ethylbenzene 0.33
    MIBK 1.21
    2-propoxyethanol 14.21
    tert-butanol 3.2
    MTBE 0.69
    2-butoxyethanol 10.49
    propionic acid 10.25
    o-xylene 0.73
    formic acid 258.28
    diethyl ether 0.87
    m-xylene 0.51
    p-xylene 0.56
    chlorobenzene 0.42
    dimethyl carbonate 3.49
    n-octane 0.18
    formamide 197.41
    cyclopentanone 15.24
    2-pentanone 1.89
    anisole 0.94
    cyclopentyl methyl ether 4.06
    gamma-butyrolactone 23.26
    1-methoxy-2-propanol 30.22
    pyridine 7.91
    3-pentanone 2.09
    furfural 33.08
    n-dodecane 0.11
    diethylene glycol 38.4
    diisopropyl ether 0.28
    tert-amyl alcohol 3.99
    acetylacetone 2.02
    n-hexadecane 0.12
    acetophenone 2.72
    methyl propionate 2.95
    isopentyl acetate 1.12
    trichloroethylene 1.46
    n-nonanol 1.4
    cyclohexanol 7.34
    benzyl alcohol 4.42
    2-ethylhexanol 1.66
    isooctanol 1.8
    dipropyl ether 1.51
    1,2-dichlorobenzene 0.51
    ethyl lactate 5.58
    propylene carbonate 8.02
    n-methylformamide 69.89
    2-pentanol 2.5
    n-pentane 0.17
    1-propoxy-2-propanol 8.16
    1-methoxy-2-propyl acetate 2.77
    2-(2-methoxypropoxy) propanol 8.49
    mesitylene 0.38
    ε-caprolactone 11.74
    p-cymene 0.62
    epichlorohydrin 8.61
    1,1,1-trichloroethane 0.26
    2-aminoethanol 39.09
    morpholine-4-carbaldehyde 81.31
    sulfolane 55.6
    2,2,4-trimethylpentane 0.11
    2-methyltetrahydrofuran 5.74
    n-hexyl acetate 1.17
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 11.15
    sec-butyl acetate 0.57
    tert-butyl acetate 0.78
    decalin 0.13
    glycerin 118.51
    diglyme 19.36
    acrylic acid 21.24
    isopropyl myristate 0.59
    n-butyric acid 8.04
    acetyl acetate 0.67
    di(2-ethylhexyl) phthalate 1.47
    ethyl propionate 1.11
    nitromethane 30.0
    1,2-diethoxyethane 1.7
    benzonitrile 3.2
    trioctyl phosphate 1.31
    1-bromopropane 0.44
    gamma-valerolactone 39.4
    n-decanol 1.11
    triethyl phosphate 1.85
    4-methyl-2-pentanol 1.36
    propionitrile 2.7
    vinylene carbonate 6.99
    1,1,2-trichlorotrifluoroethane 36.17
    DMS 1.41
    cumene 0.31
    2-octanol 1.23
    2-hexanone 1.39
    octyl acetate 0.98
    limonene 1.0
    1,2-dimethoxyethane 12.89
    ethyl orthosilicate 1.61
    tributyl phosphate 1.22
    diacetone alcohol 6.13
    N,N-dimethylaniline 1.41
    acrylonitrile 6.42
    aniline 2.98
    1,3-propanediol 35.82
    bromobenzene 0.26
    dibromomethane 0.42
    1,1,2,2-tetrachloroethane 1.45
    2-methyl-cyclohexyl acetate 1.71
    tetrabutyl urea 2.97
    diisobutyl methanol 0.93
    2-phenylethanol 3.44
    styrene 0.32
    dioctyl adipate 1.29
    dimethyl sulfate 12.21
    ethyl butyrate 1.51
    methyl lactate 16.6
    butyl lactate 3.92
    diethyl carbonate 1.19
    propanediol butyl ether 11.38
    triethyl orthoformate 1.97
    p-tert-butyltoluene 0.52
    methyl 4-tert-butylbenzoate 3.34
    morpholine 14.67
    tert-butylamine 1.2
    n-dodecanol 0.87
    dimethoxymethane 12.62
    ethylene carbonate 4.87
    cyrene 22.94
    2-ethoxyethyl acetate 1.86
    2-ethylhexyl acetate 0.92
    1,2,4-trichlorobenzene 0.93
    4-methylpyridine 4.7
    dibutyl ether 0.79
    2,6-dimethyl-4-heptanol 0.93
    DEF 12.69
    dimethyl isosorbide 10.06
    tetrachloroethylene 1.5
    eugenol 5.93
    triacetin 2.27
    span 80 6.84
    1,4-butanediol 16.47
    1,1-dichloroethane 0.29
    2-methyl-1-pentanol 2.34
    methyl formate 25.9
    2-methyl-1-butanol 4.47
    n-decane 0.17
    butyronitrile 2.32
    3,7-dimethyl-1-octanol 1.05
    1-chlorooctane 0.34
    1-chlorotetradecane 0.18
    n-nonane 0.17
    undecane 0.13
    tert-butylcyclohexane 0.06
    cyclooctane 0.18
    cyclopentanol 11.49
    tetrahydropyran 3.74
    tert-amyl methyl ether 1.29
    2,5,8-trioxanonane 15.22
    1-hexene 0.27
    2-isopropoxyethanol 7.98
    2,2,2-trifluoroethanol 27.84
    methyl butyrate 2.29

    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