Sodium guanosine cyclic monophosphate

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  • Identifiers

    CAS number
    40732-48-7

    Molecular formula
    C10H11N5NaO7P

    SMILES
    C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C3N=C(NC4=O)N)O)OP(=O)(O1)[O-].[Na+]

    Safety labels

  • Odor profile

    Fragrance
    Odorless 90.22%
    Bitter 16.88%
    Savory 15.64%
    Cooked 14.71%
    Nutty 12.32%
    Popcorn 12.02%
    Burnt 11.78%
    Milky 11.69%
    Meaty 10.87%
    Cooling 10.72%

     

    Flavor
    Bitter 82.7%
    Odorless 36.93%
    Bland 25.59%
    Sweet-like 21.54%
    Cedarleaf 19.4%
    Nitrile 18.96%
    Bread crust 18.86%
    Scallion 18.61%
    Cereal 18.61%
    Taco 18.45%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    5.6 (weak acid)

    Molecular weight
    367.19 g/mol

    Flash point

    • 348.25 ˚C est.

  • Synonyms

    • Sodium guanosine cyclic monophosphate
    • Guanosine, cyclic 3',5'-(hydrogen phosphate), monosodium salt
    • 6WYT1TNR45
    • RefChem:1098798
    • 255-056-0
    • 40732-48-7
    • Guanosine 3',5'-cyclic monophosphate sodium salt
    • Guanosine Monophosphate Monosodium Salt
    • Monosodium-GMP
    • Sodium (4aR,6R,7R,7aS)-6-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-7-hydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-olate 2-oxide
    • Guanosine-3':5'-cyclic monophosphate monosodium salt
    • Cyclic GMP (sodium)
    • sodium;9-[(4aR,6R,7R,7aS)-7-hydroxy-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-1H-purin-6-one
    • sodium;9-[(4aR,6R,7R,7aS)-7-hydroxy-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-3H-purin-6-one
    • UNII-6WYT1TNR45
    • EINECS 255-056-0
    • Cyclic 3',5'-Guanosine Monophosphate Monosodium Salt
    • orb1302124
    • CYCLIC GMP, SODIUM SALT
    • DTXSID10961153
    • 3',5'-Cyclic GMP monosodium salt
    • AKOS037646872
    • EBC-616924
    • NG08975
    • AS-71285
    • NS00074094
    • G76861
    • Guanosine 3:5-cyclic monophosphate sodium salt
    • guanosine 3',5'-cyclic-monophosphate sodium salt
    • Guanosine 3'5'-cyclic Monophosphate, Sodium Salt
    • GUANOSINE 3, 5'-MONOPHOSPHATE, SODIUM SALT
    • Q27265640
    • Guanosine 3',5'-cyclic monophosphate sodium salt (cGMP)
    • Guanosine 3',5'-cyclic monophosphate sodium salt, >=99% (HPLC), powder
    • Guanosine 3',5'-cyclic Monophosphate, Sodium Salt - CAS 40732-48-7
    • GUANOSINE, CYCLIC 3',5'-(HYDROGEN PHOSPHATE), SODIUM SALT (1:1)
    • Sodium (4aR,6R,7R,7aS)-6-(2-amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-7-hydroxy-2-oxotetrahydro-2H,4H-2lambda~5~-furo[3,2-d][1,3,2]dioxaphosphinin-2-olate
    • sodium (4aR,6R,7R,7aS)-6-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-7-hydroxy-2-oxo-hexahydro-2??-furo[3,2-d][1,3,2]dioxaphosphinin-2-olate
    • sodium (4aR,6R,7R,7aS)-6-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-7-hydroxy-2-oxo-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-2-olate
    • 40732-48-7

  • Applications

    Sodium guanosine cyclic monophosphate (CAS 40732-48-7) is primarily used in biochemical and pharmaceutical research as a reagent and reference standard for cyclic nucleotide analysis and cGMP signaling studies. It is used as a substrate in enzymatic phosphodiesterase assays and as a reference standard for quantifying cGMP by HPLC or LC-MS. It is also employed in assay development and biology kits to measure cGMP levels in cell or tissue samples, and as a reference component for studies of cellular signaling pathways driven by guanylate cyclase. Additionally, it may function as a building block in nucleotide chemistry and the synthesis of nucleotide derivatives for biochemical and pharmaceutical research.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.17
    methanol 0.43
    isopropanol 0.15
    water 1.33
    ethyl acetate 0.09
    n-propanol 0.19
    acetone 0.17
    n-butanol 0.17
    acetonitrile 0.36
    DMF 4.07
    toluene 0.02
    isobutanol 0.1
    1,4-dioxane 0.31
    methyl acetate 0.2
    THF 0.61
    2-butanone 0.32
    n-pentanol 0.09
    sec-butanol 0.17
    n-hexane 0.0
    ethylene glycol 1.48
    NMP 11.81
    cyclohexane 0.01
    DMSO 7.26
    n-butyl acetate 0.27
    n-octanol 0.13
    chloroform 0.04
    n-propyl acetate 0.13
    acetic acid 1.01
    dichloromethane 0.05
    cyclohexanone 0.64
    propylene glycol 1.1
    isopropyl acetate 0.06
    DMAc 5.87
    2-ethoxyethanol 1.35
    isopentanol 0.12
    n-heptane 0.02
    ethyl formate 0.38
    1,2-dichloroethane 0.05
    n-hexanol 0.14
    2-methoxyethanol 3.89
    isobutyl acetate 0.04
    tetrachloromethane 0.02
    n-pentyl acetate 0.22
    transcutol 1.45
    n-heptanol 0.22
    ethylbenzene 0.01
    MIBK 0.09
    2-propoxyethanol 1.73
    tert-butanol 0.1
    MTBE 0.03
    2-butoxyethanol 1.46
    propionic acid 0.51
    o-xylene 0.02
    formic acid 7.93
    diethyl ether 0.07
    m-xylene 0.01
    p-xylene 0.02
    chlorobenzene 0.02
    dimethyl carbonate 0.32
    n-octane 0.01
    formamide 9.62
    cyclopentanone 1.12
    2-pentanone 0.18
    anisole 0.04
    cyclopentyl methyl ether 0.15
    gamma-butyrolactone 1.81
    1-methoxy-2-propanol 1.83
    pyridine 0.43
    3-pentanone 0.19
    furfural 3.0
    n-dodecane 0.01
    diethylene glycol 4.08
    diisopropyl ether 0.02
    tert-amyl alcohol 0.11
    acetylacetone 0.21
    n-hexadecane 0.01
    acetophenone 0.13
    methyl propionate 0.24
    isopentyl acetate 0.17
    trichloroethylene 0.08
    n-nonanol 0.14
    cyclohexanol 0.17
    benzyl alcohol 0.11
    2-ethylhexanol 0.1
    isooctanol 0.12
    dipropyl ether 0.18
    1,2-dichlorobenzene 0.02
    ethyl lactate 0.56
    propylene carbonate 0.62
    n-methylformamide 2.73
    2-pentanol 0.09
    n-pentane 0.01
    1-propoxy-2-propanol 1.19
    1-methoxy-2-propyl acetate 0.35
    2-(2-methoxypropoxy) propanol 0.98
    mesitylene 0.01
    ε-caprolactone 0.68
    p-cymene 0.03
    epichlorohydrin 0.53
    1,1,1-trichloroethane 0.02
    2-aminoethanol 1.1
    morpholine-4-carbaldehyde 4.92
    sulfolane 5.22
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.24
    n-hexyl acetate 0.16
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 1.28
    sec-butyl acetate 0.05
    tert-butyl acetate 0.05
    decalin 0.0
    glycerin 6.42
    diglyme 2.4
    acrylic acid 1.0
    isopropyl myristate 0.07
    n-butyric acid 0.38
    acetyl acetate 0.06
    di(2-ethylhexyl) phthalate 0.14
    ethyl propionate 0.12
    nitromethane 2.5
    1,2-diethoxyethane 0.24
    benzonitrile 0.17
    trioctyl phosphate 0.14
    1-bromopropane 0.03
    gamma-valerolactone 3.33
    n-decanol 0.11
    triethyl phosphate 0.2
    4-methyl-2-pentanol 0.04
    propionitrile 0.27
    vinylene carbonate 0.56
    1,1,2-trichlorotrifluoroethane 2.41
    DMS 0.15
    cumene 0.01
    2-octanol 0.13
    2-hexanone 0.14
    octyl acetate 0.12
    limonene 0.04
    1,2-dimethoxyethane 1.34
    ethyl orthosilicate 0.15
    tributyl phosphate 0.14
    diacetone alcohol 0.41
    N,N-dimethylaniline 0.05
    acrylonitrile 0.52
    aniline 0.09
    1,3-propanediol 1.39
    bromobenzene 0.01
    dibromomethane 0.03
    1,1,2,2-tetrachloroethane 0.09
    2-methyl-cyclohexyl acetate 0.15
    tetrabutyl urea 0.36
    diisobutyl methanol 0.06
    2-phenylethanol 0.17
    styrene 0.01
    dioctyl adipate 0.12
    dimethyl sulfate 0.97
    ethyl butyrate 0.21
    methyl lactate 1.29
    butyl lactate 0.66
    diethyl carbonate 0.17
    propanediol butyl ether 1.26
    triethyl orthoformate 0.27
    p-tert-butyltoluene 0.02
    methyl 4-tert-butylbenzoate 0.3
    morpholine 0.61
    tert-butylamine 0.03
    n-dodecanol 0.08
    dimethoxymethane 0.96
    ethylene carbonate 0.41
    cyrene 1.86
    2-ethoxyethyl acetate 0.32
    2-ethylhexyl acetate 0.15
    1,2,4-trichlorobenzene 0.04
    4-methylpyridine 0.2
    dibutyl ether 0.1
    2,6-dimethyl-4-heptanol 0.06
    DEF 0.66
    dimethyl isosorbide 1.54
    tetrachloroethylene 0.07
    eugenol 0.55
    triacetin 0.25
    span 80 0.57
    1,4-butanediol 0.53
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.06
    methyl formate 1.65
    2-methyl-1-butanol 0.13
    n-decane 0.01
    butyronitrile 0.21
    3,7-dimethyl-1-octanol 0.06
    1-chlorooctane 0.03
    1-chlorotetradecane 0.01
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 0.34
    tetrahydropyran 0.16
    tert-amyl methyl ether 0.05
    2,5,8-trioxanonane 1.78
    1-hexene 0.01
    2-isopropoxyethanol 0.45
    2,2,2-trifluoroethanol 1.56
    methyl butyrate 0.24

    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
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Category 2
Products applied to the axillae
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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
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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