AICA Ribotide

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  • Identifiers

    CAS number
    3031-94-5

    Molecular formula
    C9H15N4O8P

    SMILES
    C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)N)C(=O)N

    Safety labels

  • Odor profile

    Fragrance
    Odorless 90.99%
    Savory 21.13%
    Cooling 17.19%
    Bitter 15.73%
    Milky 15.62%
    Cooked 14.02%
    Clean 13.69%
    Sweet 12.53%
    Meaty 11.92%
    Alcoholic 11.88%

     

    Flavor
    Odorless 63.87%
    Bitter 51.41%
    Bland 32.52%
    Mild 30.73%
    Very mild 29.85%
    Sweet-like 24.63%
    Yeast 21.93%
    Nitrile 19.43%
    Roasted peanuts 19.2%
    Bread crust 19.16%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -3.8

    pKa est.
    6.35 (neutral)

    Molecular weight
    338.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3110°C

    Flash point

    • 372.79 ˚C est.

  • Synonyms

    • AICA ribonucleotide
    • 3031-94-5
    • Z-nucleotide
    • AICA-ribonucleotide
    • aminoimidazole carboxamide ribonucleotide
    • 5'-Phosphoribosyl-5-amino-4-imidazolecarboxamide
    • 5-amino-4-imidazolecarboxamide ribotide
    • Acadesine 5'-monophosphate
    • 5-Aminoimidazole-4-carboxamide ribotide
    • AICA Ribotide
    • F0X88YW0YK
    • 5-Amino-4-imidazole carboxamide ribonucleotide
    • 5-Phosphoribosyl-4-carbamoyl-5-aminoimidazole
    • 5-Amino-4-imidazolecarboxamide ribonucleoside 5'-monophosphate
    • NSC-283955
    • NSC-292227
    • 5'-Phospho-ribosyl-5-amino-4-imidazole carboxamide
    • CHEBI:18406
    • Imidazole-4-carboxamide, 5-amino-1-beta-D-ribofuranosyl-, 5'-(dihydrogen phosphate)
    • {[(2R,3S,4R,5R)-5-(5-amino-4-carbamoyl-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
    • AICA-Ribotide
    • [(2R,3S,4R,5R)-5-(5-amino-4-carbamoylimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
    • 5-aminoimidazole-4-carboxamide ribonucleotide
    • (((2R,3S,4R,5R)-5-(5-amino-4-carbamoyl-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl)methoxy)phosphonic acid
    • ((2R,3S,4R,5R)-5-(5-amino-4-carbamoylimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl)methyl dihydrogen phosphate
    • RefChem:553207
    • ((2R,3S,4R,5R)-5-(4-Carbamoyl-5-Aminoimidazol-1-yl)-3,4-Dihydroxyoxolan-2-yl)Methyl Dihydrogen Phosphate
    • 221-212-1
    • 4-carboxy-5-aminoimidazole ribotide
    • 5-amino-1-beta-D-ribofuranosylimidazole-4-carboxamide monophosphate
    • 5-amino-4-imidazolecarboxamide ribofuranoside 5'-monophosphate
    • Aicar
    • AICAriboside 5'-monophosphate
    • AICAR monophosphate
    • 5'-Aminoimidazole-4-carboxamide-1-beta-d-ribofuranosyl 5'-monophosphate
    • 5-Amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide
    • 1-(5'-Phosphoribosyl)-5-amino-4-imidazolecarboxamide
    • AICA-Riboside, 5'-Phosphate
    • CHEMBL483849
    • ZMP
    • AMINOIMIDAZOLE 4-CARBOXAMIDE RIBONUCLEOTIDE
    • 5'-P-ribosyl-5-amino-4-imidazole carboxamide
    • 5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
    • 5'-phosphoribosyl-5-amino-4-imidazole carboxamide
    • [(2R,3S,4R,5R)-5-(5-amino-4-carbamoyl-imidazol-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
    • AMZ
    • C9H15N4O8P
    • EINECS 221-212-1
    • UNII-F0X88YW0YK
    • NSC 283955
    • NSC 292227
    • NSC283955
    • NSC292227
    • DTXSID10904363
    • 1H-Imidazole-4-carboxamide, 5-amino-1-(5-O-phosphono-.beta.-D-ribofuranosyl)-
    • 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide
    • 5-Amino-4-imidazolecarboxamide ribonucleotide
    • AICAR [MART.]
    • orb63209
    • orb1705199
    • orb1734095
    • SCHEMBL1230585
    • BDBM22579
    • MSK15375
    • AKOS027326505
    • MSK15375-400W
    • DB01700
    • NA07204
    • Aminoimidazole-4-carboxamide ribonucleotide
    • NS00015007
    • C04677
    • G77032
    • Q2817102
    • 5'-Phospho-b-D-ribosyl-5-amino-4-imidazolecarboxamide
    • 5-Amino-1-(5'-phosphofuranoribosyl)-4-imidazolecarboxamide
    • 5-Amino-1beta-D-ribofuranosylimidazole-4-carboxamide 5'-phosphate
    • 5-Aminoimidazole-4-carboxamide-1-?-D-Ribofuranosyl 5'-Monophosphate
    • 5-Aminoimidazole-4-carboxamide-1-b-D-ribofuranose 5'-monophosphate
    • 5-Amino-1-(5-O-phosphono-|A-D-ribofuranosyl)-1H-imidazole-4-carboxamide
    • 5-Amino-1-(5-O-phosphono-b-D-ribofuranosyl)-1H-imidazole-4-carboxamide
    • 5-Aminoimidazole-4-carboxamide-1-.beta.D-ribofuranosyl 5'-monophosphate
    • 5-Aminoimidazole-4-carboxamide-1-|A-D-Ribofuranosyl 5'-Monophosphate
    • 5-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5''-monophosphate
    • 1H-Imidazole-4-carboxamide, 5-amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-(9Cl)
    • 5-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate, >=93%
    • Imidazole-4-carboxamide, 5-amino-1-b-D-ribofuranosyl-, 5'-phosphate (6CI,7CI)
    • Imidazole-4-carboxamide, 5-amino-1-beta-D-ribofuranosyl-, 5'-(dihydrogen phosphate) (8Cl)
    • 5-Aminoimidazole-4-carboxamide-1-|A-D-ribofuranosyl 5 inverted exclamation marka-monophosphate
    • 5-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate Solution in Water, 400ug/mL
    • 3031-94-5

  • Applications

    AICA Ribotide, CAS 3031-94-5, is primarily used in biochemical research and nucleotide synthesis: it serves as a reference material and reagent in studies of de novo purine biosynthesis and cellular energy metabolism; it functions as a substrate for enzymatic assays and the development of kinase activity measurements; it can be employed as a tool to activate AMPK in cellular models via its ZMP derivative; it also acts as a precursor or building block in nucleotide synthesis workflows in biotech and pharmaceutical laboratories; and it is used as an analytical reference for LC-MS/NMR characterization of nucleotides.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.09
    methanol 0.45
    isopropanol 0.06
    water 45.02
    ethyl acetate 0.02
    n-propanol 0.07
    acetone 0.09
    n-butanol 0.06
    acetonitrile 0.05
    DMF 4.79
    toluene 0.02
    isobutanol 0.04
    1,4-dioxane 0.14
    methyl acetate 0.03
    THF 0.25
    2-butanone 0.06
    n-pentanol 0.03
    sec-butanol 0.06
    n-hexane 0.01
    ethylene glycol 1.61
    NMP 10.08
    cyclohexane 0.04
    DMSO 16.34
    n-butyl acetate 0.04
    n-octanol 0.05
    chloroform 0.01
    n-propyl acetate 0.02
    acetic acid 1.24
    dichloromethane 0.02
    cyclohexanone 0.21
    propylene glycol 0.95
    isopropyl acetate 0.02
    DMAc 3.98
    2-ethoxyethanol 0.61
    isopentanol 0.05
    n-heptane 0.05
    ethyl formate 0.08
    1,2-dichloroethane 0.02
    n-hexanol 0.08
    2-methoxyethanol 1.93
    isobutyl acetate 0.01
    tetrachloromethane 0.02
    n-pentyl acetate 0.04
    transcutol 0.55
    n-heptanol 0.13
    ethylbenzene 0.01
    MIBK 0.04
    2-propoxyethanol 0.82
    tert-butanol 0.08
    MTBE 0.02
    2-butoxyethanol 0.52
    propionic acid 0.18
    o-xylene 0.03
    formic acid 23.38
    diethyl ether 0.04
    m-xylene 0.02
    p-xylene 0.02
    chlorobenzene 0.0
    dimethyl carbonate 0.19
    n-octane 0.02
    formamide 14.67
    cyclopentanone 0.36
    2-pentanone 0.06
    anisole 0.02
    cyclopentyl methyl ether 0.14
    gamma-butyrolactone 0.39
    1-methoxy-2-propanol 1.07
    pyridine 0.11
    3-pentanone 0.07
    furfural 0.83
    n-dodecane 0.01
    diethylene glycol 2.72
    diisopropyl ether 0.02
    tert-amyl alcohol 0.08
    acetylacetone 0.11
    n-hexadecane 0.01
    acetophenone 0.05
    methyl propionate 0.07
    isopentyl acetate 0.03
    trichloroethylene 0.03
    n-nonanol 0.06
    cyclohexanol 0.13
    benzyl alcohol 0.04
    2-ethylhexanol 0.06
    isooctanol 0.07
    dipropyl ether 0.12
    1,2-dichlorobenzene 0.01
    ethyl lactate 0.18
    propylene carbonate 0.14
    n-methylformamide 1.5
    2-pentanol 0.05
    n-pentane 0.02
    1-propoxy-2-propanol 0.49
    1-methoxy-2-propyl acetate 0.13
    2-(2-methoxypropoxy) propanol 0.36
    mesitylene 0.02
    ε-caprolactone 0.16
    p-cymene 0.03
    epichlorohydrin 0.1
    1,1,1-trichloroethane 0.01
    2-aminoethanol 0.93
    morpholine-4-carbaldehyde 3.0
    sulfolane 4.16
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 0.08
    n-hexyl acetate 0.03
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 0.49
    sec-butyl acetate 0.01
    tert-butyl acetate 0.04
    decalin 0.01
    glycerin 9.02
    diglyme 1.03
    acrylic acid 0.49
    isopropyl myristate 0.02
    n-butyric acid 0.14
    acetyl acetate 0.03
    di(2-ethylhexyl) phthalate 0.04
    ethyl propionate 0.03
    nitromethane 1.37
    1,2-diethoxyethane 0.06
    benzonitrile 0.03
    trioctyl phosphate 0.04
    1-bromopropane 0.01
    gamma-valerolactone 0.99
    n-decanol 0.04
    triethyl phosphate 0.09
    4-methyl-2-pentanol 0.03
    propionitrile 0.03
    vinylene carbonate 0.13
    1,1,2-trichlorotrifluoroethane 1.46
    DMS 0.05
    cumene 0.01
    2-octanol 0.06
    2-hexanone 0.03
    octyl acetate 0.02
    limonene 0.04
    1,2-dimethoxyethane 0.54
    ethyl orthosilicate 0.08
    tributyl phosphate 0.04
    diacetone alcohol 0.29
    N,N-dimethylaniline 0.05
    acrylonitrile 0.07
    aniline 0.05
    1,3-propanediol 0.61
    bromobenzene 0.0
    dibromomethane 0.01
    1,1,2,2-tetrachloroethane 0.04
    2-methyl-cyclohexyl acetate 0.05
    tetrabutyl urea 0.13
    diisobutyl methanol 0.04
    2-phenylethanol 0.07
    styrene 0.01
    dioctyl adipate 0.02
    dimethyl sulfate 0.94
    ethyl butyrate 0.06
    methyl lactate 0.73
    butyl lactate 0.16
    diethyl carbonate 0.04
    propanediol butyl ether 0.47
    triethyl orthoformate 0.1
    p-tert-butyltoluene 0.03
    methyl 4-tert-butylbenzoate 0.18
    morpholine 0.25
    tert-butylamine 0.04
    n-dodecanol 0.03
    dimethoxymethane 0.79
    ethylene carbonate 0.08
    cyrene 0.92
    2-ethoxyethyl acetate 0.05
    2-ethylhexyl acetate 0.03
    1,2,4-trichlorobenzene 0.01
    4-methylpyridine 0.06
    dibutyl ether 0.04
    2,6-dimethyl-4-heptanol 0.04
    DEF 0.36
    dimethyl isosorbide 0.63
    tetrachloroethylene 0.05
    eugenol 0.25
    triacetin 0.07
    span 80 0.26
    1,4-butanediol 0.25
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 0.02
    methyl formate 0.86
    2-methyl-1-butanol 0.05
    n-decane 0.02
    butyronitrile 0.03
    3,7-dimethyl-1-octanol 0.03
    1-chlorooctane 0.02
    1-chlorotetradecane 0.01
    n-nonane 0.02
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.02
    cyclopentanol 0.18
    tetrahydropyran 0.07
    tert-amyl methyl ether 0.04
    2,5,8-trioxanonane 0.81
    1-hexene 0.01
    2-isopropoxyethanol 0.18
    2,2,2-trifluoroethanol 1.79
    methyl butyrate 0.05

    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