5'-Methylthioadenosine

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  • Identifiers

    CAS number
    57301-10-7

    Molecular formula
    C11H15N5O3S

    SMILES
    CSC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 53.33%
    Meaty 50.33%
    Roasted 43.98%
    Savory 34.57%
    Cooked 31.92%
    Nutty 27.36%
    Beefy 24.82%
    Burnt 24.58%
    Popcorn 21.83%
    Sulfurous 21.57%

     

    Flavor
    Bitter 73.81%
    Odorless 30.48%
    Bland 25.84%
    Roasted 24.31%
    Sweet-like 23.69%
    Scallion 20.39%
    Cedarleaf 19.89%
    Bread crust 19.44%
    Bouillon 19.29%
    Cereal 19.26%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.3

    pKa est.
    4.92 (weak acid)

    Molecular weight
    297.34 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1536°C

    Flash point

    • 323.31 ˚C est.

  • Synonyms

    • Methylthioadenosine
    • 5'-methylthioadenosine
    • 5'-S-methyl-5'-thioadenosine
    • 5'-Deoxy-5'-(methylthio)adenosine
    • 5'-DEOXY-5'-METHYLTHIOADENOSINE
    • 5'-(Methylthio)adenosine
    • S-methyl-5'-thioadenosine
    • 5'-S-Methylthioadenosine
    • Vitamin L(sub 2)
    • 5'-Deoxy(methylthio)adenosine
    • NSC 335422
    • UNII-634Z2VK3UQ
    • 5'-S-methyl-5'-thio-Adenosine
    • DTXSID20179308
    • S-methyl-5-thioadenosine
    • (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-[(methylsulfanyl)methyl]oxolane-3,4-diol
    • BRN 0042420
    • CHEBI:17509
    • 4-26-00-03675 (Beilstein Handbook Reference)
    • NSC-335422
    • 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-beta-D-Ribofuranose
    • 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-beta-delta-Ribofuranose
    • 7-(TETRAHYDRO-3,4-DIHYDROXY-5-(METHYLMERCAPTOMETHYL)-2-FURYL)ADENINE
    • 5-MTDA
    • 5'-methylthio-5'-deoxyadenosine
    • (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-((methylsulfanyl)methyl)oxolane-3,4-diol
    • 5-Methyl-Thioadenosine
    • RefChem:100831
    • adenine(5'-deoxy-5'-methylthio)9-beta-D-furanoriboside
    • DTXCID10101799
    • METHYLTHIOADENOSINE [INCI]
    • 5'-Deoxy-5'-(methylsulphanyl)adenosine
    • 9-(5-S-Methyl-5-thio-b-D-ribofuranosyl)-9H-purin-6-amine
    • 9-(5-S-Methyl-5-thio-I2-D-ribofuranosyl)-9H-purin-6-amine
    • 57301-10-7
    • 626-314-3
    • WUUGFSXJNOTRMR-IOSLPCCCSA-N
    • 2457-80-9
    • (2R,3R,4S,5S)-2-(6-Amino-9H-purin-9-yl)-5-((methylthio)methyl)tetrahydrofuran-3,4-diol
    • 5-Methylthioadenosine
    • ADENOSINE, 5'-S-METHYL-5'-THIO-
    • Vitamin L2
    • Thiomethyladenosine
    • 5'-(Methylthio)-5'-deoxyadenosine
    • MTA
    • MFCD00010533
    • C11H15N5O3S
    • (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol
    • 634Z2VK3UQ
    • CHEMBL277041
    • 5'-CH3S-5'dA
    • 5'-deoxy-5'-(methylsulfanyl)adenosine
    • 5'-Deoxy-5'-(methylthio)-D-adenosine
    • 5 inverted exclamation marka-Deoxy-5 inverted exclamation marka-(methylthio)adenosine
    • 9-(5-S-methyl-5-thio-beta-D-ribofuranosyl)-9H-purin-6-amine
    • (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)tetrahydrofuran-3,4-diol
    • .beta.-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-
    • 5'-Thiomethyladenosine
    • Adenosine, 5-methylthio-
    • MTA; 5'-Methylthioadenosine
    • SCHEMBL160358
    • SCHEMBL536062
    • orb1299106
    • 5-Deoxy-5-Methylthio adenosine
    • SCHEMBL29361072
    • BDBM22111
    • MSK6925
    • 5'-Deoxy-5'-methylthio-adenosine
    • AIDS003668
    • EX-A4640
    • PDSP1_001005
    • PDSP2_000989
    • AKOS016006238
    • DB02282
    • DS-4224
    • EBC-414078
    • ND07992
    • HY-16938
    • SY288175
    • CS-0012983
    • NS00014568
    • C00170
    • C74264
    • F230436
    • Q3599216
    • 5'-Deoxy-5'-methylthioadenosine - CAS 2457-80-9
    • 7DDC4B4A-0E54-449C-A502-BDAEA990DE4C
    • Z2217101605
    • Adenosine, 5'-S-methyl-5'-thio- (6CI,7CI,8CI,9CI)
    • (2R,3R,4S,5R)-2-(6-Aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol
    • (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-[(methylsulfanyl)methyl]oxolane-3,4-diol
    • 5 inverted exclamation mark -Deoxy-5 inverted exclamation mark -(methylthio)adenosine
    • 2457-80-9

  • Applications

    5'-Methylthioadenosine (CAS 57301-10-7) is a purine nucleoside primarily used as a biochemical research tool. In practice, it serves as a reagent for MTAP activity assays and for MTAP inhibitor discovery, and it is involved in studies of the methionine salvage pathway and polyamine biosynthesis. It is also used as a starting material or intermediate in the synthesis of modified nucleosides and nucleotide analogs for pharmaceutical research. In cell-based metabolism studies, MTA helps probe purine-nucleoside salvage and methylation-related processes. Additionally, it may be employed as a feedstock in the synthesis of modified nucleosides for pharmaceutical applications and enzymatic technologies. Its handling and use depend on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.16
    methanol 12.44
    isopropanol 2.73
    water 11.24
    ethyl acetate 0.72
    n-propanol 5.18
    acetone 1.71
    n-butanol 4.59
    acetonitrile 2.25
    DMF 36.09
    toluene 0.36
    isobutanol 2.97
    1,4-dioxane 2.57
    methyl acetate 1.32
    THF 9.45
    2-butanone 3.33
    n-pentanol 3.36
    sec-butanol 3.62
    n-hexane 0.08
    ethylene glycol 29.85
    NMP 118.57
    cyclohexane 0.25
    DMSO 47.87
    n-butyl acetate 1.58
    n-octanol 0.88
    chloroform 1.11
    n-propyl acetate 1.09
    acetic acid 45.02
    dichloromethane 1.52
    cyclohexanone 14.07
    propylene glycol 32.95
    isopropyl acetate 0.56
    DMAc 47.81
    2-ethoxyethanol 19.88
    isopentanol 3.09
    n-heptane 0.28
    ethyl formate 3.59
    1,2-dichloroethane 1.19
    n-hexanol 2.94
    2-methoxyethanol 46.15
    isobutyl acetate 0.63
    tetrachloromethane 0.37
    n-pentyl acetate 1.42
    transcutol 16.63
    n-heptanol 2.31
    ethylbenzene 0.26
    MIBK 1.16
    2-propoxyethanol 14.6
    tert-butanol 1.77
    MTBE 0.35
    2-butoxyethanol 10.63
    propionic acid 11.1
    o-xylene 0.43
    formic acid 210.03
    diethyl ether 0.47
    m-xylene 0.36
    p-xylene 0.47
    chlorobenzene 0.56
    dimethyl carbonate 1.9
    n-octane 0.13
    formamide 141.18
    cyclopentanone 18.67
    2-pentanone 1.96
    anisole 0.53
    cyclopentyl methyl ether 2.33
    gamma-butyrolactone 23.64
    1-methoxy-2-propanol 20.07
    pyridine 5.94
    3-pentanone 1.86
    furfural 31.17
    n-dodecane 0.08
    diethylene glycol 36.54
    diisopropyl ether 0.18
    tert-amyl alcohol 2.44
    acetylacetone 2.08
    n-hexadecane 0.09
    acetophenone 2.2
    methyl propionate 1.97
    isopentyl acetate 1.48
    trichloroethylene 2.81
    n-nonanol 0.98
    cyclohexanol 4.81
    benzyl alcohol 3.53
    2-ethylhexanol 1.56
    isooctanol 1.6
    dipropyl ether 1.06
    1,2-dichlorobenzene 0.7
    ethyl lactate 5.17
    propylene carbonate 9.32
    n-methylformamide 31.05
    2-pentanol 1.86
    n-pentane 0.13
    1-propoxy-2-propanol 8.06
    1-methoxy-2-propyl acetate 2.91
    2-(2-methoxypropoxy) propanol 7.43
    mesitylene 0.26
    ε-caprolactone 12.93
    p-cymene 0.56
    epichlorohydrin 10.41
    1,1,1-trichloroethane 0.45
    2-aminoethanol 30.15
    morpholine-4-carbaldehyde 43.94
    sulfolane 60.58
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 4.17
    n-hexyl acetate 1.05
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 10.43
    sec-butyl acetate 0.57
    tert-butyl acetate 0.65
    decalin 0.09
    glycerin 101.34
    diglyme 13.61
    acrylic acid 21.39
    isopropyl myristate 0.5
    n-butyric acid 9.42
    acetyl acetate 0.69
    di(2-ethylhexyl) phthalate 1.75
    ethyl propionate 0.94
    nitromethane 28.1
    1,2-diethoxyethane 1.36
    benzonitrile 2.9
    trioctyl phosphate 1.46
    1-bromopropane 0.6
    gamma-valerolactone 42.8
    n-decanol 0.79
    triethyl phosphate 1.8
    4-methyl-2-pentanol 0.95
    propionitrile 2.22
    vinylene carbonate 8.51
    1,1,2-trichlorotrifluoroethane 42.97
    DMS 1.41
    cumene 0.25
    2-octanol 1.03
    2-hexanone 1.64
    octyl acetate 0.87
    limonene 0.82
    1,2-dimethoxyethane 7.45
    ethyl orthosilicate 1.47
    tributyl phosphate 1.37
    diacetone alcohol 4.94
    N,N-dimethylaniline 0.85
    acrylonitrile 4.75
    aniline 1.99
    1,3-propanediol 29.31
    bromobenzene 0.35
    dibromomethane 0.82
    1,1,2,2-tetrachloroethane 2.55
    2-methyl-cyclohexyl acetate 1.91
    tetrabutyl urea 2.8
    diisobutyl methanol 0.74
    2-phenylethanol 3.4
    styrene 0.24
    dioctyl adipate 1.23
    dimethyl sulfate 7.73
    ethyl butyrate 1.58
    methyl lactate 13.28
    butyl lactate 5.09
    diethyl carbonate 1.26
    propanediol butyl ether 11.39
    triethyl orthoformate 1.83
    p-tert-butyltoluene 0.45
    methyl 4-tert-butylbenzoate 2.96
    morpholine 7.89
    tert-butylamine 0.62
    n-dodecanol 0.6
    dimethoxymethane 5.4
    ethylene carbonate 5.68
    cyrene 22.85
    2-ethoxyethyl acetate 2.2
    2-ethylhexyl acetate 1.2
    1,2,4-trichlorobenzene 1.2
    4-methylpyridine 3.12
    dibutyl ether 0.52
    2,6-dimethyl-4-heptanol 0.74
    DEF 6.01
    dimethyl isosorbide 11.01
    tetrachloroethylene 2.19
    eugenol 5.56
    triacetin 2.46
    span 80 7.25
    1,4-butanediol 14.67
    1,1-dichloroethane 0.48
    2-methyl-1-pentanol 2.35
    methyl formate 14.17
    2-methyl-1-butanol 3.54
    n-decane 0.12
    butyronitrile 2.22
    3,7-dimethyl-1-octanol 0.73
    1-chlorooctane 0.27
    1-chlorotetradecane 0.15
    n-nonane 0.11
    undecane 0.09
    tert-butylcyclohexane 0.05
    cyclooctane 0.11
    cyclopentanol 8.99
    tetrahydropyran 2.43
    tert-amyl methyl ether 0.64
    2,5,8-trioxanonane 11.22
    1-hexene 0.25
    2-isopropoxyethanol 6.8
    2,2,2-trifluoroethanol 27.81
    methyl butyrate 2.05

    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