N-acetyl-S-farnesylcysteine

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  • Identifiers

    CAS number
    135304-07-3

    Molecular formula
    C20H33NO3S

    SMILES
    CC(=CCC/C(=C/CC/C(=C/CSC[C@@H](C(=O)O)NC(=O)C)/C)/C)C

    Safety labels

  • Odor profile

    Fragrance
    Fruity 46.09%
    Citrus 44.71%
    Meaty 43.08%
    Grapefruit 41.95%
    Floral 36.39%
    Tropical 33.63%
    Fresh 32.56%
    Herbal 31.89%
    Savory 30.14%
    Roasted 28.34%

     

    Flavor
    Herbal 39.32%
    Woody 27.13%
    Mild 26.1%
    Green 23.47%
    Spicy 21.44%
    Oriental 21.14%
    Bland 21.05%
    Diterpene 20.83%
    Delicate 20.68%
    Low 20.68%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.0

    pKa est.
    7.98 (neutral)

    Molecular weight
    367.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    417°C

    Flash point

    • 230.7 ˚C est.

  • Synonyms

    • 135304-07-3
    • N-acetyl-S-farnesylcysteine
    • N-Acetyl-S-trans,trans-farnesyl-L-cysteine
    • N-AFC
    • Acetyl farnesylcysteine
    • N-acetyl-L-farnesylcysteine
    • N-Acetylfarnesylcysteine
    • DTXSID701021741
    • KK6984C8O3
    • N-ACETYL-S-FARNESYL-L-CYSTEINE
    • L-Cysteine, N-acetyl-S-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-, (E,E)-
    • L-CYSTEINE, N-ACETYL-S-((2E,6E)-3,7,11-TRIMETHYL-2,6,10-DODECATRIEN-1-YL)-
    • N-acetyl-S-trans, trans-farnesyl-L-cysteine
    • RefChem:927019
    • DTXCID401506714
    • Arazine
    • Ac-Cys(farnesyl)-OH
    • acetyl-farnesyl-cysteine
    • C20H33NO3S
    • (2R)-2-acetamido-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]sulfanylpropanoic acid
    • CHEMBL1555989
    • AFC cpd
    • MFCD00871540
    • (R)-2-Acetamido-3-(((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)thio)propanoic acid
    • UNII-KK6984C8O3
    • AFC Medirepair
    • L-Cysteine,N-acetyl-S-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-
    • Spectrum5_001957
    • ACETYLFARNESYLCYSTEINE
    • BSPBio_001384
    • BML2-C11
    • orb1309984
    • SCHEMBL2818639
    • CHEBI:94750
    • acetyl (N)-s-farnesyl-l-cysteine
    • CHEBI:166669
    • L-CYSTEINE, N-ACETYL-S-((2E,6E)-3,7,11-TRIMETHYL-2,6,10-DODECATRIENYL)-
    • HMS1361F06
    • HMS1361K19
    • HMS1791F06
    • HMS1791K19
    • HMS1989F06
    • HMS1989K19
    • HMS3402F06
    • HMS3649I07
    • BDBM50530481
    • AKOS027327980
    • N-acetyl-S-(e,e)-farnesyl-l-cysteine
    • IDI1_033854
    • IDI1_033967
    • N-ACETYL-L-FARNESYLCYSTEINE [MI]
    • NCGC00161311-01
    • NCGC00161311-02
    • NCGC00161311-03
    • NCGC00161311-04
    • AS-49038
    • DA-65907
    • SY263790
    • HY-133021
    • CS-0109433
    • G-200
    • SR-05000002098
    • SR-05000002098-2
    • BRD-K79437791-001-02-4
    • BRD-K79437791-001-05-7
    • BRD-K79437791-001-06-5
    • Q27282303
    • (2R)-2-acetamido-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]sulanylpropanoic acid
    • (2R)-2-acetamido-3-[[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]thio]propionic acid
    • (R)-2-Acetamido-3-(((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)thio)propanoicacid
    • (2R)-2-acetamido-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]sulfanyl-propanoic acid
    • 135304-07-3

  • Applications

    N-acetyl-S-farnesylcysteine (CAS 135304-07-3) is used primarily as a specialized reagent and synthetic building block in biochemical and organic-chemical research related to protein prenylation. It serves as a lipophilic cysteine-derived intermediate for the preparation of lipidated peptides and peptidomimetics, and as a protected thiol-building block in peptide synthesis. It may also be used as a research standard or reference compound in assays evaluating thiol reactivity and in studies of lipid-modified amino acid analogs. In addition, it can function as a precursor in small-scale organic synthesis of lipid-bearing compounds and other specialty materials, subject to formulation constraints and regulatory considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 28.56
    methanol 35.77
    isopropanol 14.66
    water 0.04
    ethyl acetate 8.88
    n-propanol 20.58
    acetone 19.51
    n-butanol 18.22
    acetonitrile 3.38
    DMF 65.32
    toluene 5.22
    isobutanol 13.09
    1,4-dioxane 36.68
    methyl acetate 9.49
    THF 120.5
    2-butanone 22.25
    n-pentanol 27.48
    sec-butanol 18.86
    n-hexane 0.87
    ethylene glycol 1.74
    NMP 71.75
    cyclohexane 1.09
    DMSO 56.68
    n-butyl acetate 13.16
    n-octanol 12.69
    chloroform 24.96
    n-propyl acetate 16.02
    acetic acid 19.27
    dichloromethane 17.76
    cyclohexanone 43.06
    propylene glycol 8.99
    isopropyl acetate 9.31
    DMAc 155.79
    2-ethoxyethanol 74.02
    isopentanol 17.13
    n-heptane 0.58
    ethyl formate 9.45
    1,2-dichloroethane 12.33
    n-hexanol 15.4
    2-methoxyethanol 58.74
    isobutyl acetate 13.22
    tetrachloromethane 2.78
    n-pentyl acetate 15.05
    transcutol 166.09
    n-heptanol 12.72
    ethylbenzene 6.78
    MIBK 14.2
    2-propoxyethanol 50.72
    tert-butanol 19.99
    MTBE 14.92
    2-butoxyethanol 42.34
    propionic acid 9.4
    o-xylene 5.37
    formic acid 8.35
    diethyl ether 7.34
    m-xylene 4.79
    p-xylene 8.23
    chlorobenzene 6.13
    dimethyl carbonate 4.7
    n-octane 0.44
    formamide 11.85
    cyclopentanone 44.53
    2-pentanone 15.79
    anisole 20.4
    cyclopentyl methyl ether 22.91
    gamma-butyrolactone 34.88
    1-methoxy-2-propanol 47.82
    pyridine 22.68
    3-pentanone 11.13
    furfural 35.22
    n-dodecane 0.37
    diethylene glycol 25.31
    diisopropyl ether 2.53
    tert-amyl alcohol 23.52
    acetylacetone 18.85
    n-hexadecane 0.41
    acetophenone 24.8
    methyl propionate 9.3
    isopentyl acetate 16.71
    trichloroethylene 26.51
    n-nonanol 12.94
    cyclohexanol 16.92
    benzyl alcohol 21.95
    2-ethylhexanol 9.91
    isooctanol 11.13
    dipropyl ether 7.34
    1,2-dichlorobenzene 7.1
    ethyl lactate 13.17
    propylene carbonate 17.82
    n-methylformamide 14.99
    2-pentanol 9.45
    n-pentane 0.48
    1-propoxy-2-propanol 35.29
    1-methoxy-2-propyl acetate 23.17
    2-(2-methoxypropoxy) propanol 42.11
    mesitylene 3.33
    ε-caprolactone 40.03
    p-cymene 4.12
    epichlorohydrin 48.36
    1,1,1-trichloroethane 9.31
    2-aminoethanol 10.56
    morpholine-4-carbaldehyde 76.86
    sulfolane 56.52
    2,2,4-trimethylpentane 0.74
    2-methyltetrahydrofuran 45.17
    n-hexyl acetate 20.79
    isooctane 0.41
    2-(2-butoxyethoxy)ethanol 61.74
    sec-butyl acetate 12.45
    tert-butyl acetate 14.99
    decalin 1.19
    glycerin 12.13
    diglyme 96.62
    acrylic acid 6.91
    isopropyl myristate 6.86
    n-butyric acid 17.57
    acetyl acetate 6.02
    di(2-ethylhexyl) phthalate 12.12
    ethyl propionate 10.49
    nitromethane 20.84
    1,2-diethoxyethane 30.16
    benzonitrile 10.5
    trioctyl phosphate 6.81
    1-bromopropane 7.07
    gamma-valerolactone 86.07
    n-decanol 8.19
    triethyl phosphate 8.41
    4-methyl-2-pentanol 7.68
    propionitrile 4.7
    vinylene carbonate 13.03
    1,1,2-trichlorotrifluoroethane 45.59
    DMS 10.07
    cumene 5.76
    2-octanol 8.25
    2-hexanone 24.35
    octyl acetate 9.97
    limonene 5.61
    1,2-dimethoxyethane 92.21
    ethyl orthosilicate 9.94
    tributyl phosphate 7.93
    diacetone alcohol 30.49
    N,N-dimethylaniline 19.88
    acrylonitrile 5.11
    aniline 10.0
    1,3-propanediol 17.52
    bromobenzene 5.18
    dibromomethane 11.13
    1,1,2,2-tetrachloroethane 30.17
    2-methyl-cyclohexyl acetate 19.53
    tetrabutyl urea 15.29
    diisobutyl methanol 5.38
    2-phenylethanol 18.71
    styrene 6.86
    dioctyl adipate 14.46
    dimethyl sulfate 10.48
    ethyl butyrate 11.88
    methyl lactate 10.49
    butyl lactate 19.92
    diethyl carbonate 6.74
    propanediol butyl ether 39.9
    triethyl orthoformate 13.06
    p-tert-butyltoluene 3.97
    methyl 4-tert-butylbenzoate 24.91
    morpholine 69.61
    tert-butylamine 8.52
    n-dodecanol 5.08
    dimethoxymethane 33.17
    ethylene carbonate 10.75
    cyrene 48.73
    2-ethoxyethyl acetate 25.52
    2-ethylhexyl acetate 12.89
    1,2,4-trichlorobenzene 10.55
    4-methylpyridine 22.78
    dibutyl ether 10.07
    2,6-dimethyl-4-heptanol 5.38
    DEF 28.14
    dimethyl isosorbide 68.16
    tetrachloroethylene 16.31
    eugenol 31.56
    triacetin 23.49
    span 80 32.91
    1,4-butanediol 11.66
    1,1-dichloroethane 9.1
    2-methyl-1-pentanol 26.91
    methyl formate 9.05
    2-methyl-1-butanol 17.32
    n-decane 0.79
    butyronitrile 7.96
    3,7-dimethyl-1-octanol 10.69
    1-chlorooctane 4.29
    1-chlorotetradecane 1.4
    n-nonane 0.66
    undecane 0.51
    tert-butylcyclohexane 1.06
    cyclooctane 0.41
    cyclopentanol 18.2
    tetrahydropyran 36.48
    tert-amyl methyl ether 14.24
    2,5,8-trioxanonane 66.31
    1-hexene 5.02
    2-isopropoxyethanol 47.31
    2,2,2-trifluoroethanol 5.25
    methyl butyrate 19.23

    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