Noladin Ether

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  • Identifiers

    CAS number
    222723-55-9

    Molecular formula
    C23H40O3

    SMILES
    CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC(CO)CO

    Safety labels

  • Odor profile

    Fragrance
    Fatty 61.44%
    Oily 49.72%
    Fruity 37.87%
    Waxy 36.68%
    Sweet 26.63%
    Citrus 23.66%
    Herbal 22.81%
    Fishy 22.56%
    Fresh 20.81%
    Woody 19.45%

     

    Flavor
    Faint 20.69%
    Fatty 20.02%
    Honeydew 19.79%
    Delicate 19.62%
    Oriental 19.22%
    Diterpene 18.66%
    Slightly waxy 18.57%
    Low 18.54%
    Skunky 18.45%
    Pumpkin 18.41%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.7

    pKa est.
    7.4 (neutral)

    Molecular weight
    364.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    190°C

    Flash point

    • 238.51 ˚C est.

  • Synonyms

    • noladin ether
    • 222723-55-9
    • 2-AG ether
    • 2-arachidonyl glyceryl ether
    • 2-Arachidonyl Glycerol ether
    • 2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoxy]propane-1,3-diol
    • 5Z,8Z,11Z,14Z-eicosatetraen-2-glyceryl ether
    • 2-(5Z,8Z,11Z,14Z-eicosatetraenyl)-sn-glycerol
    • CHEBI:75913
    • (5Z,8Z,11Z,14Z)-icosatetraenyl-2-glyceryl ether
    • 2-((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoxy)propane-1,3-diol
    • RefChem:927871
    • GlyTouCan:G29253JP
    • G29253JP
    • Noladin
    • HU-310
    • 2-arachidonylglyceryl ether
    • UNII-0D295FLV8W
    • 0D295FLV8W
    • CHEMBL146346
    • 1,3-Propanediol, 2-((5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraenyloxy)-
    • 2-{[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yl]oxy}propane-1,3-diol
    • 2-O-(5Z,8Z,11Z,14Z)-eicosatetraenylglycerol
    • 2-Arachidonyl glycerol
    • HU 310
    • 1,3-Propanediol, 2-[(5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraenyloxy]-
    • 2-arachidonoyl glyceryl ether
    • SCHEMBL495999
    • GTPL5545
    • orb1692392
    • SCHEMBL21194825
    • CUJUUWXZAQHCNC-DOFZRALJSA-N
    • DTXSID901018178
    • HMS3649C05
    • BDBM50171296
    • EX-A10463
    • LMGL01020034
    • 2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yloxy]propane-1,3-diol
    • AKOS024456581
    • NCGC00162416-01
    • DA-76244
    • MS-32911
    • PD020897
    • HY-110014
    • CS-0032829
    • SR-01000946556
    • 2-O-(5Z,8Z,11Z,14Z-eicosatetraenyl)-sn-glycerol
    • Q3877880
    • SR-01000946556-1
    • 5Z,?8Z,?11Z,?14Z-?eicosatetraen-?2-?glyceryl ether
    • 2-[((11Z,14Z)-Icosa-5,8,11,14-tetraenyl)oxy]-propane-1,3-diol
    • 2-[((5Z,8Z,11Z)-Icosa-5,8,11,14-tetraenyl)oxy]-propane-1,3-diol
    • 2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenyloxy]propane-1,3-diol
    • 1,3-PROPANEDIOL, 2-((5Z,8Z,11Z,14Z)-5,8,11,14-EICOSATETRAEN-1-YLOXY)-
    • VKV
    • 222723-55-9

  • Applications

    Noladin Ether (CAS 222723-55-9) is a cannabinoid-like compound primarily used as a research tool in cannabinoid pharmacology, serving as a CB1/CB2 receptor ligand to study receptor activity and endocannabinoid signaling; it is also viewed as an intermediate in the synthesis of related cannabinoid compounds and may be used as a reference material in laboratory work for developing derivatives; in analytical chemistry, it is used to develop assays and as a reference standard for cannabinoids; additional applications include evaluation in pharmacokinetic and metabolic studies (in vitro and in vivo) and investigation of lipid-signaling mechanisms; all applications are typically limited to research settings and subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 18.98
    methanol 26.59
    isopropanol 14.95
    water 0.04
    ethyl acetate 64.4
    n-propanol 21.75
    acetone 59.71
    n-butanol 29.11
    acetonitrile 14.54
    DMF 55.37
    toluene 31.32
    isobutanol 19.95
    1,4-dioxane 104.97
    methyl acetate 38.92
    THF 304.48
    2-butanone 67.92
    n-pentanol 26.31
    sec-butanol 25.63
    n-hexane 7.19
    ethylene glycol 2.11
    NMP 123.05
    cyclohexane 45.48
    DMSO 262.69
    n-butyl acetate 64.83
    n-octanol 30.56
    chloroform 191.77
    n-propyl acetate 75.48
    acetic acid 35.28
    dichloromethane 216.7
    cyclohexanone 190.24
    propylene glycol 6.64
    isopropyl acetate 62.37
    DMAc 155.63
    2-ethoxyethanol 67.55
    isopentanol 39.0
    n-heptane 12.23
    ethyl formate 32.2
    1,2-dichloroethane 173.59
    n-hexanol 23.41
    2-methoxyethanol 62.86
    isobutyl acetate 51.82
    tetrachloromethane 45.62
    n-pentyl acetate 99.17
    transcutol 418.08
    n-heptanol 30.46
    ethylbenzene 23.14
    MIBK 73.33
    2-propoxyethanol 59.81
    tert-butanol 35.34
    MTBE 57.29
    2-butoxyethanol 75.94
    propionic acid 27.16
    o-xylene 29.57
    formic acid 9.03
    diethyl ether 47.67
    m-xylene 24.32
    p-xylene 27.65
    chlorobenzene 45.66
    dimethyl carbonate 19.84
    n-octane 6.13
    formamide 16.49
    cyclopentanone 169.99
    2-pentanone 79.77
    anisole 51.13
    cyclopentyl methyl ether 124.2
    gamma-butyrolactone 141.07
    1-methoxy-2-propanol 63.56
    pyridine 79.86
    3-pentanone 64.82
    furfural 109.77
    n-dodecane 3.72
    diethylene glycol 27.55
    diisopropyl ether 24.44
    tert-amyl alcohol 44.86
    acetylacetone 102.01
    n-hexadecane 4.32
    acetophenone 69.79
    methyl propionate 49.24
    isopentyl acetate 74.26
    trichloroethylene 229.07
    n-nonanol 31.51
    cyclohexanol 65.55
    benzyl alcohol 35.13
    2-ethylhexanol 31.39
    isooctanol 33.93
    dipropyl ether 62.97
    1,2-dichlorobenzene 59.04
    ethyl lactate 36.74
    propylene carbonate 82.09
    n-methylformamide 20.39
    2-pentanol 24.35
    n-pentane 6.15
    1-propoxy-2-propanol 67.39
    1-methoxy-2-propyl acetate 85.35
    2-(2-methoxypropoxy) propanol 79.08
    mesitylene 21.34
    ε-caprolactone 156.91
    p-cymene 23.56
    epichlorohydrin 206.73
    1,1,1-trichloroethane 131.66
    2-aminoethanol 8.74
    morpholine-4-carbaldehyde 114.79
    sulfolane 293.6
    2,2,4-trimethylpentane 9.14
    2-methyltetrahydrofuran 160.04
    n-hexyl acetate 91.07
    isooctane 4.67
    2-(2-butoxyethoxy)ethanol 112.87
    sec-butyl acetate 62.54
    tert-butyl acetate 98.46
    decalin 15.24
    glycerin 14.56
    diglyme 260.27
    acrylic acid 19.28
    isopropyl myristate 35.98
    n-butyric acid 70.3
    acetyl acetate 47.45
    di(2-ethylhexyl) phthalate 30.2
    ethyl propionate 59.5
    nitromethane 67.08
    1,2-diethoxyethane 129.87
    benzonitrile 36.28
    trioctyl phosphate 23.97
    1-bromopropane 84.42
    gamma-valerolactone 210.92
    n-decanol 20.61
    triethyl phosphate 50.06
    4-methyl-2-pentanol 23.98
    propionitrile 19.02
    vinylene carbonate 58.17
    1,1,2-trichlorotrifluoroethane 143.29
    DMS 45.21
    cumene 19.62
    2-octanol 24.36
    2-hexanone 74.33
    octyl acetate 41.35
    limonene 43.25
    1,2-dimethoxyethane 146.43
    ethyl orthosilicate 56.35
    tributyl phosphate 31.16
    diacetone alcohol 99.96
    N,N-dimethylaniline 44.2
    acrylonitrile 18.83
    aniline 32.46
    1,3-propanediol 19.57
    bromobenzene 53.6
    dibromomethane 140.7
    1,1,2,2-tetrachloroethane 255.76
    2-methyl-cyclohexyl acetate 75.77
    tetrabutyl urea 47.39
    diisobutyl methanol 29.0
    2-phenylethanol 33.15
    styrene 24.73
    dioctyl adipate 64.25
    dimethyl sulfate 55.11
    ethyl butyrate 75.74
    methyl lactate 29.47
    butyl lactate 69.63
    diethyl carbonate 43.87
    propanediol butyl ether 57.46
    triethyl orthoformate 78.85
    p-tert-butyltoluene 23.42
    methyl 4-tert-butylbenzoate 85.67
    morpholine 131.0
    tert-butylamine 23.98
    n-dodecanol 15.16
    dimethoxymethane 69.16
    ethylene carbonate 57.6
    cyrene 83.08
    2-ethoxyethyl acetate 112.34
    2-ethylhexyl acetate 62.17
    1,2,4-trichlorobenzene 74.2
    4-methylpyridine 65.8
    dibutyl ether 68.43
    2,6-dimethyl-4-heptanol 29.0
    DEF 94.4
    dimethyl isosorbide 163.41
    tetrachloroethylene 160.0
    eugenol 68.19
    triacetin 107.09
    span 80 68.32
    1,4-butanediol 9.33
    1,1-dichloroethane 99.18
    2-methyl-1-pentanol 36.39
    methyl formate 16.57
    2-methyl-1-butanol 34.96
    n-decane 8.06
    butyronitrile 28.76
    3,7-dimethyl-1-octanol 35.43
    1-chlorooctane 32.42
    1-chlorotetradecane 10.84
    n-nonane 7.63
    undecane 5.09
    tert-butylcyclohexane 10.4
    cyclooctane 13.37
    cyclopentanol 49.04
    tetrahydropyran 162.18
    tert-amyl methyl ether 62.76
    2,5,8-trioxanonane 159.91
    1-hexene 17.94
    2-isopropoxyethanol 55.14
    2,2,2-trifluoroethanol 15.98
    methyl butyrate 87.56

    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