Ethyl linolenate

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  • Identifiers

    CAS number
    1191-41-9

    Molecular formula
    C20H34O2

    SMILES
    CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OCC

    Retention indicies (RI)

    • Carbowax: 2607.0

  • Odor profile

    Fatty 80.66%
    Oily 64.79%
    Fruity 49.85%
    Waxy 43.69%
    Green 28.76%
    Pear 28.16%
    Sweet 26.56%
    Fishy 25.5%
    Citrus 25.06%
    Herbal 25.03%

    Scent© AI

  • Properties

    XLogP3-AA
    6.6

    Molecular weight
    306.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point

    • 424 °F at 15 mmHg (NTP, 1992)

    Flash point est.
    182.66 ˚C

    Flash point expt.

    • greater than 235 °F (NTP, 1992)

  • Synonyms

    • Ethyl linolenate
    • 1191-41-9
    • Linolenic acid ethyl ester
    • Linolenic acid, ethyl ester
    • (9Z,12Z,15Z)-Ethyl octadeca-9,12,15-trienoate
    • ethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
    • ethyl alpha-linolenate
    • Ethyl (Z,Z,Z)-9,12,15-octadecatrienoate
    • 9,12,15-Octadecatrienoic acid, ethyl ester, (Z,Z,Z)-
    • 9,12,15-Octadecatrienoic acid, ethyl ester, (9Z,12Z,15Z)-
    • EINECS 214-734-6
    • NSC 607760
    • DTXSID6025307
    • Ethyl (9Z,12Z,15Z)-9,12,15-octadecatrienoate
    • CHEBI:84851
    • T54Y8H042V
    • NSC-607760
    • 9,12,15-Octadecatrienoic acid, ethyl ester
    • ETHYL LINOLENATE [WHO-DD]
    • DTXCID801333886
    • Ethyl (9E,12E,15E)-octadeca-9,12,15-trienoate
    • ethyl (9Z,12Z,15Z)-octadecatrienoate
    • Ethyl cis,cis,cis-9,12,15-octadecatrienoate
    • ETHYL ESTER 9,12,15-OCTADECATRIENOIC ACID (ZZZ)-
    • (Z,Z,Z)-9,12,15-OCTADECATRIENOIC ACID ETHYL ESTER
    • UNII-T54Y8H042V
    • MFCD07371452
    • NSC607760
    • (Z,Z,Z)-9,12,15-Octadecatrienoic acid ethyl ester; Ethyl linolenate
    • Ethyl 9.alpha.-linolenate
    • Ethyl linolenate, >=98%
    • SCHEMBL122342
    • ETHYL LINOLENATE [INCI]
    • CHEMBL2005772
    • Ethyl 9,12,15-octadecatrienoate
    • HMS3650O11
    • HY-N2073
    • Tox21_201013
    • AKOS016010181
    • FL45827
    • NCGC00258566-01
    • AC-33779
    • AS-70359
    • CAS-1191-41-9
    • CS-0018578
    • A892646
    • SR-01000946818
    • SR-01000946818-1
    • Q27158118
    • cis,cis,cis-octadeca-9,12,15-trienoic acid ethyl ester
    • (Z,Z,Z)-9,12,15-OCTADECATRIENOIC ACID, ETHYL ESTER
    • (9Z,12Z,15Z)-Ethyl octadeca-9,12,15-trienoate;Ethyl a-linolenate

  • Applications

    Ethyl linolenate (CAS 1191-41-9) is the ethyl ester of alpha‑linolenic acid (omega‑3) and is used as an emollient and skin/hair conditioning agent in cosmetics, a fragrance/flavor component in aroma formulations, a lipophilic carrier and solvent for topical and related formulations (also investigated as a transdermal penetration enhancer), a reagent/intermediate to introduce an unsaturated C18 chain in organic synthesis, a reference or internal standard for FAEE analysis by GC/LC‑MS and for lipid metabolism studies, and a model substrate for auto‑oxidation/drying‑oil polymerization research and R&D on vegetable‑oil‑derived ethyl‑ester biodiesel; owing to its high unsaturation it is typically stabilized with antioxidants and stored tightly closed, protected from light and heat.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 284.86
    methanol 257.9
    isopropanol 259.99
    water 0.02
    ethyl acetate 785.31
    n-propanol 303.33
    acetone 719.04
    n-butanol 354.34
    acetonitrile 244.49
    DMF 605.41
    toluene 339.55
    isobutanol 255.13
    1,4-dioxane 817.76
    methyl acetate 432.65
    THF 1668.39
    2-butanone 741.22
    n-pentanol 286.66
    sec-butanol 339.95
    n-hexane 113.13
    ethylene glycol 9.94
    NMP 902.23
    cyclohexane 400.33
    DMSO 956.89
    n-butyl acetate 643.15
    n-octanol 136.57
    chloroform 1657.46
    n-propyl acetate 733.64
    acetic acid 212.25
    dichloromethane 1997.54
    cyclohexanone 1552.42
    propylene glycol 36.08
    isopropyl acetate 581.2
    DMAc 957.22
    2-ethoxyethanol 398.21
    isopentanol 374.11
    n-heptane 71.48
    ethyl formate 259.13
    1,2-dichloroethane 1425.31
    n-hexanol 238.53
    2-methoxyethanol 410.76
    isobutyl acetate 439.36
    tetrachloromethane 291.14
    n-pentyl acetate 572.08
    transcutol 1902.79
    n-heptanol 136.45
    ethylbenzene 228.77
    MIBK 571.95
    2-propoxyethanol 416.23
    tert-butanol 381.68
    MTBE 680.64
    2-butoxyethanol 306.58
    propionic acid 195.19
    o-xylene 240.35
    formic acid 34.33
    diethyl ether 857.17
    m-xylene 235.05
    p-xylene 289.49
    chlorobenzene 485.7
    dimethyl carbonate 119.89
    n-octane 26.95
    formamide 74.2
    cyclopentanone 1236.04
    2-pentanone 823.77
    anisole 449.99
    cyclopentyl methyl ether 982.32
    gamma-butyrolactone 970.11
    1-methoxy-2-propanol 399.85
    pyridine 838.22
    3-pentanone 601.55
    furfural 651.98
    n-dodecane 16.89
    diethylene glycol 146.45
    diisopropyl ether 234.53
    tert-amyl alcohol 411.94
    acetylacetone 750.48
    n-hexadecane 20.68
    acetophenone 452.42
    methyl propionate 453.39
    isopentyl acetate 592.17
    trichloroethylene 1896.07
    n-nonanol 135.3
    cyclohexanol 518.8
    benzyl alcohol 250.5
    2-ethylhexanol 215.84
    isooctanol 142.31
    dipropyl ether 491.98
    1,2-dichlorobenzene 497.36
    ethyl lactate 180.8
    propylene carbonate 509.86
    n-methylformamide 183.85
    2-pentanol 283.84
    n-pentane 77.3
    1-propoxy-2-propanol 389.53
    1-methoxy-2-propyl acetate 534.13
    2-(2-methoxypropoxy) propanol 327.23
    mesitylene 168.41
    ε-caprolactone 1077.31
    p-cymene 133.9
    epichlorohydrin 1398.1
    1,1,1-trichloroethane 1091.08
    2-aminoethanol 56.56
    morpholine-4-carbaldehyde 723.49
    sulfolane 1228.32
    2,2,4-trimethylpentane 53.63
    2-methyltetrahydrofuran 1405.87
    n-hexyl acetate 578.53
    isooctane 32.6
    2-(2-butoxyethoxy)ethanol 471.7
    sec-butyl acetate 516.84
    tert-butyl acetate 682.43
    decalin 118.27
    glycerin 52.11
    diglyme 1022.72
    acrylic acid 113.33
    isopropyl myristate 193.38
    n-butyric acid 536.61
    acetyl acetate 358.12
    di(2-ethylhexyl) phthalate 153.76
    ethyl propionate 592.05
    nitromethane 477.69
    1,2-diethoxyethane 851.98
    benzonitrile 346.41
    trioctyl phosphate 110.15
    1-bromopropane 977.82
    gamma-valerolactone 1325.57
    n-decanol 90.53
    triethyl phosphate 233.85
    4-methyl-2-pentanol 166.82
    propionitrile 309.77
    vinylene carbonate 383.21
    1,1,2-trichlorotrifluoroethane 624.58
    DMS 315.19
    cumene 149.86
    2-octanol 115.22
    2-hexanone 677.3
    octyl acetate 234.36
    limonene 276.26
    1,2-dimethoxyethane 967.97
    ethyl orthosilicate 246.54
    tributyl phosphate 160.09
    diacetone alcohol 507.1
    N,N-dimethylaniline 294.23
    acrylonitrile 248.77
    aniline 308.96
    1,3-propanediol 133.88
    bromobenzene 608.73
    dibromomethane 1361.74
    1,1,2,2-tetrachloroethane 1741.36
    2-methyl-cyclohexyl acetate 442.67
    tetrabutyl urea 240.94
    diisobutyl methanol 144.59
    2-phenylethanol 238.27
    styrene 294.92
    dioctyl adipate 322.66
    dimethyl sulfate 233.27
    ethyl butyrate 567.42
    methyl lactate 138.95
    butyl lactate 304.89
    diethyl carbonate 297.69
    propanediol butyl ether 231.89
    triethyl orthoformate 389.14
    p-tert-butyltoluene 121.54
    methyl 4-tert-butylbenzoate 372.12
    morpholine 1171.07
    tert-butylamine 268.06
    n-dodecanol 67.08
    dimethoxymethane 533.21
    ethylene carbonate 380.34
    cyrene 312.83
    2-ethoxyethyl acetate 622.3
    2-ethylhexyl acetate 500.01
    1,2,4-trichlorobenzene 555.96
    4-methylpyridine 824.57
    dibutyl ether 490.41
    2,6-dimethyl-4-heptanol 144.59
    DEF 853.06
    dimethyl isosorbide 672.45
    tetrachloroethylene 1038.21
    eugenol 297.19
    triacetin 519.76
    span 80 320.91
    1,4-butanediol 55.21
    1,1-dichloroethane 1147.02
    2-methyl-1-pentanol 314.64
    methyl formate 120.96
    2-methyl-1-butanol 353.84
    n-decane 36.09
    butyronitrile 448.2
    3,7-dimethyl-1-octanol 167.81
    1-chlorooctane 179.51
    1-chlorotetradecane 57.11
    n-nonane 36.08
    undecane 23.16
    tert-butylcyclohexane 79.7
    cyclooctane 82.84
    cyclopentanol 406.47
    tetrahydropyran 1634.33
    tert-amyl methyl ether 571.86
    2,5,8-trioxanonane 616.64
    1-hexene 348.25
    2-isopropoxyethanol 337.11
    2,2,2-trifluoroethanol 59.31
    methyl butyrate 817.31

    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

Botanical

Name CAS Botanical Proportion
Buddleia salvifolia concrete Buddleia salvifolia (River plant), fam. Loganiaceae 2.85%
Narcissus tazetta absolute 2 8023-75-4 Narcissus tazetta L., fam. Amaryllidaceae 1.9%
Osmanthus absolute 68917-05-5 Osmanthus fragrans (Thunb.) Lour., fam. Oleaceae 6.3%
Parsley absolute (Egypt) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 6.76%
Yuzu (Japan) 2 Citrus junos Sieb. ex Tanaka, fam. Rutaceae 0.17%
Rosa rugosa Rosa rugosa Thunb., var. plena Regel, fam. Rosaceae 0.01%
Etrog, leaf Citrus medica L., cultivar ethrog Engl., fam. Rutaceae 3.0%
Orange leaf, sweet (Israel) 3 Citrus sinensis (L.) Osbeck, cultivar Valencia late, fam. Rutaceae 5.26%
Orange leaf, sweet (Israel) 1 Citrus sinensis (L.) Osbeck, cultivar Jaffa (Shamouti), fam. Rutaceae 0.35%
Orange leaf, sweet (Israel) 2 Citrus sinensis (L.) Osbeck, cultivar Ruby (Blood orange), fam. Rutaceae 3.74%
Hedychium coronarium flower (Japan) Hedychium coronarium Koenig, fam. Zingiberaceae 0.06%
Mandarin leaf (Petitgrain mandarin.) (Israel) 1 Citrus reticulata Blanco, cultivar Balady, fam. Rutaceae 2.64%
Mandarin leaf (Petitgrain mandarin.) (Israel) 2 Citrus reticulata Blanco, cultivar Yussuf Effendy, fam. Rutaceae 2.86%
Mandarin leaf (Petitgrain mandarin.) (Israel) 3 Citrus reticulata Blanco, cultivar Dancy, fam. Rutaceae 0.68%
Mandarin leaf (Petitgrain mandarin.) (Israel) 4 Citrus reticulata Blanco, cultivar Maya, fam. Rutaceae 6.88%
Mandarin leaf (Petitgrain mandarin.) (Israel) 5 Citrus reticulata Blanco, cultivar Clementine, Rutaceae 3.63%
Mandarin leaf (Petitgrain mandarin.) (Israel) 6 Citrus reticulata Blanco, cultivar Michal, fam. Rutaceae 4.89%
Mandarin leaf (Petitgrain mandarin.) (Israel) 7 Citrus reticulata Blanco, cultivar Nectarine, fam. Rutaceae 3.33%
Ambrette seed (China) 8015-62-1 Hibiscus abelmoschus L. (Abelmoschus moschatus Moench), fam. Malvaceae 0.43%
Basil (Taiwan), leaf 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.01%
Basil (Taiwan), flower 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.01%
Basil (Taiwan), stem 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.18%
Pistacia lentiscus (Israel) 1b leaf 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 11.3%
Pistacia lentiscus (Israel) 1a fruit 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.32%
Genet absolute 2 8023-80-1 Spartium junceum L., fam. Leguminosae (Papilionaceae) 0.01%
Lawsonia inermis flower 1b Lawsonia inermis L. (syn. L. alba Lam.), fam. Lytraceae 8.9%
Indian curry leaf tree (flower) Murraya koenigii Spreng., fam. Rutaceae 0.5%
Astrocarium vulgare fruit Astrocarium vulgare Mart., fam. Arecaceae 0.2%
Cassie absolute 1a extract 8023-82-3 Acacia farnesiana (L.) Willd., fam. Mimosaceae (Leguminosae) 0.5%