Secoisolariciresinol Diglucoside

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  • Identifiers

    CAS number
    158932-33-3

    Molecular formula
    C32H46O16

    SMILES
    COC1=C(C=CC(=C1)C[C@@H](CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)[C@@H](CC3=CC(=C(C=C3)O)OC)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 64.65%
    Sweet 35.67%
    Vanilla 35.62%
    Milky 24.27%
    Savory 21.81%
    Balsamic 20.5%
    Creamy 20.33%
    Spicy 20.1%
    Cooling 19.4%
    Alcoholic 18.79%

     

    Flavor
    Bitter 57.82%
    Odorless 40.92%
    Bland 33.28%
    Sweet-like 29.82%
    Sweet 24.55%
    Mild 22.76%
    Cedarleaf 20.44%
    Fatty 20.15%
    Very slight 20.02%
    Cauliflower 19.8%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.7

    pKa est.
    7.32 (neutral)

    Molecular weight
    686.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    5482°C

    Flash point

    • 243.61 ˚C est.

  • Synonyms

    • Secoisolariciresinol diglucoside
    • 158932-33-3
    • (R,R)-Secoisolariciresinol diglucoside
    • Bmhb-diglc
    • T9281L29MV
    • DTXSID40432760
    • (2R,3R,4S,5S,6R)-2-[(2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
    • 2,3-Bis(3-methoxy-4-hydroxybenzyl)butane-1,4-diol 1,4-diglucoside
    • (2R,3R)-2,3-Bis((4-hydroxy-3-methoxyphenyl)methyl)-1,4-butanediyl bis-beta-D-glucopyranoside
    • (2R,3R,4S,5S,6R)-2-((2R,3R)-2,3-bis((4-hydroxy-3-methoxyphenyl)methyl)-4-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxybutoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
    • RefChem:48578
    • DTXCID60383588
    • 148244-82-0
    • Seco-isolariciresinol diglucoside
    • Secoisolarisiresinol diglucoside
    • Secoisolariciresinol-Diglucoside
    • (2R,2'R,3S,3'S,4S,4'S,5R,5'R,6R,6'R)-6,6'-(((2R,3R)-2,3-Bis(4-hydroxy-3-methoxybenzyl)butane-1,4-diyl)bis(oxy))bis(2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol)
    • C32H46O16
    • rac Secoisolariciresinol Diglucoside
    • SDG
    • Secoisolariciresinol diglycoside
    • Secoisolariciresinol Diglycoside, Seco-Isolariciresinol Diglycoside
    • MFCD03427692
    • Secoisolariciresinol hydrochloride
    • (R,R)-SDG; (R,R)-LGM2605
    • FlaxseedLigans(SDG)
    • (R,R)-SDG
    • orb573046
    • SecoisolariciresinolDiglucoside
    • UNII-T9281L29MV
    • orb1304222
    • orb2893460
    • CHEMBL2425486
    • SCHEMBL16307898
    • SCHEMBL29360831
    • Secoisolariciresinol Diglucoside?
    • HY-N6937R
    • HY-N6937
    • IGA93233
    • s3780
    • AKOS030573403
    • CCG-270376
    • AC-34917
    • DA-67514
    • MS-31118
    • CS-0100998
    • E1451
    • C22584
    • (R,R)-Secoisolariciresinol diglucoside (Standard)
    • 244S820
    • Q4161320
    • BRD-K77320845-001-01-2
    • 8R,8'R-secoisolariciresinol-9,9'-di-O-beta-D-glucoside
    • (2R,3R)-2,3-BIS((4-HYDROXY-3-METHOXYPHENYL)METHYL)-1,4-BUTANEDIYL BIS-.BETA.-D-GLUCOPYRANOSIDE
    • (2R,3R)-2,3-Bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-butanediyl bis-|_-D-glucopyranoside
    • (2R,3R)-3-[(beta-D-Glucopyranosyloxy)methyl]-4-(4-hydroxy-3-methoxyphenyl)-2-[(4-hydroxy-3-methoxyphenyl)methyl]butyl beta-D-glucopyranoside
    • (2R,3R,4S,5S,6R)-2-[(2R,3R)-2,3-bis[(4-hydroxy-3-methoxy-phenyl)methyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-butoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
    • .BETA.-D-GLUCOPYRANOSIDE, (2R,3R)-2,3-BIS((4-HYDROXY-3-METHOXYPHENYL)METHYL)-1,4-BUTANEDIYL BIS-
    • |_-D-Glucopyranose diglycoside with (2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-butanediol
    • 148244-82-0

  • Applications

    Secoisolariciresinol Diglucoside (CAS 158932-33-3) is applied as a natural antioxidant and lignan extract across multiple industries. In cosmetics and personal care, it functions as an antioxidant stabilizer in skin and hair care formulations. In food processing and functional foods, it is used as a natural antioxidant additive to retard lipid oxidation and preserve product quality. It is also marketed as a component in nutraceuticals and dietary supplements. In polymers, plastics and coatings, it is evaluated as a natural stabilizer/antioxidant to improve aging resistance of materials and surface coatings, and in inks where oxidative stability is desired.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.15
    methanol 4.7
    isopropanol 0.49
    water 0.2
    ethyl acetate 0.47
    n-propanol 1.05
    acetone 1.07
    n-butanol 0.81
    acetonitrile 0.3
    DMF 7.86
    toluene 0.22
    isobutanol 0.39
    1,4-dioxane 3.23
    methyl acetate 0.59
    THF 6.46
    2-butanone 0.93
    n-pentanol 0.44
    sec-butanol 0.5
    n-hexane 0.01
    ethylene glycol 2.32
    NMP 8.54
    cyclohexane 0.03
    DMSO 22.03
    n-butyl acetate 0.12
    n-octanol 0.48
    chloroform 0.58
    n-propyl acetate 0.17
    acetic acid 3.74
    dichloromethane 0.61
    cyclohexanone 1.54
    propylene glycol 2.4
    isopropyl acetate 0.28
    DMAc 8.58
    2-ethoxyethanol 3.62
    isopentanol 0.38
    n-heptane 0.04
    ethyl formate 0.75
    1,2-dichloroethane 0.4
    n-hexanol 0.24
    2-methoxyethanol 9.33
    isobutyl acetate 0.07
    tetrachloromethane 0.1
    n-pentyl acetate 0.47
    transcutol 5.73
    n-heptanol 0.53
    ethylbenzene 0.07
    MIBK 0.32
    2-propoxyethanol 2.3
    tert-butanol 0.32
    MTBE 0.21
    2-butoxyethanol 2.46
    propionic acid 1.17
    o-xylene 0.15
    formic acid 7.85
    diethyl ether 0.47
    m-xylene 0.14
    p-xylene 0.06
    chlorobenzene 0.12
    dimethyl carbonate 1.22
    n-octane 0.03
    formamide 6.59
    cyclopentanone 2.89
    2-pentanone 0.81
    anisole 0.28
    cyclopentyl methyl ether 1.26
    gamma-butyrolactone 3.37
    1-methoxy-2-propanol 4.8
    pyridine 1.28
    3-pentanone 0.59
    furfural 3.53
    n-dodecane 0.02
    diethylene glycol 3.44
    diisopropyl ether 0.07
    tert-amyl alcohol 0.36
    acetylacetone 1.35
    n-hexadecane 0.02
    acetophenone 0.36
    methyl propionate 0.97
    isopentyl acetate 0.1
    trichloroethylene 0.79
    n-nonanol 0.48
    cyclohexanol 0.63
    benzyl alcohol 0.55
    2-ethylhexanol 0.12
    isooctanol 0.29
    dipropyl ether 0.29
    1,2-dichlorobenzene 0.12
    ethyl lactate 0.51
    propylene carbonate 0.84
    n-methylformamide 4.1
    2-pentanol 0.35
    n-pentane 0.03
    1-propoxy-2-propanol 1.2
    1-methoxy-2-propyl acetate 0.6
    2-(2-methoxypropoxy) propanol 1.42
    mesitylene 0.07
    ε-caprolactone 1.58
    p-cymene 0.05
    epichlorohydrin 2.99
    1,1,1-trichloroethane 0.12
    2-aminoethanol 2.64
    morpholine-4-carbaldehyde 9.15
    sulfolane 8.84
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.25
    n-hexyl acetate 0.48
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 2.76
    sec-butyl acetate 0.1
    tert-butyl acetate 0.28
    decalin 0.01
    glycerin 6.88
    diglyme 4.77
    acrylic acid 1.94
    isopropyl myristate 0.13
    n-butyric acid 1.26
    acetyl acetate 0.41
    di(2-ethylhexyl) phthalate 0.23
    ethyl propionate 0.24
    nitromethane 4.5
    1,2-diethoxyethane 0.82
    benzonitrile 0.2
    trioctyl phosphate 0.2
    1-bromopropane 0.17
    gamma-valerolactone 7.76
    n-decanol 0.28
    triethyl phosphate 0.15
    4-methyl-2-pentanol 0.14
    propionitrile 0.27
    vinylene carbonate 1.02
    1,1,2-trichlorotrifluoroethane 6.09
    DMS 0.43
    cumene 0.04
    2-octanol 0.3
    2-hexanone 0.26
    octyl acetate 0.27
    limonene 0.09
    1,2-dimethoxyethane 3.0
    ethyl orthosilicate 0.16
    tributyl phosphate 0.14
    diacetone alcohol 1.16
    N,N-dimethylaniline 0.24
    acrylonitrile 0.52
    aniline 0.55
    1,3-propanediol 3.29
    bromobenzene 0.09
    dibromomethane 0.28
    1,1,2,2-tetrachloroethane 0.82
    2-methyl-cyclohexyl acetate 0.13
    tetrabutyl urea 0.32
    diisobutyl methanol 0.07
    2-phenylethanol 0.3
    styrene 0.07
    dioctyl adipate 0.29
    dimethyl sulfate 3.06
    ethyl butyrate 0.17
    methyl lactate 2.51
    butyl lactate 0.77
    diethyl carbonate 0.1
    propanediol butyl ether 2.69
    triethyl orthoformate 0.23
    p-tert-butyltoluene 0.05
    methyl 4-tert-butylbenzoate 0.86
    morpholine 4.35
    tert-butylamine 0.11
    n-dodecanol 0.17
    dimethoxymethane 5.45
    ethylene carbonate 0.72
    cyrene 2.57
    2-ethoxyethyl acetate 1.14
    2-ethylhexyl acetate 0.08
    1,2,4-trichlorobenzene 0.18
    4-methylpyridine 0.69
    dibutyl ether 0.26
    2,6-dimethyl-4-heptanol 0.07
    DEF 1.81
    dimethyl isosorbide 1.82
    tetrachloroethylene 0.64
    eugenol 0.95
    triacetin 0.88
    span 80 1.54
    1,4-butanediol 1.03
    1,1-dichloroethane 0.18
    2-methyl-1-pentanol 0.25
    methyl formate 3.13
    2-methyl-1-butanol 0.43
    n-decane 0.04
    butyronitrile 0.26
    3,7-dimethyl-1-octanol 0.18
    1-chlorooctane 0.13
    1-chlorotetradecane 0.04
    n-nonane 0.04
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.02
    cyclopentanol 0.91
    tetrahydropyran 1.15
    tert-amyl methyl ether 0.3
    2,5,8-trioxanonane 3.2
    1-hexene 0.05
    2-isopropoxyethanol 1.32
    2,2,2-trifluoroethanol 2.29
    methyl butyrate 0.32

    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