Frangulin B

Overview IFRA Request a quote

  • Identifiers

    CAS number
    14101-04-3

    Molecular formula
    C20H18O9

    SMILES
    CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)O[C@H]4[C@@H]([C@](CO4)(CO)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 67.89%
    Sweet 30.16%
    Phenolic 29.32%
    Vanilla 27.19%
    Spicy 21.94%
    Balsamic 21.58%
    Milky 21.08%
    Bitter 21.0%
    Powdery 18.5%
    Creamy 18.31%

     

    Flavor
    Bitter 92.84%
    Bland 30.3%
    Odorless 29.37%
    Sweet-like 22.63%
    Cedarleaf 19.7%
    Parsley 18.86%
    Lovage 18.8%
    Nitrile 18.36%
    Ripe apricot 17.89%
    Red fruit 17.83%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.3

    pKa est.
    7.09 (neutral)

    Molecular weight
    402.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2016°C

    Flash point

    • 311.72 ˚C est.

  • Synonyms

    • Frangulin B
    • 14101-04-3
    • 8CIK094KBU
    • 3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-1,8-dihydroxy-6-methylanthracene-9,10-dione
    • 6-O-(D-Apiofuranosyl)-1,6,8-trihydroxy-3-methylanthraquinone
    • 3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-1,8-dihydroxy-6-methyl-anthracene-9,10-dione
    • 3-((2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl)oxy-1,8-dihydroxy-6-methylanthracene-9,10-dione
    • 3-((2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)oxy-1,8-dihydroxy-6-methyl-anthracene-9,10-dione
    • RefChem:141510
    • 237-953-9
    • FRANGULINB
    • CHEMBL496999
    • C10349
    • MFCD00016362
    • AC1L9DBZ
    • UNII-8CIK094KBU
    • DTXSID80930972
    • AEQMIFRODRFTJF-SLFFLAALSA-N
    • EINECS 237-953-9
    • FRANGULIN B [MI]
    • SureCN1426453
    • CHEBI:5168
    • SCHEMBL1426453
    • CHEBI:601858
    • HY-N7316
    • 3-(D-Apio-beta-D-furanosyloxy)-1,8-dihydroxy-6-methylanthraquinone
    • BDBM50269014
    • AKOS015914181
    • FF137779
    • CS-0113269
    • NS00094499
    • H62920
    • A807715
    • Q27106674
    • 9,10-Anthracenedione,3-(D-apio-b-D-furanosyloxy)-1,8-dihydroxy-6-methyl-
    • 9,10-ANTHRACENEDIONE, 3-(D-APIO-.BETA.-D-FURANOSYLOXY)-1,8-DIHYDROXY-6-METHYL-
    • 3-[(2S,3R,4R)-4-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]oxy-6-methyl-1,8-bis(oxidanyl)anthracene-9,10-dione
    • 3-[[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)-2-oxolanyl]oxy]-1,8-dihydroxy-6-methylanthracene-9,10-dione
    • 3-{[(2S,3R,4R)-3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-1,8-dihydroxy-6-methylanthracene-9,10-dione
    • 3-{[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-1,8-dihydroxy-6-methylanthracene-9,10-dione
    • 14101-04-3

  • Applications

    Frangulin B (CAS 14101-04-3) is a natural product–derived compound that may be encountered as an intermediate or fragrance-related material in several industrial applications. Common applications include: as an odorant or fragrance component in perfumery and cosmetics; as a chemical intermediate or building block for the synthesis of anthraquinone derivatives and related compounds; as an additive or functional ingredient in coatings and inks for fragrance or specialty purposes; as a reference material or analytical standard in natural product research and quality control; and in cleaning products as a minor fragrance ingredient. All uses depend on formulation requirements and regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 6.1
    methanol 8.59
    isopropanol 4.28
    water 0.25
    ethyl acetate 4.2
    n-propanol 5.56
    acetone 20.28
    n-butanol 3.01
    acetonitrile 5.64
    DMF 99.59
    toluene 0.49
    isobutanol 1.89
    1,4-dioxane 16.19
    methyl acetate 5.77
    THF 44.05
    2-butanone 9.46
    n-pentanol 2.26
    sec-butanol 2.56
    n-hexane 0.04
    ethylene glycol 20.53
    NMP 47.86
    cyclohexane 0.07
    DMSO 164.34
    n-butyl acetate 1.56
    n-octanol 2.98
    chloroform 0.68
    n-propyl acetate 2.64
    acetic acid 37.49
    dichloromethane 0.62
    cyclohexanone 9.84
    propylene glycol 18.23
    isopropyl acetate 2.76
    DMAc 97.73
    2-ethoxyethanol 39.2
    isopentanol 1.97
    n-heptane 0.08
    ethyl formate 4.35
    1,2-dichloroethane 0.83
    n-hexanol 1.21
    2-methoxyethanol 95.05
    isobutyl acetate 1.18
    tetrachloromethane 0.11
    n-pentyl acetate 2.62
    transcutol 37.04
    n-heptanol 2.77
    ethylbenzene 0.31
    MIBK 2.97
    2-propoxyethanol 29.97
    tert-butanol 4.29
    MTBE 1.21
    2-butoxyethanol 15.6
    propionic acid 7.79
    o-xylene 0.35
    formic acid 49.34
    diethyl ether 2.21
    m-xylene 0.37
    p-xylene 0.35
    chlorobenzene 0.27
    dimethyl carbonate 11.16
    n-octane 0.09
    formamide 67.67
    cyclopentanone 23.71
    2-pentanone 5.99
    anisole 1.95
    cyclopentyl methyl ether 4.2
    gamma-butyrolactone 28.43
    1-methoxy-2-propanol 53.3
    pyridine 7.39
    3-pentanone 3.6
    furfural 18.88
    n-dodecane 0.1
    diethylene glycol 48.97
    diisopropyl ether 0.38
    tert-amyl alcohol 2.3
    acetylacetone 16.49
    n-hexadecane 0.11
    acetophenone 3.35
    methyl propionate 7.63
    isopentyl acetate 1.51
    trichloroethylene 1.99
    n-nonanol 3.12
    cyclohexanol 2.1
    benzyl alcohol 3.44
    2-ethylhexanol 0.79
    isooctanol 1.83
    dipropyl ether 2.13
    1,2-dichlorobenzene 0.3
    ethyl lactate 7.19
    propylene carbonate 6.17
    n-methylformamide 37.4
    2-pentanol 1.39
    n-pentane 0.04
    1-propoxy-2-propanol 13.68
    1-methoxy-2-propyl acetate 7.2
    2-(2-methoxypropoxy) propanol 14.54
    mesitylene 0.24
    ε-caprolactone 9.12
    p-cymene 0.28
    epichlorohydrin 19.7
    1,1,1-trichloroethane 0.29
    2-aminoethanol 21.96
    morpholine-4-carbaldehyde 62.09
    sulfolane 50.26
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 6.33
    n-hexyl acetate 3.36
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 19.59
    sec-butyl acetate 1.29
    tert-butyl acetate 3.51
    decalin 0.04
    glycerin 64.51
    diglyme 33.46
    acrylic acid 12.61
    isopropyl myristate 1.52
    n-butyric acid 6.37
    acetyl acetate 3.13
    di(2-ethylhexyl) phthalate 2.16
    ethyl propionate 2.56
    nitromethane 68.19
    1,2-diethoxyethane 5.92
    benzonitrile 1.91
    trioctyl phosphate 2.04
    1-bromopropane 0.36
    gamma-valerolactone 57.92
    n-decanol 2.18
    triethyl phosphate 1.55
    4-methyl-2-pentanol 0.94
    propionitrile 3.57
    vinylene carbonate 5.88
    1,1,2-trichlorotrifluoroethane 30.4
    DMS 4.25
    cumene 0.19
    2-octanol 1.61
    2-hexanone 3.5
    octyl acetate 2.41
    limonene 0.38
    1,2-dimethoxyethane 36.82
    ethyl orthosilicate 1.41
    tributyl phosphate 1.78
    diacetone alcohol 15.89
    N,N-dimethylaniline 1.69
    acrylonitrile 7.4
    aniline 1.75
    1,3-propanediol 24.44
    bromobenzene 0.18
    dibromomethane 0.33
    1,1,2,2-tetrachloroethane 1.96
    2-methyl-cyclohexyl acetate 1.86
    tetrabutyl urea 4.34
    diisobutyl methanol 0.67
    2-phenylethanol 2.63
    styrene 0.32
    dioctyl adipate 3.0
    dimethyl sulfate 18.12
    ethyl butyrate 1.85
    methyl lactate 21.43
    butyl lactate 5.53
    diethyl carbonate 1.35
    propanediol butyl ether 15.9
    triethyl orthoformate 2.3
    p-tert-butyltoluene 0.29
    methyl 4-tert-butylbenzoate 5.72
    morpholine 27.03
    tert-butylamine 0.8
    n-dodecanol 1.46
    dimethoxymethane 52.08
    ethylene carbonate 4.69
    cyrene 22.65
    2-ethoxyethyl acetate 6.22
    2-ethylhexyl acetate 1.01
    1,2,4-trichlorobenzene 0.59
    4-methylpyridine 3.41
    dibutyl ether 1.89
    2,6-dimethyl-4-heptanol 0.67
    DEF 12.77
    dimethyl isosorbide 19.0
    tetrachloroethylene 1.16
    eugenol 8.06
    triacetin 7.22
    span 80 10.64
    1,4-butanediol 8.74
    1,1-dichloroethane 0.39
    2-methyl-1-pentanol 1.39
    methyl formate 24.3
    2-methyl-1-butanol 1.73
    n-decane 0.18
    butyronitrile 2.27
    3,7-dimethyl-1-octanol 1.57
    1-chlorooctane 0.57
    1-chlorotetradecane 0.24
    n-nonane 0.15
    undecane 0.13
    tert-butylcyclohexane 0.03
    cyclooctane 0.04
    cyclopentanol 4.42
    tetrahydropyran 5.18
    tert-amyl methyl ether 1.3
    2,5,8-trioxanonane 26.7
    1-hexene 0.19
    2-isopropoxyethanol 15.42
    2,2,2-trifluoroethanol 12.11
    methyl butyrate 3.63

    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