Beta-Hydroxyisovalerylshikonin

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  • Identifiers

    CAS number
    7415-78-3

    Molecular formula
    C21H24O7

    SMILES
    CC(=CC[C@H](C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CC(C)(C)O)C

    Safety labels

  • Odor profile

    Fragrance
    Odorless 40.11%
    Sweet 39.21%
    Floral 35.5%
    Woody 29.44%
    Herbal 28.99%
    Fruity 28.98%
    Fresh 26.04%
    Mint 25.66%
    Spicy 25.45%
    Balsamic 24.99%

     

    Flavor
    Bitter 85.3%
    Odorless 29.85%
    Bland 24.14%
    Cedarleaf 19.65%
    Heather 19.42%
    Broom 19.38%
    Parsley 18.96%
    Genet 18.86%
    Sweet-like 18.73%
    Lovage 18.52%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    7.93 (neutral)

    Molecular weight
    388.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    608°C

    Flash point

    • 231.92 ˚C est.

  • Synonyms

    • beta-Hydroxyisovalerylshikonin
    • beta-HIVS
    • 7415-78-3
    • [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-hydroxy-3-methylbutanoate
    • ((1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl) 3-hydroxy-3-methylbutanoate
    • RefChem:119397
    • (R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-hydroxy-3-methylbutanoate
    • -Hydroxyisovalerylshikonin
    • MFCD04038036
    • (1r)-1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-hydroxy-3-methylbutanoate
    • SCHEMBL842120
    • orb1297444
    • SCHEMBL29378718
    • HY-N4201
    • EBC-618529
    • NSC 110263
    • DA-51065
    • MS-26439
    • CS-0032419
    • [(1R)-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 3-hydroxy-3-methyl-butanoate
    • 7415-78-3

  • Applications

    Beta-Hydroxyisovalerylshikonin (CAS 7415-78-3) is a naphthoquinone pigment derivative primarily used as a natural colorant in cosmetics and personal care products. It is also employed as a colorant for coatings and inks, and can be formulated into polymer masterbatches to color plastics. In industrial manufacturing, it may serve as an intermediate or precursor for the synthesis of other shikonin derivatives. Given the reported bioactivity of related compounds, it is sometimes evaluated for agricultural biocidal applications or as a functional additive in specialty formulations, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 96.31
    methanol 127.34
    isopropanol 53.75
    water 0.05
    ethyl acetate 23.55
    n-propanol 76.5
    acetone 126.87
    n-butanol 50.15
    acetonitrile 38.93
    DMF 423.81
    toluene 3.22
    isobutanol 36.96
    1,4-dioxane 58.32
    methyl acetate 40.23
    THF 396.6
    2-butanone 77.13
    n-pentanol 36.05
    sec-butanol 42.53
    n-hexane 0.41
    ethylene glycol 18.43
    NMP 280.91
    cyclohexane 0.33
    DMSO 749.57
    n-butyl acetate 19.71
    n-octanol 10.09
    chloroform 57.46
    n-propyl acetate 24.88
    acetic acid 134.42
    dichloromethane 42.92
    cyclohexanone 77.65
    propylene glycol 46.35
    isopropyl acetate 13.39
    DMAc 398.35
    2-ethoxyethanol 118.39
    isopentanol 30.7
    n-heptane 0.17
    ethyl formate 42.15
    1,2-dichloroethane 33.7
    n-hexanol 17.6
    2-methoxyethanol 240.52
    isobutyl acetate 14.7
    tetrachloromethane 3.1
    n-pentyl acetate 11.89
    transcutol 103.48
    n-heptanol 10.26
    ethylbenzene 3.24
    MIBK 22.99
    2-propoxyethanol 108.37
    tert-butanol 42.92
    MTBE 12.12
    2-butoxyethanol 46.57
    propionic acid 47.59
    o-xylene 2.68
    formic acid 76.08
    diethyl ether 15.72
    m-xylene 2.26
    p-xylene 4.09
    chlorobenzene 6.08
    dimethyl carbonate 31.76
    n-octane 0.11
    formamide 97.15
    cyclopentanone 180.55
    2-pentanone 48.17
    anisole 19.93
    cyclopentyl methyl ether 31.61
    gamma-butyrolactone 170.05
    1-methoxy-2-propanol 142.3
    pyridine 49.24
    3-pentanone 24.64
    furfural 86.87
    n-dodecane 0.18
    diethylene glycol 73.71
    diisopropyl ether 1.77
    tert-amyl alcohol 32.97
    acetylacetone 48.51
    n-hexadecane 0.2
    acetophenone 27.34
    methyl propionate 41.95
    isopentyl acetate 18.41
    trichloroethylene 69.53
    n-nonanol 9.51
    cyclohexanol 21.79
    benzyl alcohol 28.61
    2-ethylhexanol 7.6
    isooctanol 8.01
    dipropyl ether 8.85
    1,2-dichlorobenzene 7.49
    ethyl lactate 28.91
    propylene carbonate 53.39
    n-methylformamide 167.26
    2-pentanol 18.43
    n-pentane 0.32
    1-propoxy-2-propanol 55.15
    1-methoxy-2-propyl acetate 32.28
    2-(2-methoxypropoxy) propanol 47.47
    mesitylene 1.22
    ε-caprolactone 67.29
    p-cymene 1.95
    epichlorohydrin 188.55
    1,1,1-trichloroethane 17.12
    2-aminoethanol 57.13
    morpholine-4-carbaldehyde 190.99
    sulfolane 282.1
    2,2,4-trimethylpentane 0.25
    2-methyltetrahydrofuran 76.97
    n-hexyl acetate 18.3
    isooctane 0.15
    2-(2-butoxyethoxy)ethanol 58.94
    sec-butyl acetate 11.58
    tert-butyl acetate 15.75
    decalin 0.35
    glycerin 67.85
    diglyme 91.24
    acrylic acid 46.78
    isopropyl myristate 6.35
    n-butyric acid 57.15
    acetyl acetate 12.56
    di(2-ethylhexyl) phthalate 12.28
    ethyl propionate 21.32
    nitromethane 191.36
    1,2-diethoxyethane 19.57
    benzonitrile 19.22
    trioctyl phosphate 8.88
    1-bromopropane 14.4
    gamma-valerolactone 216.28
    n-decanol 6.49
    triethyl phosphate 11.98
    4-methyl-2-pentanol 9.31
    propionitrile 37.11
    vinylene carbonate 42.87
    1,1,2-trichlorotrifluoroethane 129.99
    DMS 19.01
    cumene 2.49
    2-octanol 5.8
    2-hexanone 35.73
    octyl acetate 10.18
    limonene 2.71
    1,2-dimethoxyethane 152.35
    ethyl orthosilicate 10.31
    tributyl phosphate 11.82
    diacetone alcohol 52.59
    N,N-dimethylaniline 16.93
    acrylonitrile 48.95
    aniline 15.04
    1,3-propanediol 84.51
    bromobenzene 4.24
    dibromomethane 24.29
    1,1,2,2-tetrachloroethane 63.46
    2-methyl-cyclohexyl acetate 17.25
    tetrabutyl urea 21.45
    diisobutyl methanol 4.02
    2-phenylethanol 23.16
    styrene 3.68
    dioctyl adipate 15.02
    dimethyl sulfate 68.15
    ethyl butyrate 15.09
    methyl lactate 51.2
    butyl lactate 21.73
    diethyl carbonate 11.15
    propanediol butyl ether 42.45
    triethyl orthoformate 13.31
    p-tert-butyltoluene 1.75
    methyl 4-tert-butylbenzoate 25.42
    morpholine 137.82
    tert-butylamine 10.72
    n-dodecanol 4.32
    dimethoxymethane 160.22
    ethylene carbonate 35.27
    cyrene 65.91
    2-ethoxyethyl acetate 20.6
    2-ethylhexyl acetate 12.41
    1,2,4-trichlorobenzene 12.59
    4-methylpyridine 41.93
    dibutyl ether 6.76
    2,6-dimethyl-4-heptanol 4.02
    DEF 68.0
    dimethyl isosorbide 82.24
    tetrachloroethylene 27.52
    eugenol 32.13
    triacetin 24.28
    span 80 31.35
    1,4-butanediol 30.5
    1,1-dichloroethane 23.25
    2-methyl-1-pentanol 25.64
    methyl formate 102.09
    2-methyl-1-butanol 33.32
    n-decane 0.29
    butyronitrile 35.64
    3,7-dimethyl-1-octanol 8.88
    1-chlorooctane 2.32
    1-chlorotetradecane 0.92
    n-nonane 0.23
    undecane 0.22
    tert-butylcyclohexane 0.32
    cyclooctane 0.1
    cyclopentanol 46.45
    tetrahydropyran 46.35
    tert-amyl methyl ether 12.45
    2,5,8-trioxanonane 67.43
    1-hexene 3.32
    2-isopropoxyethanol 54.44
    2,2,2-trifluoroethanol 32.26
    methyl butyrate 36.23

    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