Emodin

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  • Identifiers

    CAS number
    518-82-1

    Molecular formula
    C15H10O5

    SMILES
    CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 56.81%
    Phenolic 49.32%
    Burnt 27.48%
    Spicy 25.6%
    Dry 24.23%
    Woody 23.27%
    Bitter 22.94%
    Medicinal 21.69%
    Balsamic 20.93%
    Smoky 18.14%

     

    Flavor
    Bitter 94.87%
    Odorless 25.44%
    Cedarleaf 19.66%
    Nitrile 19.43%
    Sweet-like 19.32%
    Lovage 19.25%
    Bland 19.13%
    Very strong 19.08%
    Indole 18.82%
    Parsley 18.56%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    9.16 (weak base)

    Molecular weight
    270.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 493 to 495 °F (NTP, 1992)
    • 256-257 °C
    • Brick red monoclinic needles; mp: 207 °C /3-Methyl ether/
    • Pale yellow needles; mp: 225 °C /Trimethyl ether/
    • 266 - 268 °C

    Boiling point

    • Sublimes (NTP, 1992)

    Flash point

    • 276.54 ˚C est.

    Solubility expt.

    • less than 1 mg/mL at 66 °F (NTP, 1992)
    • Practically insoluble in water; soluble in alcohol, aqueous alkali hydroxide solutions (cherry red color), sodium carbonate and ammonia solutions.
    • Solubility @ 25 °C (g/100 ml of satd solution): ether 0.140; chloroform 0.071; carbon tetrachloride 0.010; carbon bisulfide 0.009; benzene 0.041
    • Practically insoluble in water; soluble in ethanol; moderately soluble in aqueous alkali solutions
    • Soluble in alcohol; insoluble in water

  • Synonyms

    • emodin
    • 518-82-1
    • Emodol
    • 1,3,8-trihydroxy-6-methylanthracene-9,10-dione
    • Frangula emodin
    • Schuttgelb
    • Rheum emodin
    • Archin
    • Frangulic acid
    • 3-Methyl-1,6,8-trihydroxyanthraquinone
    • Persian Berry Lake
    • 1,3,8-Trihydroxy-6-methylanthraquinone
    • 9,10-Anthracenedione, 1,3,8-trihydroxy-6-methyl-
    • 6-Methyl-1,3,8-trihydroxyanthraquinone
    • 1,3,8-Trihydroxy-6-methyl-9,10-anthracenedione
    • C.I. Natural Yellow 14
    • 1,3,8-Trihydroxy-6-methyl-9,10-anthraquinone
    • 4,5,7-Trihydroxy-2-methylanthraquinone
    • C.I. 75440
    • KA46RNI6HN
    • Anthraquinone, 1,3,8-trihydroxy-6-methyl-
    • NSC408120
    • DTXSID5025231
    • 1,3,8-Trihydroxy-6-methylanthra-9,10-quinone
    • NSC-408120
    • NSC-622947
    • DTXCID205231
    • CHEBI:42223
    • Emodin, Rheum
    • Emodin, Frangula
    • RefChem:35345
    • 3-Methyl-1,6,8-trihydroxy-antraquinone
    • 208-258-8
    • Alatinone
    • MFCD00001207
    • NSC 408120
    • NSC 622947
    • Emodin-d4
    • CHEMBL289277
    • Anthraquinone, 6-methyl-1,3,8-trihydroxy-
    • 1,3,8-trihydroxy-6-methyl-9,10-dihydroanthracene-9,10-dione
    • 1,3,8-trihydroxy-6-methyl-anthracene-9,10-dione
    • NSC622947
    • 1,3,8-Trihydroxy-6-methyl-anthraquinone
    • 1,3,8-tri-hydroxy-6-methyl-anthra-quinone
    • 6-Methyl-1,3,8-trihydroxy-9,10-anthracenedione
    • EMO
    • Rheum-emodin
    • Frangulinic acid
    • 1,8-Trihydroxy-6-methylanthraquinone
    • CAS-518-82-1
    • SMR000326798
    • CCRIS 3528
    • HSDB 7093
    • SR-01000075615
    • EINECS 208-258-8
    • UNII-KA46RNI6HN
    • BRN 1888141
    • Emdoin
    • AI3-38286
    • Rheum-emodin;
    • Archin;
    • Emodol;
    • Frangula emodin;
    • 3bqc
    • Frangulinic acid;
    • Emodin CRS
    • Emodin (Standard)
    • Diacerein Impurity 1
    • Diacerein Impurity 9
    • Spectrum_001954
    • 1f0q
    • 3ed0
    • SpecPlus_000332
    • EMODIN [HSDB]
    • EMODIN [USP-RS]
    • Spectrum2_000895
    • Spectrum3_000742
    • Spectrum4_001757
    • Spectrum5_000614
    • EMODIN [MI]
    • Lopac-E-7881
    • Emodin, analytical standard
    • NCIMech_000049
    • Lopac0_000552
    • BSPBio_002324
    • KBioGR_002234
    • KBioSS_002508
    • MLS000563068
    • MLS001066370
    • MLS004257392
    • MLS006011712
    • DivK1c_006428
    • SCHEMBL177689
    • SPBio_000710
    • MEGxp0_000460
    • orb1304909
    • SCHEMBL29359841
    • SCHEMBL29480997
    • SCHEMBL29630363
    • ACon1_001939
    • BDBM11318
    • KBio1_001372
    • KBio2_002500
    • KBio2_005068
    • KBio2_007636
    • KBio3_001544
    • 1,3,8-TRIHYDROXY-6-METHYL-9-10-ANTHRACENEDIONE
    • Emodin - CAS 518-82-1
    • HMS2230K22
    • HMS3261P05
    • HMS3373B16
    • HMS3655H22
    • HMS5080J06
    • EX-A6778
    • TNP00318
    • 9, 1,3,8-trihydroxy-6-methyl-
    • Tox21_202999
    • Tox21_303218
    • Tox21_500552
    • CCG-35263
    • EBC-11088
    • HY-14393R
    • LMPK13040008
    • MSK000574
    • s2295
    • SBB066133
    • 518-82-1

  • Applications

    Emodin, CAS 518-82-1, is a natural anthraquinone derivative found in several plants; in industry it is mainly used as an intermediate and building block for the synthesis of other anthraquinone derivatives, supporting pigment and dye applications in coatings/inks and plastics; it is also evaluated as a core scaffold for pharmaceutical and agrochemical research; emodin is considered a natural pigment or colorant base for cosmetics and personal care products; and it appears in broader industrial research and development programs, with usage subject to local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.36
    methanol 0.59
    isopropanol 1.26
    water 0.0
    ethyl acetate 3.15
    n-propanol 1.38
    acetone 2.84
    n-butanol 1.54
    acetonitrile 2.12
    DMF 41.13
    toluene 0.62
    isobutanol 0.9
    1,4-dioxane 9.51
    methyl acetate 3.59
    THF 48.57
    2-butanone 3.76
    n-pentanol 1.76
    sec-butanol 0.86
    n-hexane 0.02
    ethylene glycol 2.15
    NMP 54.99
    cyclohexane 0.01
    DMSO 63.2
    n-butyl acetate 6.47
    n-octanol 3.69
    chloroform 0.2
    n-propyl acetate 5.33
    acetic acid 3.63
    dichloromethane 0.26
    cyclohexanone 9.57
    propylene glycol 2.5
    isopropyl acetate 3.67
    DMAc 47.38
    2-ethoxyethanol 10.73
    isopentanol 2.05
    n-heptane 0.05
    ethyl formate 2.6
    1,2-dichloroethane 0.55
    n-hexanol 2.7
    2-methoxyethanol 22.38
    isobutyl acetate 4.1
    tetrachloromethane 0.05
    n-pentyl acetate 5.44
    transcutol 24.9
    n-heptanol 3.75
    ethylbenzene 0.72
    MIBK 4.46
    2-propoxyethanol 25.17
    tert-butanol 3.6
    MTBE 1.1
    2-butoxyethanol 13.73
    propionic acid 2.66
    o-xylene 0.64
    formic acid 2.88
    diethyl ether 0.8
    m-xylene 0.94
    p-xylene 0.92
    chlorobenzene 0.54
    dimethyl carbonate 7.13
    n-octane 0.05
    formamide 7.96
    cyclopentanone 23.97
    2-pentanone 4.11
    anisole 4.18
    cyclopentyl methyl ether 6.41
    gamma-butyrolactone 32.17
    1-methoxy-2-propanol 21.26
    pyridine 6.69
    3-pentanone 2.21
    furfural 20.82
    n-dodecane 0.14
    diethylene glycol 25.48
    diisopropyl ether 0.45
    tert-amyl alcohol 1.95
    acetylacetone 10.79
    n-hexadecane 0.16
    acetophenone 7.07
    methyl propionate 5.7
    isopentyl acetate 6.84
    trichloroethylene 1.63
    n-nonanol 3.99
    cyclohexanol 1.67
    benzyl alcohol 5.03
    2-ethylhexanol 2.67
    isooctanol 3.53
    dipropyl ether 2.93
    1,2-dichlorobenzene 0.89
    ethyl lactate 8.39
    propylene carbonate 12.01
    n-methylformamide 9.71
    2-pentanol 0.95
    n-pentane 0.01
    1-propoxy-2-propanol 17.36
    1-methoxy-2-propyl acetate 16.7
    2-(2-methoxypropoxy) propanol 16.3
    mesitylene 0.65
    ε-caprolactone 13.43
    p-cymene 1.37
    epichlorohydrin 20.23
    1,1,1-trichloroethane 0.38
    2-aminoethanol 3.51
    morpholine-4-carbaldehyde 43.79
    sulfolane 63.9
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 8.31
    n-hexyl acetate 6.61
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 18.48
    sec-butyl acetate 3.7
    tert-butyl acetate 7.0
    decalin 0.08
    glycerin 12.47
    diglyme 29.25
    acrylic acid 4.18
    isopropyl myristate 3.77
    n-butyric acid 3.88
    acetyl acetate 2.84
    di(2-ethylhexyl) phthalate 5.28
    ethyl propionate 5.28
    nitromethane 13.52
    1,2-diethoxyethane 6.84
    benzonitrile 4.99
    trioctyl phosphate 4.51
    1-bromopropane 0.23
    gamma-valerolactone 40.21
    n-decanol 3.15
    triethyl phosphate 5.38
    4-methyl-2-pentanol 1.44
    propionitrile 2.56
    vinylene carbonate 8.64
    1,1,2-trichlorotrifluoroethane 19.54
    DMS 8.38
    cumene 0.72
    2-octanol 2.55
    2-hexanone 5.89
    octyl acetate 5.07
    limonene 1.34
    1,2-dimethoxyethane 22.94
    ethyl orthosilicate 4.63
    tributyl phosphate 4.31
    diacetone alcohol 17.75
    N,N-dimethylaniline 4.49
    acrylonitrile 5.83
    aniline 2.39
    1,3-propanediol 5.91
    bromobenzene 0.42
    dibromomethane 0.14
    1,1,2,2-tetrachloroethane 1.61
    2-methyl-cyclohexyl acetate 7.12
    tetrabutyl urea 7.69
    diisobutyl methanol 2.37
    2-phenylethanol 7.86
    styrene 0.6
    dioctyl adipate 6.56
    dimethyl sulfate 17.87
    ethyl butyrate 5.75
    methyl lactate 13.03
    butyl lactate 7.52
    diethyl carbonate 4.59
    propanediol butyl ether 10.77
    triethyl orthoformate 6.49
    p-tert-butyltoluene 1.42
    methyl 4-tert-butylbenzoate 11.59
    morpholine 15.9
    tert-butylamine 0.95
    n-dodecanol 2.39
    dimethoxymethane 22.47
    ethylene carbonate 6.88
    cyrene 24.89
    2-ethoxyethyl acetate 8.62
    2-ethylhexyl acetate 5.3
    1,2,4-trichlorobenzene 1.69
    4-methylpyridine 5.99
    dibutyl ether 2.92
    2,6-dimethyl-4-heptanol 2.37
    DEF 9.6
    dimethyl isosorbide 36.09
    tetrachloroethylene 0.64
    eugenol 14.47
    triacetin 9.38
    span 80 11.2
    1,4-butanediol 2.46
    1,1-dichloroethane 0.24
    2-methyl-1-pentanol 2.01
    methyl formate 6.77
    2-methyl-1-butanol 1.34
    n-decane 0.18
    butyronitrile 2.49
    3,7-dimethyl-1-octanol 3.28
    1-chlorooctane 1.02
    1-chlorotetradecane 0.61
    n-nonane 0.11
    undecane 0.16
    tert-butylcyclohexane 0.09
    cyclooctane 0.02
    cyclopentanol 3.22
    tetrahydropyran 3.35
    tert-amyl methyl ether 1.61
    2,5,8-trioxanonane 26.79
    1-hexene 0.17
    2-isopropoxyethanol 8.5
    2,2,2-trifluoroethanol 2.18
    methyl butyrate 6.82

    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