Arteannuin B

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    50906-56-4

    Molecular formula
    C15H20O3

    SMILES
    C[C@@H]1CC[C@H]2C(=C)C(=O)O[C@]23[C@H]1CC[C@@]4([C@H]3O4)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Woody 50.45%
    Spicy 42.77%
    Mint 33.29%
    Herbal 32.3%
    Sweet 31.23%
    Fresh 26.19%
    Tobacco 25.07%
    Odorless 25.0%
    Camphoreous 24.77%
    Lactonic 23.08%

    Scent© AI

  • Properties

    XLogP3-AA
    2.6

    Molecular weight
    248.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    424°C

    Flash point est.
    135.31 ˚C

  • Synonyms

    • Arteannuin B
    • 50906-56-4
    • (1R,5S,8R,9S,12R,14R)-8,12-dimethyl-4-methylidene-2,13-dioxatetracyclo[7.5.0.01,5.012,14]tetradecan-3-one
    • (1aR,1bR,4aS,7R,7aS,9aR)-7,9a-Dimethyl-4-methylenedecahydro-3H-oxireno[2',3':7,8]naphtho[8a,1-b]furan-3-one
    • 3H-Oxireno(7,8)naphtho(8a,1-b)furan-3-one, decahydro-7,9a-dimethyl-4-methylene-, (1aR-(1aalpha,1bR*,4abeta,7beta,7abeta,9aalpha))-
    • (1R,5S,8R,9S,12R,14R)-8,12-dimethyl-4-methylidene-2,13-dioxatetracyclo(7.5.0.01,5.012,14)tetradecan-3-one
    • MLS002473311
    • CHEMBL515516
    • SCHEMBL23843641
    • HMS2205O03
    • HY-N2016
    • AKOS015955729
    • FA65487
    • NCGC00247569-01
    • AC-34619
    • DA-71046
    • SMR001397393
    • CS-0018336
    • (1R,5S,8R,9S,12R,14R)-8,12-DIMETHYL-4-METHYLIDENE-2,13-DIOXATETRACYCLO[7.5.0.0(1),?.0(1)(2),(1)?]TETRADECAN-3-ONE
    • (1R,5S,8R,9S,12R,14R)-8,12-dimethyl-4-methylidene-2,13-dioxatetracyclo[7.5.0.0?,?.0??,??]tetradecan-3-one

  • Applications

    Arteannuin B (CAS 50906-56-4) is a natural sesquiterpene lactone from Artemisia annua used primarily as an analytical reference and marker for quality control of botanicals, extracts, and artemisinin-related products (HPLC/LC–MS quantitation, impurity/isomer profiling); in research it serves as a shunt metabolite in the artemisinin biosynthetic pathway, enabling enzyme elucidation, breeding/metabolic engineering, and culture optimization to enhance supply; its sesquiterpene scaffold is leveraged for semisynthesis and structure–activity studies of derivatives with potential antiparasitic, anti-inflammatory, and anticancer effects, and it has been investigated for in vitro bioactivities such as insecticidal and antibacterial actions; it is not an approved drug and is mainly for research use, requiring appropriate handling and storage away from light/oxygen, and is widely used as a system-suitability and impurity reference standard.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 17.82
    methanol 24.22
    isopropanol 30.48
    water 0.16
    ethyl acetate 42.46
    n-propanol 27.05
    acetone 58.76
    n-butanol 31.56
    acetonitrile 24.85
    DMF 78.43
    toluene 73.47
    isobutanol 28.72
    1,4-dioxane 86.86
    methyl acetate 54.55
    THF 139.55
    2-butanone 81.61
    n-pentanol 24.21
    sec-butanol 24.09
    n-hexane 0.46
    ethylene glycol 8.68
    NMP 98.59
    cyclohexane 3.07
    DMSO 49.67
    n-butyl acetate 46.0
    n-octanol 17.14
    chloroform 182.37
    n-propyl acetate 36.92
    acetic acid 37.06
    dichloromethane 128.31
    cyclohexanone 149.31
    propylene glycol 10.55
    isopropyl acetate 42.19
    DMAc 92.85
    2-ethoxyethanol 38.81
    isopentanol 37.22
    n-heptane 0.83
    ethyl formate 39.56
    1,2-dichloroethane 68.21
    n-hexanol 28.45
    2-methoxyethanol 55.06
    isobutyl acetate 40.04
    tetrachloromethane 21.08
    n-pentyl acetate 44.49
    transcutol 80.05
    n-heptanol 19.77
    ethylbenzene 25.59
    MIBK 49.48
    2-propoxyethanol 71.37
    tert-butanol 35.38
    MTBE 21.05
    2-butoxyethanol 47.78
    propionic acid 34.48
    o-xylene 38.05
    formic acid 14.79
    diethyl ether 15.79
    m-xylene 46.67
    p-xylene 43.11
    chlorobenzene 87.06
    dimethyl carbonate 29.5
    n-octane 0.72
    formamide 27.46
    cyclopentanone 162.52
    2-pentanone 58.15
    anisole 49.63
    cyclopentyl methyl ether 43.11
    gamma-butyrolactone 137.86
    1-methoxy-2-propanol 49.33
    pyridine 136.45
    3-pentanone 41.52
    furfural 138.5
    n-dodecane 1.35
    diethylene glycol 59.36
    diisopropyl ether 9.17
    tert-amyl alcohol 23.9
    acetylacetone 75.18
    n-hexadecane 1.66
    acetophenone 68.59
    methyl propionate 37.29
    isopentyl acetate 55.17
    trichloroethylene 171.49
    n-nonanol 18.72
    cyclohexanol 41.55
    benzyl alcohol 59.46
    2-ethylhexanol 20.97
    isooctanol 20.19
    dipropyl ether 10.75
    1,2-dichlorobenzene 75.34
    ethyl lactate 29.13
    propylene carbonate 82.2
    n-methylformamide 34.04
    2-pentanol 19.73
    n-pentane 0.84
    1-propoxy-2-propanol 44.46
    1-methoxy-2-propyl acetate 62.78
    2-(2-methoxypropoxy) propanol 51.76
    mesitylene 25.62
    ε-caprolactone 107.24
    p-cymene 20.67
    epichlorohydrin 141.18
    1,1,1-trichloroethane 69.16
    2-aminoethanol 16.58
    morpholine-4-carbaldehyde 107.39
    sulfolane 107.66
    2,2,4-trimethylpentane 1.31
    2-methyltetrahydrofuran 75.96
    n-hexyl acetate 50.14
    isooctane 1.34
    2-(2-butoxyethoxy)ethanol 58.26
    sec-butyl acetate 33.04
    tert-butyl acetate 42.75
    decalin 2.91
    glycerin 20.57
    diglyme 93.42
    acrylic acid 36.09
    isopropyl myristate 25.52
    n-butyric acid 54.31
    acetyl acetate 44.16
    di(2-ethylhexyl) phthalate 37.47
    ethyl propionate 30.15
    nitromethane 56.33
    1,2-diethoxyethane 33.04
    benzonitrile 92.75
    trioctyl phosphate 24.18
    1-bromopropane 29.42
    gamma-valerolactone 182.72
    n-decanol 14.97
    triethyl phosphate 25.48
    4-methyl-2-pentanol 19.69
    propionitrile 38.85
    vinylene carbonate 90.07
    1,1,2-trichlorotrifluoroethane 81.51
    DMS 52.76
    cumene 20.15
    2-octanol 14.66
    2-hexanone 45.37
    octyl acetate 28.9
    limonene 20.9
    1,2-dimethoxyethane 65.1
    ethyl orthosilicate 23.91
    tributyl phosphate 26.78
    diacetone alcohol 52.72
    N,N-dimethylaniline 32.84
    acrylonitrile 53.02
    aniline 65.81
    1,3-propanediol 31.8
    bromobenzene 91.79
    dibromomethane 71.98
    1,1,2,2-tetrachloroethane 111.51
    2-methyl-cyclohexyl acetate 48.32
    tetrabutyl urea 36.46
    diisobutyl methanol 16.02
    2-phenylethanol 72.9
    styrene 30.7
    dioctyl adipate 36.41
    dimethyl sulfate 40.61
    ethyl butyrate 33.32
    methyl lactate 29.53
    butyl lactate 40.85
    diethyl carbonate 28.57
    propanediol butyl ether 35.24
    triethyl orthoformate 29.45
    p-tert-butyltoluene 18.71
    methyl 4-tert-butylbenzoate 55.55
    morpholine 79.45
    tert-butylamine 16.05
    n-dodecanol 12.11
    dimethoxymethane 53.03
    ethylene carbonate 71.52
    cyrene 69.21
    2-ethoxyethyl acetate 62.36
    2-ethylhexyl acetate 44.43
    1,2,4-trichlorobenzene 94.69
    4-methylpyridine 130.11
    dibutyl ether 13.19
    2,6-dimethyl-4-heptanol 16.02
    DEF 45.1
    dimethyl isosorbide 92.51
    tetrachloroethylene 75.33
    eugenol 60.48
    triacetin 55.57
    span 80 43.13
    1,4-butanediol 17.19
    1,1-dichloroethane 70.44
    2-methyl-1-pentanol 29.17
    methyl formate 33.44
    2-methyl-1-butanol 29.83
    n-decane 1.73
    butyronitrile 40.32
    3,7-dimethyl-1-octanol 23.4
    1-chlorooctane 10.31
    1-chlorotetradecane 6.24
    n-nonane 1.17
    undecane 1.51
    tert-butylcyclohexane 2.35
    cyclooctane 1.2
    cyclopentanol 43.16
    tetrahydropyran 65.66
    tert-amyl methyl ether 15.76
    2,5,8-trioxanonane 75.09
    1-hexene 3.8
    2-isopropoxyethanol 38.02
    2,2,2-trifluoroethanol 22.92
    methyl butyrate 41.34

    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
Annual wormwood (Yugoslavia) 84775-74-6 Artemisia annua L., fam. Asteraceae (Compositae) 0.23%
Annual wormwood (China) 2b 84775-74-6 Artemisia annua L., fam. Asteraceae (Compositae) 3.2%
Annual wormwood (Vietnam) 2b 84775-74-6 Annua artemisia L., fam. Asteraceae (Compositae) 14.9%