parthenolide (Q2662393)

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chemical compound
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Language Label Description Also known as
English
parthenolide
chemical compound

    Statements

    chemical structure
    Parthenolide.svg
    390 × 375; 12 KB
    0 references
    mass
    248.141245 dalton
    1 reference
    stated in
    PubChem
    PubChem CID
    5353864
    language of work or name
    English
    title
    C15H20O3 (English)
    retrieved
    20 September 2016
    stereoisomer of
    chemical formula
    C₁₅H₂₀O₃
    1 reference
    stated in
    PubChem
    PubChem CID
    5353864
    language of work or name
    English
    title
    C15H20O3 (English)
    retrieved
    20 September 2016
    canonical SMILES
    CC1=CCCC2(C(O2)C3C(CC1)C(=C)C(=O)O3)C
    1 reference
    stated in
    PubChem
    PubChem CID
    5353864
    language of work or name
    English
    title
    C15H20O3 (English)
    retrieved
    20 September 2016
    isomeric SMILES
    C=C1C(=O)O[C@H]2[C@H]1CC/C(C)=C\CC[C@@]1(C)O[C@@H]21
    0 references
    found in taxon
    Tanacetum parthenium
    35 references
    stated in
    Comparison of Extraction Procedures for Parthenolide inTanacetum parthenium
    stated in
    Inhibition of interleukin-12 production in lipopolysaccharide-activated mouse macrophages by parthenolide, a predominant sesquiterpene lactone in Tanacetum parthenium: involvement of nuclear factor-kappaB.
    stated in
    Antileishmanial activity of parthenolide, a sesquiterpene lactone isolated from Tanacetum parthenium
    stated in
    3,4-β-Epoxy-8-deoxycumambrin B, A sesquiterpene lactone from Tanacetum parthenium
    stated in
    A bioassay for inhibition of serotonin release from bovine platelets
    stated in
    Airborne Compositae dermatitis: monoterpenes and no parthenolide are released from flowering Tanacetum parthenium (feverfew) plants
    stated in
    Antiproliferative activities of parthenolide and golden feverfew extract against three human cancer cell lines
    stated in
    A proposal for the quality control of Tanacetum parthenium (feverfew) and its hydroalcoholic extract
    stated in
    A quantitative method for the estimation of parthenolide and other sesquiterpene lactones containing α-methylenebutyrolactone functions present in feverfew,Tanacetum parthenium
    stated in
    A simple method of isolating parthenolide from Tanacetum and other sensitizing plants
    stated in
    Chemical Mutagenesis and Parthenolide Biosynthesis in Feverfew (Tanacetum parthenium)
    stated in
    Comparative study of Tanacetum species growing in Bulgaria.
    stated in
    Determination of Parthenolide in Selected Feverfew Products by Liquid Chromatography
    stated in
    Effects of Drying Temperature and Storage on Parthenolide Concentration of Feverfew (Tanacetum parthenium L.) Leaves
    stated in
    Effects of extracts ofTanacetum species on human polymorphonuclear leucocyte activityin vitro
    stated in
    Extraction and high-performance liquid chromatographic methods for the γ-lactones parthenolide (Chrysanthemum parthenium Bernh.), marrubiin (Marrubium vulgare L.) and artemisinin (Artemisia annua L.)
    stated in
    Feverfew and vascular smooth muscle: extracts from fresh and dried plants show opposing pharmacological profiles, dependent upon sesquiterpene lactone content
    stated in
    Feverfew extracts and parthenolide irreversibly inhibit vascular responses of the rabbit aorta
    stated in
    Feverfew (Tanacetum parthenium L.): tissue culture and parthenolide synthesis
    stated in
    Multi-Component Metabolic Classification of Commercial Feverfew Preparations via High-Field 1H-NMR Spectroscopy and Chemometrics
    stated in
    Occupational allergic contact dermatitis caused by decorative plants
    stated in
    Parthenolide content and bioactivity of feverfew (Tanacetum parthenium (L.) Schultz-Bip.). Estimation of commercial and authenticated feverfew products
    stated in
    Parthenolide Content of Feverfew (Tanacetum parthenium) Assessed by Hplc and1H-nmr Spectroscopy
    stated in
    Pharmacological activity of feverfew (Tanacetum parthenium (L.) Schultz-Bip.): assessment by inhibition of human polymorphonuclear leukocyte chemiluminescence in-vitro
    stated in
    Prostaglandin synthetase inhibitors in feverfew
    stated in
    Rapid extraction and high-performance liquid chromatographic determination of parthenolide in feverfew (Tanacetum parthenium)
    stated in
    Sesquiterpene lactones from feverfew, Tanacetum parthenium: isolation, structural revision, activity against human blood platelet function and implications for migraine therapy
    stated in
    The content of parthenolide and its yield per plant during the growth of Tanacetum parthenium
    stated in
    Enhancement of 1 alpha,25-dihydroxyvitamin D(3)-induced differentiation of human leukaemia HL-60 cells into monocytes by parthenolide via inhibition of NF-kappa B activity
    stated in
    Parthenolide, a sesquiterpene lactone from the medical herb feverfew, shows anticancer activity against human melanoma cells in vitro.
    stated in
    Parthenolide induces apoptosis in glioblastomas without affecting NF-kappaB.
    stated in
    Parthenolide induces significant apoptosis and production of reactive oxygen species in high-risk pre-B leukemia cells
    stated in
    Parthenolide sensitizes ultraviolet (UV)-B-induced apoptosis via protein kinase C-dependent pathways.
    stated in
    Intra-specific variability of feverfew: correlations between parthenolide, morphological traits and seed origin
    stated in
    Allergic contact dermatitis caused by Artemisia and Chrysanthemum species. The role of sesquiterpene lactones
    Commons category
    Parthenolide
    0 references

    Identifiers

    ChemSpider ID
    4510242
    1 reference
    stated in
    ChemSpider
    ChemSpider ID
    4510242
    language of work or name
    English
    title
    (4Z)-1a,5-Dimethyl-8-methylene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one (English)
    retrieved
    20 September 2016
    PubChem CID
    5420805
    0 references
    Reaxys registry number
    3550011
    0 references
    EC number
    692-532-0
    1 reference
    stated in
    ECHA Substance Infocard database
    ECHA Substance Infocard ID
    100.220.558
    retrieved
    27 December 2018
    title
    (1S,2S,4R,11S)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.0²,⁴]tetradec-7-en-13-one (English)
    quotation
    CAS no.: 20554-84-1 (English)
    ECHA Substance Infocard ID
    100.220.558
    1 reference
    stated in
    ECHA Substance Infocard database
    ECHA Substance Infocard ID
    100.220.558
    retrieved
    27 December 2018
    title
    (1S,2S,4R,11S)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.0²,⁴]tetradec-7-en-13-one (English)
    quotation
    CAS no.: 20554-84-1 (English)
    CosIng number
    97313
    1 reference
    stated in
    CosIng database
    CosIng number
    97313
    retrieved
    28 December 2019
    title
    PARTHENOLIDE (English)
    quotation
    CAS no.: 20554-84-1 (English)
    RxNorm ID
    32941
    0 references
    DrugBank ID
    13063
    1 reference
    stated in
    DrugBank
    DrugBank ID
    13063
    retrieved
    6 July 2021
    quotation
    CAS no.: 20554-84-1 (English)
    title
    Parthenolide (English)
    KNApSAcK ID
    C00003345
    0 references
    UNII
    2RDB26I5ZB
    0 references
    KEGG ID
    C07609
    0 references
    CAB ID
    237015
    1 reference
    stated in
    CAB Thesaurus
    retrieved
    6 April 2020
     
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