Curcumin, primary reference standard

SKU:
00280590-10MG
  • $308.00

    • Description

    Curcumin, primary reference standard

    Synonym(s):
    (E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Diferuloylmethane, Diferulylmethane, Natural Yellow 3
    Linear Formula:
    [HOC6H3(OCH3)CH=CHCO]2CH2
    CAS Number:
    458-37-7
    Molecular Weight:
    368.38
    Colour Index Number:
    75300
    Beilstein/REAXYS Number:
    2306965
    EC Number:
    207-280-5
    MDL number:
    MFCD00008365
    UNSPSC Code:
    85151701
    PubChem Substance ID:
    329747028
    NACRES:
    NA.24

    Properties

    grade

    primary reference standard

    vapor density

    13 (vs air)

    form

    powder or crystals

    shelf life

    limited shelf life, expiry date on the label

    manufacturer/tradename

    HWI

    technique(s)

    HPLC: suitable
    gas chromatography (GC): suitable

    SMILES string

    COc1cc(\C=C\C(=O)CC(=O)\C=C\c2ccc(O)c(OC)c2)ccc1O

    InChI

    1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+

    InChI key

    VFLDPWHFBUODDF-FCXRPNKRSA-N

    General description

    Curcumin is a bioactive component of turmeric, Curcuma longa. It has a broad spectrum of activities including antioxidant, anti-inflammatory and being anti-cancerous in nature. It has been shown to be a very powerful antioxidant, and has been found to enhance the effects of common anti-cancer drugs. It can also modulate several molecular targets such as cytokines and chemokines, a multitude of enzymes, receptors, transcription factors, cell cycle proteins and cell surface adhesion molecules.[1]
    Produced and qualified by HWI pharma services GmbH.
    Exact content by quantitative NMR can be found on the certificate.

    Application

    It has been used as reference standard in 1H NMR and LC–MS/MS analysis for the quantification of curcumin in turmeric.[2]
    Reference Standard in the analysis of herbal medicinal products

    Biochem/physiol Actions

    A natural phenolic compound. Potent anti-tumor agent having anti-inflammatory and anti-oxidant properties. Curcumin has been cited as a potential chemopreventive agent, in addition to its chemotherapeutic activity. Induces apoptosis in cancer cells and inhibits phorbol ester-induced protein kinase C (PKC) activity. Reported to inhibit production of inflammatory cytokines by peripheral blood monocytes and alveolar macrophages. Potent inhibitor of EGFR tyrosine kinase and IκB kinase. Inhibits inducible nitric oxide synthase (iNOS), cycloxygenase and lipoxygenase. Easily penetrates into the cytoplasm of cells, accumulating in membranous structures such as plasma membrane, endoplasmic reticulum and nuclear envelope.