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    ???? ??? ???
    ?? ??:
    520-36-5
    ???:
    ????
    ???(??):
    ????
    ???:
    Apigenin
    ???(??):
    Apig;75580;75590;apigenol;Apegenin;UCCF 031;APIGENIN;Versulin;apigenine;Versuline
    CBNumber:
    CB1384541
    ???:
    C15H10O5
    ??? ??:
    270.24
    MOL ??:
    520-36-5.mol

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    ???
    >300 °C (lit.)
    ?? ?
    333.35°C (rough estimate)
    ??
    1.2319 (rough estimate)
    ???
    1.6000 (estimate)
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    2-8°C
    ???
    DMSO: 27 mg/mL
    ??? ??
    powder
    ?? ?? (pKa)
    6.53±0.40(Predicted)
    ??
    yellow
    Merck
    14,730
    BRN
    262620
    InChIKey
    KZNIFHPLKGYRTM-UHFFFAOYSA-N
    CAS ??????
    520-36-5(CAS DataBase Reference)
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    • ?? ? ?? ??
    • ?? ? ???? ?? (GHS)
    ??? ?? Xi
    ?? ???? ?? 36/37/38
    ????? 26-36
    WGK ?? 3
    RTECS ?? LK9276000
    F ?????? 10
    HS ?? 29329985
    ?? ?? ??? 520-36-5(Hazardous Substances Data)
    ????(GHS):
    ?? ?: Warning
    ??·?? ??:
    ?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
    H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? P264, P280, P302+P352, P321,P332+P313, P362
    H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? P264, P280, P305+P351+P338,P337+P313P
    H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ??
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    P261 ??·?·??·???·??·...·????? ??? ????.
    P264 ?? ??? ?? ??? ????.
    P264 ?? ??? ?? ??? ????.
    P280 ????/???/???/?????? ?????.
    P304+P340 ???? ??? ??? ?? ??? ??? ???? ?? ??? ??? ????.
    P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
    P405 ???? ?????.

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    Pale Yellow Crystalline Solid

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    Chamomile is a perennial found in Europe.

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    antispasmodic, antineoplastic, topoisomerase I inhibitor

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    Induces the reversion of transformed phenotypes of v-H-ras-transformed NIH 3T3 cells at low concentration (12.5 uM) by inhibiting MAP kinase activity. Also inhibits the proliferation of malignant tum or cells by G2/M arrest and induces morphological differentiation. Apigenin has also been reported to enhance the gap juntion intracellular communication in liver cells.

    ??

    Has been used to dye Cr mordanted wool yellow. The color is fast to soap.

    ?? ??

    The herb known as chamomile is derived from the plants Matricaria chamomilla (German, Hungarian, or genuine chamomile) and Anthemis nobilis (English, Roman, or common chamomile). Plants from the two genera have similar activities. The medicinal components are obtained from the flowering tops. The flowers are dried and used for chamomile teas and extracts. Chamomile has been used medicinally for at least 2,000 years. The Romans used the herb for its medicinal properties, which they knew were antispasmodic and sedative.
    The herb also has a long history in the treatment of digestive and rheumatic disorders. The activity of chamomile is found in a light blue essential oil that composes only 0.5% of the flower. The blue color is caused by chamazulene, 7-ethyl-1,4-dimethylazulene . This compound is actually a byproduct of processing the herb. The major component of the oil is the sesquiterpene (-)-α-bisabolol. Also present are apigenin, angelic acid, tiglic acid, the terpene precursors (farnesol, nerolidol, and germacranolide) coumarin, scopoletin-7-glucoside, umbelliferone, and herniarin. Much of the effect of chamomile is caused by bisabolol . Bisabolol is a highly active anti-inflammatory agent in various rodent inflammation and arthritis tests.

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    Protein kinase inhibitor. Suppresses tumor-promoting effects of TPA and exhibits antiproliferative activity in human breast cancer cells (IC 50 values are 59.44 and 31.15 μ M at 24 and 72 hrs respectively). Activates both the intrinsic and extrinsic apoptotic pathways and displays anti-inflammatory, hypotensive, antispasmodic and antioxidant properties in vivo .

    Biochem/physiol Actions

    A plant flavonoid that has been found to inhibit cell proliferation by arresting the cell cycle at the G2/M phase. Inhibition of growth through cell cycle arrest and induction of apoptosis appear to be related to induction of p53. Inhibits PMA-mediated tumor promotion by inhibiting protein kinase C and the resulting suppression of oncogene expression. It has also been reported to inhibit topoisomerase I-catalyzed DNA re-ligation and enhance gap junctional intercellular communication.

    Anticancer Research

    It is a flavone compound found in many fruits and vegetables and abundant in chamomiletea, parsley, celeriac, and celery. It induces apoptosis by targeting leptin/leptin receptor pathway and by targeting caspase-dependent extrinsic pathway aswell as STAT3 signaling pathway in lung adenocarcinoma and BT-474 breast cancercells, respectively (Singh et al. 2016b). It shows antitumor activity against breastcancer MCF-7 cells and colon cancer HCT 116 cells and is a mediator of cancerchemoprevention and an inducer of autophagy. It can be used to treat colon canceras it induces apoptosis in colon cancer cells. It also increase melanogenesis in B16cells by activating the p38 MAPK pathway (Wang et al. 2012).

    Purification Methods

    Crystallise it from aqueous pyridine or aqueous EtOH. It dyes wool yellow when mixed with Cr ions. [Beilstein 18 H 181, 18 I 396, 18 II 178, 18 III/IV 2682, 18/4 V 574.]

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