About: Geraniin

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Geraniin is a dehydroellagitannin found in geraniums. It is found for instance in Geranium thunbergii, which is one of the most popular folk medicines and also an official antidiarrheic drug in Japan. It can also be found in the rind of Nephelium lappaceum (rambutan). It mediates apoptosis by cleavage of focal adhesion kinase through up-regulation of Fas ligand expression in human melanoma cells. Geraniin has also been shown to possess immunomodularity properties, as it inhibits tumor necrosis factor-alpha, and NF-κB in ovarian cancer cells.

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  • Geraniin is a dehydroellagitannin found in geraniums. It is found for instance in Geranium thunbergii, which is one of the most popular folk medicines and also an official antidiarrheic drug in Japan. It can also be found in the rind of Nephelium lappaceum (rambutan). It mediates apoptosis by cleavage of focal adhesion kinase through up-regulation of Fas ligand expression in human melanoma cells. Geraniin has also been shown to possess immunomodularity properties, as it inhibits tumor necrosis factor-alpha, and NF-κB in ovarian cancer cells. Geraniin was studied for its anticancer activity and shown to target apoptosis via inactivation of PI3K/Akt/mTOR signaling pathway involving NF-κB when treated against HT-29 human colorectal adenocarcinoma cells. It is formed with one hexahydroxydiphenic acid unit, one modified hexahydroxydiphenic acid unit (dehydrohexahydroxydiphenic acid or DHHDP) and one gallic acid unit linked to a glucose molecule. It is forming an equilibrium mixture of six-membered hemi-ketal and five-membered hemi-ketal forms. Chebulagic acid is formed from geraniin through a glutathione-mediated conversion. (en)
  • ゲラニイン(Geraniin)は、フウロソウ属で見られるデヒドロである。例えば民間療法薬や日本で整腸薬として用いられているゲンノショウコに含まれる。ランブータンの外皮にも含まれる。 ヒトの悪性黒色腫においてFasリガンドの発現を正に制御してPTK2を切断し、アポトーシスを引き起こす。 グルコース分子にユニット、デヒドロヘキサヒドロキシジフェン酸ユニット、没食子酸ユニットが連結されることで形成されている。六員環ヘミケタール構造と五員環ヘミケタール構造の平衡混合物となっている。 ケブラジン酸は、グルタチオンの仲介によりゲラニインから変換される。 (ja)
dbo:iupacName
  • (1R,7R,8S,26R,28S,29R,38R)-1,13,14,15,18,19,20,34,35,39,39-Undecahydroxy-2,5,10,23,31-pentaoxo-6,9,24,27,30,40-hexaoxaoctacyclo[34.3.1.04,38.07,26.08,29.011,16.017,22.032,37]tetraconta-3,1 1,13,15,17,19,21,32,34,36-decaen-28-yl 3,4,5-trihydroxybenzoate (en)
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  • Geraniin.png (en)
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  • Chemical structure of geraniin (en)
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  • Geraniin (en)
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  • ゲラニイン(Geraniin)は、フウロソウ属で見られるデヒドロである。例えば民間療法薬や日本で整腸薬として用いられているゲンノショウコに含まれる。ランブータンの外皮にも含まれる。 ヒトの悪性黒色腫においてFasリガンドの発現を正に制御してPTK2を切断し、アポトーシスを引き起こす。 グルコース分子にユニット、デヒドロヘキサヒドロキシジフェン酸ユニット、没食子酸ユニットが連結されることで形成されている。六員環ヘミケタール構造と五員環ヘミケタール構造の平衡混合物となっている。 ケブラジン酸は、グルタチオンの仲介によりゲラニインから変換される。 (ja)
  • Geraniin is a dehydroellagitannin found in geraniums. It is found for instance in Geranium thunbergii, which is one of the most popular folk medicines and also an official antidiarrheic drug in Japan. It can also be found in the rind of Nephelium lappaceum (rambutan). It mediates apoptosis by cleavage of focal adhesion kinase through up-regulation of Fas ligand expression in human melanoma cells. Geraniin has also been shown to possess immunomodularity properties, as it inhibits tumor necrosis factor-alpha, and NF-κB in ovarian cancer cells. (en)
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  • Geraniin (en)
  • ゲラニイン (ja)
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  • Geraniin (en)
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