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Wichtige Dokumente
01338
Bergamottin
analytical standard
Synonym(e):
Bergamotin, Bergaptin
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About This Item
Empirische Formel (Hill-System):
C21H22O4
CAS-Nummer:
Molekulargewicht:
338.40
Beilstein:
1353914
MDL-Nummer:
UNSPSC-Code:
85151701
PubChem Substanz-ID:
NACRES:
NA.24
Empfohlene Produkte
Qualität
analytical standard
Qualitätsniveau
Assay
≥98.0% (HPLC)
Methode(n)
HPLC: suitable
gas chromatography (GC): suitable
mp (Schmelzpunkt)
75-80 °C
Anwendung(en)
food and beverages
Format
neat
Lagertemp.
2-8°C
SMILES String
C\C(C)=C\CC\C(C)=C\COc1c2C=CC(=O)Oc2cc3occc13
InChI
1S/C21H22O4/c1-14(2)5-4-6-15(3)9-11-24-21-16-7-8-20(22)25-19(16)13-18-17(21)10-12-23-18/h5,7-10,12-13H,4,6,11H2,1-3H3/b15-9+
InChIKey
DBMJZOMNXBSRED-OQLLNIDSSA-N
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Allgemeine Beschreibung
Bergamottin, a member of the furanocoumarin family, is primarily found in grapefruit juice. It is reported to be a novel signal transducer and activator of the transcription 3 (STAT3) inhibitor. It is a known drug inhibitor of cytochrome P450 34A and also exhibits diverse anti-tumor and anti-inflammatory activities.
Anwendung
Bergamottin may be used as an analytical standard to test its efficacy in the following:
- Blocker of STAT3 activation pathway in tumor cells; its potential in the therapy of multiple myeloma (MM) and other cancers is investigated.
- Prevention and the treatment of cancer via suppression of the NF-kB signaling pathway and its regulated gene products.
Verpackung
Bottomless glass bottle. Contents are inside inserted fused cone.
Empfohlene Produkte
Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
Eyeshields, Gloves, type N95 (US)
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Anastasia Messer et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 49(12), 3224-3231 (2011-09-29)
Furocoumarins are phototoxic and photogenotoxic natural plant constituents occurring in cosmetics, food and drugs. Grapefruit juice is considered as a major dietary source of furocoumarins although few is known about the variability of furocoumarins in grapefruit juice. We analyzed the
Yong Pil Hwang et al.
Molecular nutrition & food research, 54(7), 977-990 (2009-11-28)
Matrix metalloproteinase (MMP) plays an important role in the invasion and metastasis of cancer cells. The inhibitory effects of bergamottin, a cytochrome P450 inhibitor from Citrus paradis (grapefruit), on tumor invasion and migration and the possible mechanisms involved in this
Simvastatin in combination with bergamottin potentiates TNF-induced apoptosis through modulation of NF-?B signalling pathway in human chronic myelogenous leukaemia
Kim M-S, et al.
Pharmaceutical biology, 54(10), 2050-2060 (2016)
Paul F Cancalon et al.
Journal of food science, 76(4), C543-C548 (2012-03-16)
Since the early 1990's, grapefruit juice has been implicated in drug interaction with various furanocoumarins (FCs) now associated with the effect. Although FCs are present in various fruits and vegetables, it is their presence in grapefruit that has attracted the
Narue Sakamaki et al.
Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan, 49(4), 326-331 (2008-09-13)
Interactions between grapefruit juice and medications have long been recognized. In recent years, several furanocoumarins (FCs) that inhibit P450 activity in intestinal microsomes have been isolated from grapefruit juice. FCs, i.e., bergamottin (BG), bergapten (BP), bergaptol (BT) and 6',7'-dihydroxybergamottin (DHB)
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