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Documenti fondamentali

01338

Supelco

Bergamottin

analytical standard

Sinonimo/i:

Bergamotine, Bergaptin

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About This Item

Formula empirica (notazione di Hill):
C21H22O4
Numero CAS:
Peso molecolare:
338.40
Beilstein:
1353914
Numero MDL:
Codice UNSPSC:
85151701
ID PubChem:
NACRES:
NA.24

Grado

analytical standard

Livello qualitativo

Saggio

≥98.0% (HPLC)

tecniche

HPLC: suitable
gas chromatography (GC): suitable

Punto di fusione

75-80 °C

applicazioni

food and beverages

Formato

neat

Temperatura di conservazione

2-8°C

Stringa SMILE

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+
DBMJZOMNXBSRED-OQLLNIDSSA-N

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Descrizione generale

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.

Applicazioni

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.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Prodotti consigliati

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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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
S Olguín-Reyes et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(9), 3094-3099 (2012-06-19)
Grapefruit juice (GJ) is a well known Cytochrome P450 (CYP) inhibitor; CYP3A is one of the most affected subfamily leading to anticarcinogenic and antimutagenic effects when GJ is administered to experimental animals in combination with mutagenic/carcinogenic agents metabolized by CYP3A.
Y Uesawa et al.
Die Pharmazie, 63(8), 598-600 (2008-09-06)
Colored (pink and red) grapefruit pulp contains lower amounts of the furanocoumarin derivatives that cause pharmacokinetic interactions than white grapefruit pulp. However, few studies have examined interactions with colored juice products. Therefore, we examined the potential interactions of both white
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
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

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