01338
Bergamottin
analytical standard
Sinônimo(s):
Bergamotine, Bergaptin
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About This Item
Fórmula empírica (Notação de Hill):
C21H22O4
Número CAS:
Peso molecular:
338.40
Beilstein:
1353914
Número MDL:
Código UNSPSC:
85151701
ID de substância PubChem:
NACRES:
NA.24
Produtos recomendados
grau
analytical standard
Nível de qualidade
Ensaio
≥98.0% (HPLC)
técnica(s)
HPLC: suitable
gas chromatography (GC): suitable
pf
75-80 °C
aplicação(ões)
food and beverages
formato
neat
temperatura de armazenamento
2-8°C
cadeia de caracteres SMILES
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+
chave InChI
DBMJZOMNXBSRED-OQLLNIDSSA-N
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Descrição geral
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.
Aplicação
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.
Embalagem
Bottomless glass bottle. Contents are inside inserted fused cone.
Produtos recomendados
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Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Equipamento de proteção individual
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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