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Merck
CN

01338

佛手柑素

analytical standard

别名:

香柠檬亭, 香柠檬素

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关于此项目

经验公式(希尔记法):
C21H22O4
化学文摘社编号:
分子量:
338.40
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1353914
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产品名称

佛手柑素, analytical standard

InChI key

DBMJZOMNXBSRED-OQLLNIDSSA-N

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+

grade

analytical standard

assay

≥98.0% (HPLC)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

75-80 °C

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

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Application

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.

General description

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.

Other Notes

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Y Uesawa et al.
Die Pharmazie, 63(2), 110-112 (2008-04-03)
Bergamottin was identified as a cause of pharmacokinetic interaction with grapefruit juice intake and as a physiologically active substance involved in lipolysis. However, the quantification method on concentrations of bergamottin in systemic circulation has not been well established. The aim
Y Uesawa et al.
Die Pharmazie, 66(7), 525-528 (2011-08-05)
Grapefruit juice (GFJ) is known to affect the pharmacokinetics of a variety of drugs administered concomitantly and this is due to inhibition of intestinal CYP3A, a barrier protein for drug absorption. Some compounds such as furanocoumarin derivatives have been reported
Whocely Victor de Castro et al.
Journal of agricultural and food chemistry, 56(12), 4840-4845 (2008-05-23)
The effect of two varieties of grapefruit juice (white and ruby red) and its selected components (naringin, naringenin, and bergamottin) was investigated on the activity of the P-glycoprotein (P-gp) in male Sprague-Dawley rats. Talinolol, a nonmetabolized P-gp substrate, was used
Jasminder Sahi et al.
Drug metabolism and disposition: the biological fate of chemicals, 30(2), 135-140 (2002-01-17)
Bergamottin, a furanocoumarin isolated from grapefruit juice, was investigated for the ability to increase diazepam bioavailability and for its effect on cytochrome P450 (P450) enzymes in the beagle dog liver and intestine. To study the effect of bergamottin on diazepam
Bergamottin, a natural furanocoumarin obtained from grapefruit juice induces chemosensitization and apoptosis through the inhibition of STAT3 signaling pathway in tumor cells
Kim M-S, et al.
Cancer Cells, 354(01), 153-163 (2014)

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