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Merck
CN

62707

Bergaptol

analytical standard

Synonym(s):

4-Hydroxy7H-furo[3,2-g][1]benzopyran-7-one, 4-Hydroxybergapten, 5-Hydroxy-6,7-furanocoumarin, 5-Hydroxypsoralen, NSC 341958

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About This Item

Empirical Formula (Hill Notation):
C11H6O4
CAS Number:
486-60-2
Molecular Weight:
202.16
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329759749
MDL number:
MFCD00210479
Beilstein/REAXYS Number:
190104

Key Documents

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InChI key

GIJHDGJRTUSBJR-UHFFFAOYSA-N

SMILES string

O=C(C=C1)OC2=C1C(O)=C(C=CO3)C3=C2

InChI

1S/C11H6O4/c12-10-2-1-6-9(15-10)5-8-7(11(6)13)3-4-14-8/h1-5,13H

grade

analytical standard

assay

≥98.5% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC7394
BCBT9702

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Melissa M Melough et al.
Journal of agricultural and food chemistry, 65(24), 5049-5055 (2017-06-06)
Furocoumarins are a class of photoactive compounds found in several plant species and may be responsible for the observed association between consumption of citrus products and the risk of skin cancer. Furocoumarin contents of several foods have been reported previously
Salvatore Multari et al.
Food research international (Ottawa, Ont.), 134, 109228-109228 (2020-06-11)
Citrus are fruit crops that are widely cultivated in Southern Italy. The phytochemical profile of citrus depends on the species, the tissue and the ripening stage. This study aimed to perform a comprehensive analysis of the phenolic compounds and carotenoids
Yelena Guttman et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 137, 111135-111135 (2020-01-23)
Furanocoumarins are the main compounds responsible for the food-drug interactions known as the grapefruit effect, which is caused by the inhibition of CYP3A4-mediated drug metabolism. We evaluated the effects of two new, low-furanocoumarin grapefruit cultivars on CYP3A4 activity and the
Xinjing Dou et al.
Metabolites, 10(3) (2020-03-04)
Food adulteration is a challenge faced by consumers and researchers. Due to DNA fragmentation during oil processing, it is necessary to discover metabolic markers alternative to DNA for adulteration detection of edible oils. However, the contents of metabolic markers vary
Nicole Raquet et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 68, 257-266 (2014-04-01)
Furocoumarins (FCs) are natural constituents widely occurring in plants used as food or in phytomedicines, cosmetics, etc. Some FCs exert dermal photo-toxicity and -genotoxicity when combined with UVA irradiation. For a few congeners, skin tumor formation has been described in

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