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Merck

69664

Bergapten

analytical standard

Synonym(s):

5-Methoxypsoralen, 4-Methoxyfuro[3,2-g]benzopyrane-7-one, Bergapten, Geralen, Heraclin, Majudin

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About This Item

Empirical Formula (Hill Notation):
C12H8O4
CAS Number:
484-20-8
Molecular Weight:
216.19
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329761846
EC Number:
207-604-5
Beilstein/REAXYS Number:
19560
MDL number:
MFCD00010272

Key Documents

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Product Name

Bergapten, analytical standard

InChI

1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3

InChI key

BGEBZHIAGXMEMV-UHFFFAOYSA-N

SMILES string

COc1c2C=CC(=O)Oc2cc3occc13

grade

analytical standard

assay

≥99.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

189-193 °C
190-193 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Carc. 2 - Muta. 2 - Skin Sens. 1

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
BCCN2092
BCCL5114
BCCJ7503
BCCH2968
BCCF7120

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Shinsuke Marumoto et al.
Journal of agricultural and food chemistry, 58(13), 7777-7781 (2010-06-10)
The biotransformation of bergapten (1) by the fungus Glomerella cingulata gave the corresponding reduced acid, 6,7-furano-5-methoxy hydrocoumaric acid (2), a new compound. Xanthotoxin (3) was also converted to the corresponding reduced acid cnidiol b (4) and demethylated metabolite xanthotoxol (5)
Iii-Min Chung et al.
Immunopharmacology and immunotoxicology, 33(3), 515-518 (2011-01-11)
Ficus carica L., its fruits are delicious and can be eaten by human. Its leaves are commonly used to cure hemorrhoid and clear away heart ache. The milky sap of F. carica have a significant toxic effect against early fourth-stage
Maria Luisa Panno et al.
FEBS letters, 584(11), 2321-2326 (2010-04-08)
In this study we have reported that bergapten (B) and bergapten plus UV (PUVA) are able to significantly affect MCF-7, ZR-75 and SKBR-3 breast cancer cell proliferations. B induced a lowering of PI3K/AKT survival signal in MCF-7 cells even in
Wei Yang et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 878(5-6), 575-582 (2010-02-02)
A sensitive, specific and rapid liquid chromatography-mass spectrometry (LC-MS) method has been developed and validated for the simultaneous determination of xanthotoxin (8-methoxypsoralen), psoralen, isoimpinellin (5,8-dimethoxypsoralen) and bergapten (5-methoxypsoralen) in rat plasma using pimpinellin as an internal standard (IS). The plasma
W McNeely et al.
Drugs, 56(4), 667-690 (1998-11-07)
5-Methoxypsoralen, a naturally occurring linear furocoumarin, has been successfully used in combination with ultraviolet (UV) A irradiation [psoralen plus UV (PUVA)] to manage psoriasis and vitiligo. In patients and volunteers, PUVA 5-methoxypsoralen causes a dose-related increase in cutaneous photosensitivity. However
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