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Merck

M3501

8-Methoxypsoralen

analytical standard

Synonyme(s) :

8-MOP, 9-Methoxyfuro[3,2-g][1]benzopyran-7-one, Ammoidin, Methoxsalen, Xanthotoxin

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A propos de cet article

Formule empirique (notation de Hill) :
C12H8O4
Numéro CAS:
Poids moléculaire :
216.19
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
206-066-9
Beilstein/REAXYS Number:
196453
MDL number:
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grade

analytical standard

Quality Level

form

crystals, fibers, powder

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

color

white to yellow

mp

148-150 °C (lit.)

solubility

H2O: slightly soluble, acetic acid: soluble

application(s)

food and beverages

format

neat

SMILES string

COc1c2OC(=O)C=Cc2cc3ccoc13

InChI

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

InChI key

QXKHYNVANLEOEG-UHFFFAOYSA-N

Gene Information

rat ... Maoa(29253)

Application

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

Biochem/physiol Actions

8-methoxypsoralen (8-MOP) plus ultraviolet A (UVA) irradiation induces monoadducts and interstrand cross-links in DNA and therefore can be used to study DNA repair and recombination mechanisms. Cultured normal human melanocytes treated with 8-methoxypsoralen and irradiated with ultraviolet A (UVA) formed 8-methoxypsoralen-phospholipid photoadducts that could be substituted for diacylglycerol to activate protein kinase C in a cell-free system. 8-MOP is an inactivator of purified reconstituted cytochrome P450. It also inhibits substance P-induced histamine release from substance P-activated rat peritoneal mast cells by suppressing the rise in [Ca2+].

Disclaimer

Protect from light.


pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Muta. 2 - Skin Sens. 1

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves



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Contenu apparenté


V Meniel et al.
Mutation research, 384(1), 23-32 (1997-06-09)
Interstrand crosslink (ICL) induction by 8-methoxypsoralen plus UVA and the incision step of the repair have been investigated during the mitotic cell cycle of haploid Saccharomyces cerevisiae. Cells were synchronised by elutriation and events were examined at the level of
Franz Trautinger et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 12(1), 22-28 (2012-08-04)
Photopheresis is a form of phototherapy where specialized equipment is used to isolate a leukocyte fraction from the peripheral blood which is then exposed to photoactivated 8-methoxypsoralen and reinfused into the patient. At the time of its invention the treatment
S Whittaker et al.
The British journal of dermatology, 167(3), 678-687 (2012-08-29)
Psoralen plus ultraviolet A (PUVA) is the standard treatment for early stages of mycosis fungoides. There have been no adequate randomized controlled trials with sufficient power comparing this modality with other therapies. To assess disease response and to compare the