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M3501

Supelco

8-Methoxypsoralen

analytical standard

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C12H8O4
Numéro CAS:
298-81-7
Poids moléculaire :
216.19
Numéro Beilstein :
196453
Numéro CE :
206-066-9
Numéro MDL:
MFCD00005009
Code UNSPSC :
41116107
ID de substance PubChem :
24896845
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

100

Forme

crystals
fibers
powder

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Couleur

white to yellow

Pf

148-150 °C (lit.)

Solubilité

H2O: slightly soluble
acetic acid: soluble

Application(s)

food and beverages

Format

neat

Chaîne SMILES 

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

Clé InChI

QXKHYNVANLEOEG-UHFFFAOYSA-N

Informations sur le gène

rat ... Maoa(29253)

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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.

Actions biochimiques/physiologiques

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+].

Attention

Protect from light.

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H317,H341,H351

Classification des risques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
MKCW7069
MKCL7290
MKCC4366
MKBT6032V
SLBC0610V

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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
Lourdes Santana et al.
Journal of medicinal chemistry, 49(3), 1149-1156 (2006-02-03)
This work explores the potential of the MARCH-INSIDE methodology to seek a QSAR for MAO-A inhibitors from a heterogeneous series of compounds. A Markov model was used to quickly calculate the molecular electron delocalization, polarizability, refractivity, and n-octanol/water partition coefficients
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
Tej Pratap Singh et al.
Experimental dermatology, 21(3), 228-230 (2012-03-03)
8-Methoxypsoralen plus UVA (PUVA) photochemotherapy is an effective treatment for many skin diseases including psoriasis. However, its exact mechanism of therapeutic action is incompletely understood. Previously, in K5.hTGFβ1 transgenic psoriatic mice, we found that PUVA induces Foxp3+ CD25+ CD4+ regulatory T cells
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
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