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Dokumente

M3501

Supelco

Xanthotoxin

analytical standard

Synonym(e):

8-MOP, 8-Methoxypsoralen, 9-Methoxy-furo[3,2-g][1]benzopyran-7-on, Ammoidin, Methoxsalen

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About This Item

Empirische Formel (Hill-System):
C12H8O4
CAS-Nummer:
298-81-7
Molekulargewicht:
216.19
Beilstein:
196453
EG-Nummer:
206-066-9
MDL-Nummer:
MFCD00005009
UNSPSC-Code:
41116107
PubChem Substanz-ID:
24896845
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

100

Form

crystals
fibers
powder

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Farbe

white to yellow

mp (Schmelzpunkt)

148-150 °C (lit.)

Löslichkeit

H2O: slightly soluble
acetic acid: soluble

Anwendung(en)

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

InChIKey

QXKHYNVANLEOEG-UHFFFAOYSA-N

Angaben zum Gen

rat ... Maoa(29253)

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Anwendung

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

Biochem./physiol. Wirkung

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+].

Vorsicht

Vor Licht schützen.

Piktogramme

Health hazardExclamation mark
GHS08,GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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

Choose from one of the most recent versions:

Analysenzertifikate (COA)

Lot/Batch Number
MKCW7069
MKCL7290
MKCC4366
MKBT6032V
SLBC0610V

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69664

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Sigma-Aldrich

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Sigma-Aldrich

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Thio-TEPA

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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