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Merck

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:
Molekulargewicht:
216.19
Beilstein:
196453
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
41116107
PubChem Substanz-ID:
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

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

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


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Analysenzertifikate (COA)

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D Hickman et al.
Drug metabolism and disposition: the biological fate of chemicals, 26(3), 207-215 (1998-04-04)
There is a need for methodology to predict clinically significant drug-drug interactions so that clinical studies can be directed toward interactions which are likely to be clinically relevant. To this end, we evaluated selective assays for the seven drug-metabolizing cytochrome
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
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
Toshihiro Akihisa et al.
Journal of natural products, 69(1), 38-42 (2006-01-31)
Three new chalcones, xanthoangelol I (1), xanthoangelol J (2), and deoxydihydroxanthoangelol H (3), were isolated from an ethyl acetate-soluble fraction of exudates of the stems of Angelica keiskei, and their structures were established on the basis of spectroscopic methods. Nine

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