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A0956

Sigma-Aldrich

Angelicin

Synonym(e):

2-Oxo-(2H)-furo[2,3-h]-1-benzopyran, 2H-Furo[2,3-h]-1-benzopyran-2-on, Isopsoralen, NSC 404563

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About This Item

Empirische Formel (Hill-System):
C11H6O3
CAS-Nummer:
523-50-2
Molekulargewicht:
186.16
Beilstein:
153970
MDL-Nummer:
MFCD00064930
UNSPSC-Code:
85151701
PubChem Substanz-ID:
24890472
NACRES:
NA.25

Form

powder

Qualitätsniveau

200

Lagertemp.

2-8°C

SMILES String

O=C1Oc2c(C=C1)ccc3occc23

InChI

1S/C11H6O3/c12-10-4-2-7-1-3-9-8(5-6-13-9)11(7)14-10/h1-6H

InChIKey

XDROKJSWHURZGO-UHFFFAOYSA-N

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Anwendung

Angelicin, an angular furocoumarin, may be used as a photoactivatable molecule that reacts with DNA and unsaturated fatty acids to form monoadducts. Angelicin may be studied as a potential phototherapeutic and to understand its mechanisms of action and effects on RNA and DNA synthesis.

Biochem./physiol. Wirkung

Angular furocoumarin with diverse photobiological effects. Upon long-wavelength UV irradiation, forms monoadduct with double-stranded DNA and reacts with unsaturated fatty acids. Inhibits DNA and RNA synthesis and cell replication in Ehrlich ascites tumor cells.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
13140211
084M4138V
096M4126V
059M4015V
13160902

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Sigma-Aldrich

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Sigma-Aldrich

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Bergapten analytical standard

Supelco

69664

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56448

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Sigma-Aldrich

M2011

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Giampietro Viola et al.
Annals of the New York Academy of Sciences, 1171, 334-344 (2009-09-03)
In this review we summarize the structure and biological effects of linear and angular psoralens. These compounds exhibit interesting biological effects on the cell cycle, apoptosis and differentiation. These molecules should be considered promising drugs in the therapy of several
Jiann-Yih Yeh et al.
Journal of medicinal chemistry, 53(4), 1519-1533 (2010-01-23)
By using a cell-based high throughput screening campaign, a novel angelicin derivative 6a was identified to inhibit influenza A (H1N1) virus induced cytopathic effect in Madin-Darby canine kidney cell culture in low micromolar range. Detailed structure-activity relationship studies of 6a
Fang Liu et al.
The Journal of surgical research, 185(1), 300-309 (2013-07-03)
Angelicin is a furocoumarin found in Psoralea corylifolia L. fruit. The purpose of this study was to investigate the protective ability of angelicin against inflammation in lipopolysaccharide (LPS)-stimulated RAW 264.7 cells and LPS-induced in vivo acute lung injury model. The
Li-Qun Ouyang et al.
Analytica chimica acta, 650(2), 160-166 (2009-09-02)
A method using high performance liquid chromatography with photodiode-array detection (HPLC-DAD) coupled with alternating trilinear decomposition (ATLD) algorithm was proposed for simultaneous determination of psoralen and isopsoralen in plasma and Chinese medicine "Xian Ling Gu Bao" capsule (XLGBC). In this
Yang Ye et al.
Organic letters, 14(8), 2114-2117 (2012-04-07)
The oxidative dearomatization of 3-(3-alkynyl-4-hydroxyphenyl)propanoic acid is combined with a cascade transition-metal catalyzed cyclization/addition/aromatization/lactamization sequence, which provides a novel approach to prepare furoquinolinone and angelicin derivatives in a convergent and efficient manner.
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