Angelicin - CAS 523-50-2

Angelicin - CAS 523-50-2 Catalog number: BADC-00231

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Photosensitizing; used for determining DNA/RNA structures in cells and microorganisms. Furocoumarin , from plants of the Psoralea genus, Leguminosae.

General Information

Category
ADCs Cytotoxin
Product Name
Angelicin
CAS
523-50-2
Catalog Number
BADC-00231
Molecular Formula
C11H6O3
Molecular Weight
186.17

Chemical Structure

  • Angelicin
Purity
97 % (HPLC)
Appearance
White Solid.
Synonyms
2-furo[2,3-h][1]benzopyranone; Isopsoralen
Solubility
chloroform; not well in ether and alcohol; not in water.
Storage
Store at 2-8°C, keep in dry cool place
Application
ADCs Cytotoxin
Quality Standard
Enterprise Standard
Shelf Life
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Quantity
Milligrams-Grams
Melting Point
135-142 °C.
Density
1.389 ± 0.06 g/cm3
Canonical SMILES
C1=CC2=C(C=CO2)C3=C1C=CC(=O)O3
InChI Key
XDROKJSWHURZGO-UHFFFAOYSA-N
InChI
1S/C11H6O3/c12-10-4-2-7-1-3-9-8(5-6-13-9)11(7)14-10/h1-6H
1.Mechanism-based inactivation of cytochrome P450 2B6 by isopsoralen.
Lu D1, Ji L1, Zheng L1, Cao J1, Peng Y1, Zheng J2,3. Xenobiotica. 2016 Apr;46(4):335-41. doi: 10.3109/00498254.2015.1077403. Epub 2015 Sep 4.
1. Isopsoralen (IPRN) is a major component in many traditional medicinal herbs widely used in Asian countries. The objective of the present study was to investigate the inhibitory effect of IPRN on cytochrome P450 2B6 (CYP2B6) and the mechanism involved in the enzyme inactivation. 2. Pre-incubation of CYP2B6 with IPRN resulted in a time- and concentration-dependent enzyme activity loss. The values of KI and kinact were found to be 7.89 μM and 0.067 min(-1), respectively. Ticlopidine exhibited protective effect on the IPRN-induced enzyme inactivation. The estimated partition ratio of the inactivation was 122. The GSH trapping experiments indicate that an epoxide and/or γ-ketoenal intermediate were/was generated in IPRN-fortified microsomal incubations. The synthetic work verified the formation of the reactive intermediate(s). Additionally, CYPs2E1, 2C19, 2B6 and 1A2 were found to be the major enzymes participating in the bioactivation of IPRN.
2.Evaluation of the influence of salt processing on pharmacokinetics of psoralen and isopsoralen in Psoralea corylifolia L.
Gao QQ1, Yan CP2, Xu ZS3, Wu Y4, Weng ZB1, Zhao GH1, Zhang LJ1, He JY1, Cai BC1, Chen ZP1, Li WD1. Biomed Chromatogr. 2016 Apr;30(4):528-35. doi: 10.1002/bmc.3578. Epub 2015 Sep 11.
A sensitive, specific and rapid ultra-high-pressure liquid chromatography tandem mass spectrometry (UHPLC-MS/MS) method has been developed to investigate pharmacokinetic properties of psoralen and isopsoralen, two compounds isolated from raw/salt-processed fruit of Psoralea corylifolia L. UHPLC-MS/MS was used with positive ion electrospray. The mobile phase was composed of acetonitrile and 0.1% formic acid aqueous solution and a gradient elution program at flow rate of 0.3 mL/min was applied. Multiple reaction monitoring mode was used for the quantification of psoralen, isopsoralen ([M + H](+) m/z 187.0 → m/z 131.0) and scoparone (m/z 207.0 → m/z 151.1). Scoparone served as an internal standard. The method was fully validated for its sensitivity, selectivity, stability, matrix effect and extraction recovery. The obtained results showed that salt-processed Buguzhi significantly promoted the absorption of psoralen and isopsoralen, and increased the bioavailability of these compounds.

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