α-Angelica lactone

α-Angelica lactone is a naturally occurring anticarcinogen and an vinylogous nucleophile. α-Angelica lactone can give the chiral δ-amino γ, γ-disubstituted butenolide carbonyl derivatives and exhibitselectrophilic trapping at the γ-carbon. α-Angelica lactone exerts strong chemoprotective effects by selective enhancement of glutathione-S-thansferase (GST) and UDP-glucononosyltransferase (UGT) detoxification enzymes[1][2][3][4].

Product Specifications

CAS Number

[591-12-8]

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Glutathione S-transferase

Type

Natural Products

Related Pathways

Metabolic Enzyme/Protease

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/α-angelica-lactone.html

Purity

99.93

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

O=C1OC(C)=CC1

Molecular Formula

C5H6O2

Molecular Weight

98.10

Precautions

H302, H315, H319, H335

References & Citations

[1]W A Nijhoff, et al. Quantification of Induction of Rat Oesophageal, Gastric and Pancreatic Glutathione and Glutathione S-transferases by Dietary Anticarcinogens. Carcinogenesis. 1994 Sep;15 (9) :1769-72.|[2]E M J van der Logt, et al. Induction of Rat Hepatic and Intestinal UDP-glucuronosyltransferases by Naturally Occurring Dietary Anticarcinogens. Carcinogenesis. 2003 Oct;24 (10) :1651-6.|[3]Lin Zhou, et al. Catalytic Asymmetric Vinylogous Mannich-type (AVM) Reaction of Nonactivated α-Angelica Lactone. Org Lett. 2011 Jun 17;13 (12) :3056-9.|[4]Jessica A Griswold, et al. Diastereoselective Organocatalytic Addition of α-Angelica Lactone to β-Halo-α-ketoesters. J Org Chem. 2017 Feb 17;82 (4) :2276-2280.