176787-12-5

Basic information

• Product Name: 3-Hydroxy-4-phenyl-butyraldehyde
• Synonyms: 3-Hydroxy-4-phenyl-butyraldehyde
• CAS NO: 176787-12-5
• Molecular Weight: 164.204
• Mol File: 176787-12-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-Hydroxy-4-phenyl-butyraldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hydroxy-4-phenyl-butyraldehyde(176787-12-5)
• EPA Substance Registry System: 3-Hydroxy-4-phenyl-butyraldehyde(176787-12-5)

Safety Data

• Hazardous Substances Data: 176787-12-5(Hazardous Substances Data)

Upstream product

• 82456-37-9 1-phenylpent-4-en-2-one 
• 140-29-4 phenylacetonitrile 
• 61077-65-4 1-phenylpent-4-en-2-ol 
• 122-78-1 phenylacetaldehyde 

Relevant articles and documents

Exploring the Sponge Consortium Plakortis symbiotica-Xestospongia deweerdtae as a Potential Source of Antimicrobial Compounds and Probing the Pharmacophore for Antituberculosis Activity of Smenothiazole A by Diverted Total Synthesis

Fractionation of the bioactive CHCl3-MeOH (1:1) extracts obtained from two collections of the sponge consortium Plakortis symbiotica-Xestospongia deweerdtae from Puerto Rico provided two new plakinidone analogues, designated as plakinidone B (2) and plakinidone C (3), as well as the known plakinidone (1), plakortolide F (4), and smenothiazole A (5). The structures of 1-5 were characterized on the basis of 1D and 2D NMR spectroscopic, IR, UV, and HRMS analysis. The absolute configurations of plakinidones 2 and 3 were established through chemical correlation methods, VCD/ECD experiments, and spectroscopic data comparisons. When assayed in vitro against Mycobacterium tuberculosis H37Rv, none of the plakinidones 1-3 displayed significant activity, whereas smenothiazole A (5) was the most active compound, exhibiting an MIC value of 4.1 μg/mL. Synthesis and subsequent biological screening of 8, a dechlorinated version of smenothiazole A, revealed that the chlorine atom in 5 is indispensable for anti-TB activity.