29984-41-6

Basic information

• Product Name: 14-O-AcetyldaunoMycinone
• Synonyms: 14-O-AcetyldaunoMycinone;(8S,10S)-8-[2-(Acetyloxy)acetyl]-7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-1-Methoxy-5,12-naphthacenedione;(8S,cis)-8-[2-(Acetyloxy)acetyl]-7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-1-Methoxy-5,12-naphthacenedione;14-O-AcetyladriaMycinone
• CAS NO: 29984-41-6
• Molecular Formula: C23H20O10
• Molecular Weight: 456.3989
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 29984-41-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• CAS DataBase Reference: 14-O-AcetyldaunoMycinone(CAS DataBase Reference)
• NIST Chemistry Reference: 14-O-AcetyldaunoMycinone(29984-41-6)
• EPA Substance Registry System: 14-O-AcetyldaunoMycinone(29984-41-6)

Safety Data

• Hazardous Substances Data: 29984-41-6(Hazardous Substances Data)

Usage

Chemical Properties

Dark Red Solid

Uses

Protected Daunomycinone (D193850), the main metabolite of Daunorubicin (DNR).

Upstream product

• 127-09-3 sodium acetate 
• 29742-69-6 daunomycinone-14-bromide 

Relevant articles and documents

Convenient syntheses of daunomycinone-7-D-glucuronides and doxorubicinone-7-D-glucuronides

The first synthesis of new doxorubicin and daunomycin analogs containing glucuronic acid moieties instead of daunosamine are described. The desired products, daunomycinone-7-D-glucuronide (DM7G, 10) and doxorubicinone-7-D- glucuronide (DX7G, 11) were conveniently prepared through the glycosylation at 7-hydroxyl group of daunomycinone (4) or 14-acetoxydoxorubicinone (6) with glucuronic acid derivative 7 by the Koenigs-Knorr procedure followed by alkaline deacetylatipn using aqueous LiOH solution and amberlite cation exchange material. The anomeric configuration and conformation of all products were fully characterized by assignment of 1H NMR chemical shifts and H-H coupling constants based on reported literatures.