14-O-Acetyldaunomycinone

Base Information

• Chemical Name: 14-O-Acetyldaunomycinone
• CAS No.: 29984-41-6
• Molecular Formula: C₂₃H₂₀O₁₀
• Molecular Weight: 456.406
• DSSTox Substance ID: DTXSID30457462
• Nikkaji Number: J2.102.815K
• Wikidata: Q82280310
• ChEMBL ID: CHEMBL3234279
• Mol file: 29984-41-6.mol

Synonyms:14-O-Acetyldaunomycinone;29984-41-6;AG-650/41069241;[2-oxo-2-[(2S,4S)-2,4,5,12-tetrahydroxy-7-methoxy-6,11-dioxo-3,4-dihydro-1H-tetracen-2-yl]ethyl] acetate;CHEMBL3234279;DTXSID30457462;HKNGLRVIYRYQHU-MYODQAERSA-N;(8S,10S)-7,8,9,10-Tetrahydro-8-(acetoxyacetyl)-6,8,10,11-tetrahydroxy-1-methoxy-5,12-naphthacenedione;2-oxo-2-(2,4,5,12-tetrahydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-2-naphthacenyl)ethyl acetate

Chemical Property of 14-O-Acetyldaunomycinone

Chemical Property:

• PSA: 167.66000
• LogP: 0.72470
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 456.10564683
• Heavy Atom Count: 33
• Complexity: 841

Purity/Quality:

≥95% ^*data from raw suppliers

14-O-Acetyldaunomycinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OCC(=O)C1(CC(C2=C(C1)C(=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4OC)O)O)O
• Isomeric SMILES: CC(=O)OCC(=O)[C@]1(C[C@@H](C2=C(C1)C(=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4OC)O)O)O
• Uses: Protected Daunomycinone (D193850), the main metabolite of Daunorubicin (DNR).

Technology Process of 14-O-Acetyldaunomycinone

There total 1 articles about 14-O-Acetyldaunomycinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

sodium acetate (127-09-3) + daunomycinone-14-bromide (29742-69-6) → doxorubicinone-14-acetate (29984-41-6)

Guidance literature:

In acetone; for 6h; Heating;

DOI:10.1081/SCC-200030978

upstream raw materials:

sodium acetate

daunomycinone-14-bromide