8-Desoxygartanin

Base Information

• Chemical Name: 8-Desoxygartanin
• CAS No.: 33390-41-9
• Molecular Formula: C23H24 O5
• Molecular Weight: 380.441
• Hs Code.: 2932999099
• NSC Number: 692944
• DSSTox Substance ID: DTXSID101316906
• Nikkaji Number: J167.441B
• Wikidata: Q72462224
• Metabolomics Workbench ID: 44512
• ChEMBL ID: CHEMBL488606
• Mol file: 33390-41-9.mol

Synonyms:8-deoxygartanin

Chemical Property of 8-Desoxygartanin

Chemical Property:

• Melting Point: 165-167 °C
• Boiling Point: 595.7±50.0 °C(Predicted)
• PKA: 7.46±0.20(Predicted)
• PSA: 90.90000
• Density: 1.266±0.06 g/cm3(Predicted)
• LogP: 5.08040
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 380.16237386
• Heavy Atom Count: 28
• Complexity: 631

Purity/Quality:

99% ^*data from raw suppliers

8-Desoxygartanin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C(=C2C(=C1O)C(=O)C3=C(O2)C(=CC=C3)O)CC=C(C)C)O)C
• Uses: 8-Deoxygartanin is an antiproliferative agent. Pancreatic lipase inhibitor.

Technology Process of 8-Desoxygartanin

There total 8 articles about 8-Desoxygartanin 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: 21.0%

1,3,5-trihydroxy-9H-xanthen-9-one (6732-85-0) + prenyl bromide (870-63-3) → Rubraxanthone (20245-38-9) + 8-deoxygartanin (33390-41-9)

Guidance literature:

1,3,5-trihydroxy-9H-xanthen-9-one; prenyl bromide; With potassium hydroxide; In water; at 10 ℃; for 48h;

With hydrogenchloride; In water; regioselective reaction;

DOI:10.2174/1573406411208061012

Reference yield: 13.0%

1,3,5-trihydroxy-9H-xanthen-9-one (6732-85-0) + prenyl bromide (870-63-3) → Rubraxanthone (20245-38-9) + 8-deoxygartanin (33390-41-9) + 1,3,5-trihydroxy-4-(3-methylbut-2-enyl)-9H-xanthen-9-one (53377-61-0)

Guidance literature:

With potassium hydroxide; at 20 ℃; for 16h;

DOI:10.1016/j.tet.2004.01.033

Reference yield:

2,3-dimethoxybenzoic acid (1521-38-6) → 8-deoxygartanin (33390-41-9)

Guidance literature:

Multi-step reaction with 5 steps

1: oxalyl chloride / CH₂Cl₂ / 3 h / 20 °C

2: 86 percent / AlCl₃ / CH₂Cl₂ / 15 h / 20 °C

3: 93 percent / pyridine; aq. tetramethylammonium hydroxide / 4 h / Heating

4: 95 percent / aq. HI; phenol / 24 h / Heating

5: 10 percent / aq. KOH / 16 h / 20 °C

With pyridine; potassium hydroxide; aluminium trichloride; oxalyl dichloride; tetramethyl ammoniumhydroxide; hydrogen iodide; phenol; In dichloromethane;

DOI:10.1016/j.tet.2004.01.033

upstream raw materials:

1,3,5-trihydroxy-9H-xanthen-9-one

prenyl bromide

2,3-dimethoxybenzoic acid

1,3,5-trimethoxy-9H-xanthen-9-one

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