Endocrocin

Base Information

• Chemical Name: Endocrocin
• CAS No.: 481-70-9
• Molecular Formula: C16H10O7
• Molecular Weight: 314.251
• UNII: N1OEA1S070
• DSSTox Substance ID: DTXSID90197418
• Nikkaji Number: J13.187C
• Wikidata: Q27133290
• Metabolomics Workbench ID: 63389
• ChEMBL ID: CHEMBL5078404
• Mol file: 481-70-9.mol

Synonyms:endocrocin

Chemical Property of Endocrocin

Chemical Property:

• Vapor Pressure: 2.09E-19mmHg at 25°C
• Melting Point: 318 °C (decomp)(Solv: acetic acid (64-19-7))
• Boiling Point: 679.7°C at 760 mmHg
• PKA: 1.63±0.20(Predicted)
• Flash Point: 378.9°C
• PSA: 132.13000
• Density: 1.715g/cm³
• LogP: 1.58540
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 314.04265265
• Heavy Atom Count: 23
• Complexity: 545

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C(=C1C(=O)O)O)C(=O)C3=C(C2=O)C=C(C=C3O)O

Technology Process of Endocrocin

There total 9 articles about Endocrocin 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: 78.0%

tri-O-methyl endocrocin (851056-55-8) → endocrocin (481-70-9)

Guidance literature:

With boron tribromide; In dichloromethane; for 10h; Heating;

DOI:10.1016/j.tetlet.2005.02.061

Reference yield:

1,6,8-Trihydroxy-3-methyl-9,10-dioxo-9,10-dihydro-anthracene-2-carboxylic acid (S)-2-hydroxy-3-trityloxy-propyl ester (252235-14-6) → (R)-3-(trityloxy)propane-1,2-diol (16975-62-5) + endocrocin (481-70-9)

Guidance literature:

With sodium hydroxide; In methanol; at 80 ℃; for 2h;

DOI:10.1248/cpb.47.1404

Reference yield:

2-(hydroxymethyl)-1,6,8-trimethoxy-3-methylanthracene-9,10-dione (851056-54-7) → endocrocin (481-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / CrO₃ / H₂SO₄; acetone / 1.5 h / 0 - 10 °C

2: 78 percent / BBr₃ / CH₂Cl₂ / 10 h / Heating

With chromium(VI) oxide; boron tribromide; In dichloromethane; sulfuric acid; acetone; 1: Jones oxidation;

DOI:10.1016/j.tetlet.2005.02.061

upstream raw materials:

1,6,8-Trihydroxy-3-methyl-9,10-dioxo-9,10-dihydro-anthracene-2-carboxylic acid (S)-2-hydroxy-3-trityloxy-propyl ester

tri-O-methyl endocrocin

2-(hydroxymethyl)-1,6,8-trimethoxy-3-methylanthracene-9,10-dione

1-hydroxy-2-(hydroxymethyl)-6,8-dimethoxy-3-methylanthracene-9,10-dione

Downstream raw materials:

1,6,8-trihydroxy-3-methyl-9,10-anthraquinone

1,6,8-triacetoxy-3-methyl-9,10-anthraquinone

1,3,8-tris-benzoyloxy-6-methyl-anthraquinone