Erinacin B

Base Information

• Chemical Name: Erinacin B
• CAS No.: 156101-10-9
• Molecular Formula: C₂₅H₃₆O₆
• Molecular Weight: 432.557
• UNII: 5VHR8J5JF2
• Nikkaji Number: J1.338.925J
• Metabolomics Workbench ID: 108235

Synonyms:erinacine B

Chemical Property of Erinacin B

Chemical Property:

• Melting Point: 124.8-126.6 °C
• Boiling Point: 594.5±50.0 °C(Predicted)
• PKA: 13.14±0.70(Predicted)
• Density: 1.24±0.1 g/cm3(Predicted)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 432.25118886
• Heavy Atom Count: 31
• Complexity: 817

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C1=C2C3CC=C(C4C(C3(CCC2(CC1)C)C)OC5C(O4)C(C(CO5)O)O)C=O
• Isomeric SMILES: CC(C)C1=C2[C@H]3CC=C([C@@H]4[C@@H]([C@@]3(CC[C@]2(CC1)C)C)O[C@H]5[C@H](O4)[C@H]([C@@H](CO5)O)O)C=O
• Uses: Erinacin B can be used to enhance neurite outgrowth

Technology Process of Erinacin B

There total 3 articles about Erinacin B 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: 74.0%

(3aR,5aR,6S,9R,10aR,Z)-6-[(3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yloxy]-8-formyl-1-isopropyl-3a,5a-dimethyl-2,3,3a,4,5,5a,6,9,10,10a-decahydrocyclohepta[e]inden-9-yl benzoate → erinacine B (156101-10-9)

Guidance literature:

With triethylamine; lithium bromide; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1021/ol0628816

Reference yield: 72.0%

erinacine P → erinacine B (156101-10-9)

Guidance literature:

With triethylamine; lithium bromide; In tetrahydrofuran; at 20 ℃; for 40h;

DOI:10.1016/S0040-4039(00)00601-8

Reference yield:

erinacine C (156101-09-6) → erinacine B (156101-10-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane;

DOI:10.1016/S0040-4039(00)76760-8

upstream raw materials:

erinacine C

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