Myricanone

Base Information

• Chemical Name: Myricanone
• CAS No.: 32492-74-3
• Molecular Formula: C21H24 O5
• Molecular Weight: 356.419
• DSSTox Substance ID: DTXSID60186218
• Nikkaji Number: J19.021G
• Wikipedia: Myricanone
• Wikidata: Q15634107
• Metabolomics Workbench ID: 44568
• ChEMBL ID: CHEMBL2152655
• Mol file: 32492-74-3.mol

Synonyms:myricanone

Chemical Property of Myricanone

Chemical Property:

• Vapor Pressure: 3.19E-14mmHg at 25°C
• Melting Point: 190-192 °C
• Boiling Point: 583.7°Cat760mmHg
• PKA: 9.36±0.20(Predicted)
• Flash Point: 206.7°C
• PSA: 75.99000
• Density: 1.203g/cm³
• LogP: 4.01010
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 356.16237386
• Heavy Atom Count: 26
• Complexity: 467

Purity/Quality:

98%min ^*data from raw suppliers

Myricanone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C=C(CCCCC(=O)CCC3=CC2=C(C=C3)O)C(=C1OC)O

Technology Process of Myricanone

There total 20 articles about Myricanone 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: 75.0%

Myricanol (181228-75-1,32630-90-3) → myricanone (32492-74-3)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1248/cpb.50.208

Reference yield: 75.0%

dibenzylmyricanone (68486-84-0) → myricanone (32492-74-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid;

Reference yield: 66.0%

myricanone 5-O-β-D-glucopyranoside → myricanone (32492-74-3)

Guidance literature:

With β-glucosidase; In acetate buffer; at 38 ℃; pH=4.0;

DOI:10.1016/S0968-0896(02)00314-0

upstream raw materials:

dibenzylmyricanone

Myricanol

(+)-S-myricanol 5-O-β-D-glucopyranoside

1-(4-benzyloxyphenyl)-7-(2-benzyloxy-5-bromo-3,4-dimethoxyphenyl)heptan-3-ol

Downstream raw materials:

(+/-)-myricanol

Refernces

• 1、 Martin, Mackenzie D.,Calcul, Laurent,Smith, Courtney,Jinwal, Umesh K.,Fontaine, Sarah N.,Darling, April,Seeley, Kent,Wojtas, Lukasz,Narayan, Malathi,Gestwicki, Jason E.,Smith, Garry R.,Reitz, Allen B.,Baker, Bill J.,Dickey, Chad A.. "Synthesis, stereochemical analysis, and derivatization of myricanol provide new probes that promote autophagic Tau clearance". . p. 1099 - 1109. Retrieved 2015/05/05.
• 2、 Yoshimura, Morio,Yamakami, Saori,Amakura, Yoshiaki,Yoshida, Takashi. "Diarylheptanoid sulfates and related compounds from myrica rubra bark". . p. 1798 - 1802. Retrieved 2013/01/15.