Magnolol

Base Information

• Chemical Name: Magnolol
• CAS No.: 528-43-8
• Molecular Formula: C18H18O2
• Molecular Weight: 266.34
• Hs Code.: 29072990
• European Community (EC) Number: 610-903-7
• NSC Number: 293099
• UNII: 001E35HGVF
• DSSTox Substance ID: DTXSID0044076
• Nikkaji Number: J277.749E
• Wikipedia: Magnolol
• Wikidata: Q6732002
• Metabolomics Workbench ID: 67872
• ChEMBL ID: CHEMBL180920
• Mol file: 528-43-8.mol

Synonyms:5,5'-diallyl-2,2'-dihydroxybiphenyl;magnolol

Chemical Property of Magnolol

Chemical Property:

• Appearance/Colour: A bioactive compound found in the bark of the Houpu magnolia.
• Vapor Pressure: 5.25E-07mmHg at 25°C
• Melting Point: 99 - 101oC
• Refractive Index: 1.601
• Boiling Point: 401 °C at 760 mmHg
• PKA: 9.49±0.43(Predicted)
• Flash Point: 184.5 °C
• PSA: 40.46000
• Density: 1.107 g/cm³
• LogP: 4.22180
• Storage Temp.: 2-8°C
• Solubility.: ethanol: soluble1mg/mL
• XLogP3: 5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 266.130679813
• Heavy Atom Count: 20
• Complexity: 293

Purity/Quality:

Assay99%, ^*data from raw suppliers

Magnolol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 37/38-41-51/53
• Safety Statements: 26-39-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1=CC(=C(C=C1)O)C2=C(C=CC(=C2)CC=C)O
• Description: Magnolol is an organic compound belonging to lignan. It is a kind of bioactive compounds identified from the bark of the Magnolia officinalis or M. grandiflora. It has been supplemented to Asian traditional medicine for the treatment of anxiety, sleep disorders, and allergic disease. It can act on the GABA receptor in vitro as a strong allosteric modulator. It also has antifungal effect, anti- periodontal activity as well as many osteoblast-stimulating and osteoclast-inhibiting activities. It has also found that magnolol can also activate the cannabinoid (CB) receptors. Magnolol is a bioactive compound isolated from the bark of M. officinalis that has been used in Asian traditional medicine for the treatment of anxiety, sleep disorders, and allergic diseases. Magnolol can activate cannabinoid (CB) receptors, behaving as a partial agonist with selectivity for the peripheral CB2 subtype (EC50 = 3.28 μM; Ki = 1.44 μM) versus central CB1 (EC50 = 18.3 μM; Ki = 3.15 μM).

Technology Process of Magnolol

There total 24 articles about Magnolol 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: 90.0%

5,5'-Diallyl-2,2'-bis(methoxymethoxy)biphenyl → Magnolol (528-43-8)

Guidance literature:

With chloro-trimethyl-silane; In methanol; at 0 - 25 ℃; for 1h;

Reference yield: 88.0%

C34H34O4 → Magnolol (528-43-8)

Guidance literature:

With manganese; (1,2-dimethoxyethane)dichloronickel(II); 1,1,3,3-Tetramethyldisiloxane; potassium tert-butylate; 1,3-bis(cyclohexyl)imidazolium tetrafluoroborate; In toluene; at 70 ℃; for 5h;

DOI:10.1021/acscatal.1c03980

Reference yield: 83.0%

5,5'-diallyl-2,2'-bis (benzyloxy)-1,1'-biphenyl → Magnolol (528-43-8)

Guidance literature:

With manganese; (1,2-dimethoxyethane)dichloronickel(II); 1,1,3,3-Tetramethyldisiloxane; potassium tert-butylate; 1,3-bis(cyclohexyl)imidazolium tetrafluoroborate; In toluene; at 70 ℃; for 5h;

DOI:10.1021/acscatal.1c03980

upstream raw materials:

methyl magnesium iodide

5,5'-diallyl-2,2'-dimethoxy-1,1'-biphenyl

4-(prop-2-enyl)phenol

methanol

Downstream raw materials:

clovanemagnolol

caryolanemagnolol

magnolignan A

Refernces

• 1、 Cook, Adam,MacLean, Haydn,St. Onge, Piers,Newman, Stephen G.. "Nickel-catalyzed reductive deoxygenation of diverse C-O bond-bearing functional groups". . p. 13337 - 13347. Retrieved 2021/11/20.
• 2、 -. "SYNTHESIS OF MAGNOLOL AND ITS ANALOGUE COMPOUNDS". Paragraph 0071; 0072; 0073. . Retrieved 2016/10/08.