gamma-EUDESMOL

Base Information

• Chemical Name: gamma-EUDESMOL
• CAS No.: 1209-71-8
• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.371
• UNII: C3M974G2BE
• DSSTox Substance ID: DTXSID301017639
• Nikkaji Number: J14.814H
• Wikidata: Q27131974
• Metabolomics Workbench ID: 62254
• ChEMBL ID: CHEMBL477900
• Mol file: 1209-71-8.mol

Synonyms:gamma-eudesmol

Chemical Property of gamma-EUDESMOL

Chemical Property:

• Vapor Pressure: 0.000103mmHg at 25°C
• Melting Point: 79-80 °C
• Boiling Point: 301.5°Cat760mmHg
• PKA: 15.11±0.29(Predicted)
• Flash Point: 108.5°C
• PSA: 20.23000
• Density: 0.96g/cm³
• LogP: 4.06410
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 222.198365449
• Heavy Atom Count: 16
• Complexity: 313

Purity/Quality:

99% ^*data from raw suppliers

γ-Eudesmol>90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2CC(CCC2(CCC1)C)C(C)(C)O
• Isomeric SMILES: CC1=C2C[C@@H](CC[C@]2(CCC1)C)C(C)(C)O
• Uses: γ-Eudesmol can be isolated from the essential oil of Tanacetum hololeucum. γ-Eudesmol exhibits antibacterial and antioxidant properties.

Technology Process of gamma-EUDESMOL

There total 24 articles about gamma-EUDESMOL 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: 82.0%

11,12-Oxido-α-cyperone (263860-43-1) → eudesm-4-en-11-ol (13902-07-3,15051-81-7,72173-98-9,98683-12-6,117066-77-0,1209-71-8,6710-66-3)

Guidance literature:

11,12-Oxido-α-cyperone; With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 7h;

With dichloroalane; In diethyl ether; at 0 ℃; for 6h;

Reference yield:

eudesobovatol A (125196-77-2) → obovatol (83864-78-2) + eudesm-4-en-11-ol (13902-07-3,15051-81-7,72173-98-9,98683-12-6,117066-77-0,1209-71-8,6710-66-3)

Guidance literature:

With trifluoroacetic acid; In benzene; for 10h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89002-5

Reference yield:

eudesmagnolol (126654-54-4) → Magnolol (528-43-8) + eudesm-4-en-11-ol (13902-07-3,15051-81-7,72173-98-9,98683-12-6,117066-77-0,1209-71-8,6710-66-3)

Guidance literature:

With trifluoroacetic acid; In benzene; for 10h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89002-5

upstream raw materials:

2-((3E,8E)-4,8-Dimethyl-cyclodeca-3,8-dienyl)-propan-2-ol

Benzoic acid 1-((2R,4aR,8S,8aR)-8a-hydroxy-4a,8-dimethyl-decahydro-naphthalen-2-yl)-1-methyl-ethyl ester

eudesmagnolol

eudeshonokiol A

Downstream raw materials:

11-hydroxy-4,5-seco-endesmane-4,5-dione

Refernces

• 1、 Minnaard, Adriaan J.,Stork, Gerrit A.,Wijnberg, Joannes B.P.A.,De Groot, Aede. "Total synthesis of neohedycaryol. Its possible role in the biosynthesis of eudesmane sesquiterpenes". . p. 2344 - 2349. Retrieved 2007/10/03.
• 2、 Minnaard, Adriaan J.,Wijnberg, Joannes B. P. A.,Groot, Aede de. "The Synthesis of (+)-Hedycaryol, Starting from Natural (-)-Guaiol". . p. 4755 - 4764. Retrieved 2007/10/02.