Cannabichromene

Base Information

• Chemical Name: Cannabichromene
• CAS No.: 20675-51-8
• Molecular Formula: C₂₁H₃₀O₂
• Molecular Weight: 314.468
• Hs Code.: 9999999999
• European Community (EC) Number: 809-024-3
• NSC Number: 291831
• UNII: K4497H250W
• DSSTox Substance ID: DTXSID80942873
• Nikkaji Number: J10.941J
• Wikipedia: Cannabichromene
• Wikidata: Q410949
• Metabolomics Workbench ID: 67707
• ChEMBL ID: CHEMBL422704
• Mol file: 20675-51-8.mol

Synonyms:cannabichromene

Chemical Property of Cannabichromene

Chemical Property:

• Vapor Pressure: 5.92E-08mmHg at 25°C
• Melting Point: 145°C
• Refractive Index: 1.5404 (estimate)
• Boiling Point: 428.7°Cat760mmHg
• PKA: 9.68±0.40(Predicted)
• Flash Point: 174.2°C
• PSA: 29.46000
• Density: 0.992g/cm³
• LogP: 6.03560
• Storage Temp.: -20°C
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 314.224580195
• Heavy Atom Count: 23
• Complexity: 422

Purity/Quality:

99% ^*data from raw suppliers

Cannabichromene solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC(=C2C=CC(OC2=C1)(C)CCC=C(C)C)O

Technology Process of Cannabichromene

There total 34 articles about Cannabichromene 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%

Olivetol (500-66-3) + (E/Z)-3,7-dimethyl-2,6-octadienal (5392-40-5,96680-15-8) → cannabichromene (20675-51-8,4993-99-1)

Guidance literature:

With ammonium chloride; In water; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/acs.joc.0c02698

Reference yield: 65.0%

C15H26N(1+)*C2H3O2(1-) + Olivetol (500-66-3) → cannabichromene (20675-51-8,4993-99-1) + cannabicyclol (21366-63-2,67920-00-7)

Guidance literature:

In ethyl acetate; toluene; at 130 ℃; for 40h; Inert atmosphere;

DOI:10.1021/acs.jnatprod.1c00567

Reference yield: 55.0%

5-methoxy-2-methyl-2-(4-methyl-3-pentenyl)-7-pentyl-2H-chromene (57412-30-3) → cannabichromene (20675-51-8,4993-99-1)

Guidance literature:

With sodium hydride; ethanethiol; In N,N-dimethyl-formamide; for 1.5h; Heating;

DOI:10.1246/bcsj.68.305

upstream raw materials:

2-Methyl-2-(4-methyl-pent-3-enyl)-7-pentyl-6-phenylselanyl-2,6,7,8-tetrahydro-chromen-5-one

3,7-dimethyl-2,6-octadienal

Olivetol

5-methoxy-2-methyl-2-(4-methyl-3-pentenyl)-7-pentyl-2H-chromene

Downstream raw materials:

cannabicyclol

cannabicitran

cannabinol

Refernces

• 1、 Quílez Del Moral, José F.,Ruiz Martínez, Cristina,Pérez Del Pulgar, Helena,Martín González, Juan Eduardo,Fernández, Ignacio,López-Pérez, José Luis,Fernández-Arteaga, Alejandro,Barrero, Alejandro F.. "Synthesis of Cannabinoids: "in Water" and "on Water" Approaches: Influence of SDS Micelles". . p. 3344 - 3355. Retrieved 2021.
• 2、 Yeom, Hyun-Suk,Li, Hui,Tang,Hsung, Richard P.. "Total syntheses of cannabicyclol, clusiacyclol A and B, iso-eriobrucinol A and B, and eriobrucinol". . p. 3130 - 3133. Retrieved 2013.
• 3、 Vacek, Jan,Vostalova, Jitka,Papouskova, Barbora,Skarupova, Denisa,Kos, Martin,Kabelac, Martin,Storch, Jan. "Antioxidant function of phytocannabinoids: Molecular basis of their stability and cytoprotective properties under UV-irradiation". . p. 258 - 270. Retrieved 2021/02/05.
• 4、 Anderson, Lyndsey L.,Ametovski, Adam,Lin Luo, Jia,Everett-Morgan, Declan,McGregor, Iain S.,Banister, Samuel D.,Arnold, Jonathon C.. "Cannabichromene, Related Phytocannabinoids, and 5-Fluoro-cannabichromene Have Anticonvulsant Properties in a Mouse Model of Dravet Syndrome". . p. 330 - 339. Retrieved 2021/01/26.