Cannabidiol hydroxyquinone

Base Information

• Chemical Name: Cannabidiol hydroxyquinone
• CAS No.: 137252-25-6
• Molecular Formula: C21H28O3
• Molecular Weight: 328.452
• European Community (EC) Number: 844-777-1
• UNII: I7Q196L4AU
• ChEMBL ID: CHEMBL4635276
• DSSTox Substance ID: DTXSID10929758
• Nikkaji Number: J425.775H
• Wikidata: Q3825917
• Wikipedia: HU-331
• Mol file: 137252-25-6.mol

Synonyms:cannabidiol hydroxyquinone;CBDHQ;HU 331;HU-331;HU331

Chemical Property of Cannabidiol hydroxyquinone

Chemical Property:

• Vapor Pressure: 3.11E-10mmHg at 25°C
• Melting Point: 48-50°C
• Refractive Index: 1.546
• Boiling Point: 456 °C at 760 mmHg
• Flash Point: 243.7 °C
• PSA: 54.37000
• Density: 1.091 g/cm³
• LogP: 5.00560
• Storage Temp.: Controlled Substance, Amber Vial, -20?C Freezer, Under Inert Atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 328.20384475
• Heavy Atom Count: 24
• Complexity: 646

Purity/Quality:

99% ^*data from raw suppliers

HU-331 ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC(=O)C(=C(C1=O)O)C2C=C(CCC2C(=C)C)C
• Isomeric SMILES: CCCCCC1=CC(=O)C(=C(C1=O)O)[C@@H]2C=C(CC[C@H]2C(=C)C)C
• Description: HU-331 (Item No. 10005673) is an analytical reference standard categorized as an oxidative degradation product of the phytocannabinoid cannabidiol (CBD; Item Nos. ISO60156 | 90080). This product is intended for research and forensic applications.
• Uses: A cannabinoid anticancer quinone, HU-331, is more potent and less cardiotoxic than Doxorubicin and thus it has a high potential for development as a new anticancer drug.

Technology Process of Cannabidiol hydroxyquinone

There total 2 articles about Cannabidiol hydroxyquinone 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%

CBD (13956-29-1,521-37-9) → HU-331 (137252-25-6)

Guidance literature:

With potassium tert-butylate; In toluene; at 20 ℃; for 4h;

Reference yield:

cannabidiolic acid (1244-58-2) → HU-331 (137252-25-6)

Guidance literature:

With potassium hydroxide; oxygen; In ethanol; Petroleum ether;

DOI:10.1016/0040-4020(68)88159-1

Reference yield: 98.0%

1-amino-3-methylbutane (107-85-7) + HU-331 (137252-25-6) → (1'R,6'R)- 3-(isopentylamino)-6-hydroxy-3'-methyl-4-pentyl-6'-(prop-1-en-2-yl)-[1,1'-bi(cyclohexane)]-2',3,6-triene-2,5-dione

Guidance literature:

With air; In ethanol; at 20 ℃; for 22h;

upstream raw materials:

CBD

cannabidiolic acid