Corytuberine

Base Information

• Chemical Name: Corytuberine
• CAS No.: 517-56-6
• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.38
• UNII: 4YJ94A3D8W
• DSSTox Substance ID: DTXSID40199649
• Nikkaji Number: J6.577C
• Wikidata: Q27155145
• Metabolomics Workbench ID: 127801
• ChEMBL ID: CHEMBL227965
• Mol file: 517-56-6.mol

Synonyms:corytuberine

Chemical Property of Corytuberine

Chemical Property:

• Vapor Pressure: 8.02E-12mmHg at 25°C
• Melting Point: 245oC
• Boiling Point: 529.3°Cat760mmHg
• PKA: 9.20±0.20(Predicted)
• Flash Point: 273.9°C
• PSA: 62.16000
• Density: 1.29g/cm³
• LogP: 2.80500
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 327.14705815
• Heavy Atom Count: 24
• Complexity: 461

Purity/Quality:

≥98% ^*data from raw suppliers

Corytuberine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)OC)O)O)OC
• Isomeric SMILES: CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=C3C(=C(C=C4)OC)O)O)OC
• Uses: Semi-synthetic aristolactams-inhibitor of CDK2 enzyme Semi-synthetic aristolactams-inhibitor of CDK2 enzyme as antiproliferative agent.

Technology Process of Corytuberine

There total 3 articles about Corytuberine 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:

(R)-reticuline (485-19-8,1699-46-3,3968-19-2,7096-86-8,14752-49-9) → isoboldine (3019-51-0,5164-93-2,13529-67-4,104597-61-7) + salutaridine (4090-18-0,23979-21-7,1936-18-1) + corytuberine (517-56-6,71630-07-4)

Guidance literature:

With D-glucose 6-phosphate; NADP; 1,2-dilauroyl-sn-glicero-3-phosphatidylcholine; bovine erythrocyte superoxide dismutase; yeast glucose-6-phosphate dehydrogenase; bovine liver catalase; at 37 ℃; for 2h; pH=7.4; Concentration; pH-value; Time; Kinetics; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1016/j.febslet.2012.05.021

Reference yield:

isocorydine (475-67-2) → corytuberine (517-56-6,71630-07-4)

Guidance literature:

With water; hydrogen bromide;

DOI:10.1007/s11418-009-0356-2

Reference yield:

→ corytuberine (517-56-6,71630-07-4)

Guidance literature:

Darstellung aus Corydalis tuberosa;

upstream raw materials:

isocorydine

(R)-reticuline

Downstream raw materials:

isocorydine

(6aS)-(+)-corydine

O,O-Dimethylcorytuberin

(+)-magnoflorine iodide

Refernces

• 1、 Gerecke,Borer,Brossi. "Selective ether cleavage in the aporphine series. Conversion of (S) bulbocapnine into (S) corytuberine and (S) corydine methyl ether". . p. 2551 - 2557. Retrieved 1976.