19-epi-Cathenamine

Base Information

• Chemical Name: 19-epi-Cathenamine
• CAS No.: 73326-87-1
• Molecular Formula: C21H22N2O3
• Molecular Weight: 350.411
• DSSTox Substance ID: DTXSID20332077
• Nikkaji Number: J723.744H
• Wikidata: Q27105364
• Metabolomics Workbench ID: 69731
• Mol file: 73326-87-1.mol

Synonyms:19-epi-Cathenamine;73326-87-1;C11681;methyl (1S,16R,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,14,18-hexaene-19-carboxylate;AC1L9EIQ;Epicathenamine;CHEBI:802;DTXSID20332077;Q27105364

Chemical Property of 19-epi-Cathenamine

Chemical Property:

• Vapor Pressure: 5.84E-13mmHg at 25°C
• Boiling Point: 569°Cat760mmHg
• Flash Point: 297.9°C
• Density: 1.33g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 350.16304257
• Heavy Atom Count: 26
• Complexity: 658

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C2=CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45
• Isomeric SMILES: C[C@@H]1C2=CN3CCC4=C([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)NC5=CC=CC=C45

Technology Process of 19-epi-Cathenamine

There total 5 articles about 19-epi-Cathenamine 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:

strictosidine (19456-89-4,20824-29-7) → cathenamine (63661-74-5) + epicathenamine (73326-87-1) + (7aS,8S,11aS,12aS)-7-Hydroxy-8-methyl-5,6,7a,8,11a,12,12a,13-octahydro-7H-9-oxa-6a,13-diaza-indeno[2,1-a]anthracene-11-carboxylic acid methyl ester + (2S,12bS)-2-((E)-1-Formyl-propenyl)-1,2,6,7,12,12b-hexahydro-indolo[2,3-a]quinolizine-3-carboxylic acid methyl ester

Guidance literature:

With sodium phosphate buffer; at 25 ℃; Further byproducts given. Title compound not separated from byproducts; strictosidine β-D-glucosidase from suspension cultured cells Tabernaemontana divaricata;

DOI:10.1016/0031-9422(95)00830-6

Reference yield:

strictosidine (19456-89-4,20824-29-7) → cathenamine (63661-74-5) + epicathenamine (73326-87-1) + 21-methoxyajmalicine + (2S,12bS)-2-((E)-1-Formyl-propenyl)-1,2,6,7,12,12b-hexahydro-indolo[2,3-a]quinolizine-3-carboxylic acid methyl ester

Guidance literature:

With sodium phosphate buffer; at 25 ℃; Further byproducts given. Title compound not separated from byproducts; strictosidine β-D-glucosidase from suspension cultured cells Tabernaemontana divaricata;

DOI:10.1016/0031-9422(95)00830-6

Reference yield:

4,21-dehydrogeissoschizine hydrochloride (73385-57-6) → cathenamine (63661-74-5) + epicathenamine (73326-87-1)

Guidance literature:

With alkaline alumina; In chloroform; for 24h;

upstream raw materials:

4,21-dehydrogeissoschizine hydrochloride

strictosidine