Catharine

Base Information

• Chemical Name: Catharine
• CAS No.: 1355-31-3
• Molecular Formula: C46H54N4O10
• Molecular Weight: 822.9418
• DSSTox Substance ID: DTXSID801098030
• Metabolomics Workbench ID: 70861
• Nikkaji Number: J446.472I
• Wikidata: Q27106095
• Mol file: 1355-31-3.mol

Synonyms:Catharine;C09129;1355-31-3;methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(2S,6Z)-6-ethyl-8-formyl-2-methoxycarbonyl-4-oxo-8,18-diazatricyclo[9.7.0.012,17]octadeca-1(11),6,12,14,16-pentaen-2-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate;CHEBI:3470;DTXSID801098030;Q27106095;Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-15-[(9S)-3-formyl-5-ethyl-1,2,3,6,7,8,9,10-octahydro-9-(methoxycarbonyl)azacycloundecino[5,4-b]indol-9-yl]-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12R,19alpha)-

Chemical Property of Catharine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 912.8°Cat760mmHg
• Flash Point: 505.9°C
• PSA: 168.01000
• Density: 1.37g/cm³
• LogP: 4.81610
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 10
• Exact Mass: 822.38399393
• Heavy Atom Count: 60
• Complexity: 1790

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CN(CCC2=C(C(CC(=O)C1)(C3=C(C=C4C(=C3)C56CCN7C5C(C=CC7)(C(C(C6N4C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)NC8=CC=CC=C28)C=O
• Isomeric SMILES: CC/C/1=C/N(CCC2=C([C@](CC(=O)C1)(C3=C(C=C4C(=C3)[C@]56CCN7[C@H]5[C@@](C=CC7)([C@H]([C@@]([C@@H]6N4C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)NC8=CC=CC=C28)C=O

Technology Process of Catharine

There total 2 articles about Catharine 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: 8.3%

anhydrovinblastine (38390-45-3,56083-20-6,61246-76-2,105815-31-4) → catharine (1355-31-3) + vinblastine + vinamidine + (15'R)-hydroxyvinamidine + vinleurosine (23360-92-1)

Guidance literature:

With sodium tetrahydroborate; flavin adenine dinucleotide; manganese(ll) chloride; Product distribution; Multistep reaction; biotransformation of 3',4'-anhydrovinblastine by C_. roseus cultures (cell line AC₃) in 1-B₅ medium;

Reference yield:

catharinthine (2468-21-5) + vindoline (2182-14-1) → catharine (1355-31-3) + vinamidine + (15'R)-hydroxyvinamidine + vinleurosine (23360-92-1)

Guidance literature:

With sodium tetrahydroborate; flavin adenine dinucleotide; manganese(ll) chloride; Product distribution; Multistep reaction; enzymatic coupling with Catharanthus roseus (L_.) G_. Don cell cultures;

upstream raw materials:

anhydrovinblastine

catharinthine

vindoline

Refernces

• 1、 Kutney, James Peter,Boulet, Camille Andre,Choi, Lewis Siu Leung,Gustowski, Wlodzimierz,McHugh, Michael,et al.. "ALKALOID PRODUCTION IN CATHARANTHUS ROSEUS (L.) G. DON CELL CULTURES. XIV. THE ROLE OF UNSTABLE DIHYDROPYRIDINIUM INTERMEDIATES IN THE BIOSYNTHESIS OF BISINDOLE ALKALOIDS". . p. 613 - 620. Retrieved 2007/10/02.