(4R,5R,6R,16R)-5,6-dihydroxy-4,5,6-trimethyl-13-oxido-2,8-dioxa-13-azoniatricyclo[8.5.1.013,16]hexadec-10-ene-3,7-dione

Base Information

• Chemical Name: (4R,5R,6R,16R)-5,6-dihydroxy-4,5,6-trimethyl-13-oxido-2,8-dioxa-13-azoniatricyclo[8.5.1.013,16]hexadec-10-ene-3,7-dione
• CAS No.: 35337-98-5
• Molecular Formula: C16H23NO7
• Molecular Weight: 341.361
• European Community (EC) Number: 636-880-3
• Mol file: 35337-98-5.mol

Synonyms:(13R,14R)-14,19-Dihydro-12,13-dihydroxy-20-norcrotalanan-11,15-dione 4-oxide;35337-98-5;AKOS037515392

Chemical Property of (4R,5R,6R,16R)-5,6-dihydroxy-4,5,6-trimethyl-13-oxido-2,8-dioxa-13-azoniatricyclo[8.5.1.013,16]hexadec-10-ene-3,7-dione

Chemical Property:

• Melting Point: >150°C (dec.)
• PKA: 12.19±0.60(Predicted)
• PSA: 122.49000
• LogP: -0.42120
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 341.14745207
• Heavy Atom Count: 24
• Complexity: 620

Purity/Quality:

HPLC≥95% ^*data from raw suppliers

MonocrotalineN-Oxide(>80%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(=O)OC2CC[N+]3(C2C(=CC3)COC(=O)C(C1(C)O)(C)O)[O-]
• Isomeric SMILES: C[C@H]1C(=O)OC2CC[N+]3([C@@H]2C(=CC3)COC(=O)[C@]([C@]1(C)O)(C)O)[O-]
• Uses: Monocrotaline N-oxide is a pyrrolizidine alkaloid that is hepatoxic to livestock and carcinogenic to rats. Monocrotaline N-oxide is extracted from Crotalaria grahamiana, a legume-bearing, perennial shrub that grows in South India, and in some parts of Kenya.

Technology Process of (4R,5R,6R,16R)-5,6-dihydroxy-4,5,6-trimethyl-13-oxido-2,8-dioxa-13-azoniatricyclo[8.5.1.013,16]hexadec-10-ene-3,7-dione

There total 1 articles about (4R,5R,6R,16R)-5,6-dihydroxy-4,5,6-trimethyl-13-oxido-2,8-dioxa-13-azoniatricyclo[8.5.1.013,16]hexadec-10-ene-3,7-dione 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:

monocrotaline (315-22-0) → Monocrotaline N-oxide (35337-98-5)

Guidance literature:

With ethanol; dihydrogen peroxide;

Reference yield: 38.0%

Monocrotaline N-oxide (35337-98-5) → monocrotaline (315-22-0)

Guidance literature:

With intestinal gut bacteria in a human fecal suspension; at 37 ℃; for 5h; Enzymatic reaction;

DOI:10.14233/ajchem.2013.13283

upstream raw materials:

monocrotaline

Downstream raw materials:

monocrotaline

Refernces