Mangiferonic acid

Base Information

• Chemical Name: Mangiferonic acid
• CAS No.: 13878-90-5
• Molecular Formula: C30H46O3
• Molecular Weight: 454.68444
• ChEMBL ID: CHEMBL490331
• DSSTox Substance ID: DTXSID901316348
• Metabolomics Workbench ID: 138783
• Nikkaji Number: J15.379F
• Wikidata: Q104400839
• Mol file: 13878-90-5.mol

Synonyms:Mangiferonic acid;13878-90-5;(24E)-3-Oxo-9,19-cyclolanost-24-en-26-oic acid;9,19-Cyclolanost-24-en-26-oic acid, 3-oxo-, (24E)-;(E,6R)-2-methyl-6-[(1S,3R,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-6-oxo-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]hept-2-enoic acid;CHEMBL490331;CHEBI:172009;DTXSID901316348

Chemical Property of Mangiferonic acid

Chemical Property:

• PSA: 54.37000
• LogP: 7.44180
• XLogP3: 8.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 454.34469533
• Heavy Atom Count: 33
• Complexity: 900

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC=C(C)C(=O)O)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(=O)C5(C)C)C)C
• Isomeric SMILES: C[C@H](CC/C=C(\C)/C(=O)O)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CCC(=O)C5(C)C)C)C

Technology Process of Mangiferonic acid

There total 10 articles about Mangiferonic acid 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:

cycloart-24-ene-3β,26-diol (64396-81-2) → 24(E)-3β-hydroxycycloart-24-ene-26-al (22478-71-3) + 3-oxo-cycloart-24-en-26-al (105986-49-0) + mangiferolic acid (13878-92-7,55511-17-6,55538-29-9,4184-34-3) + mangiferonic acid (55511-14-3,13878-90-5)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; for 5h; Heating;

Reference yield:

cycloart-24-ene-3β,26-diol → mangiferonic acid (13878-90-5,55511-14-3)

Guidance literature:

With chromium(VI) oxide; In acetic acid; benzene;

DOI:10.1016/S0031-9422(00)83042-3

Reference yield:

mangiferolic acid (13878-92-7,55511-17-6,55538-29-9,4184-34-3) → mangiferonic acid (55511-14-3,13878-90-5)

Guidance literature:

With sodium dichromate; sulfuric acid; In diethyl ether;

DOI:10.1016/0040-4020(77)80199-3

upstream raw materials:

cycloart-24-ene-3β,26-diol

3-oxo-cycloart-24-en-26-al

mangiferolic acid

cycloartenol acetate

Refernces

• 1、 Anjaneyulu, V.,Prasad, K. Harischandra. "Reactions of Triterpenes: Part III - Partial Synthesis of 3β-Hydroxycycloart-24-en-26-al from Cycloart-24-ene-3β,26-diol". . p. 1075 - 1076. Retrieved 2007/10/02.