Oleanonic acid

Base Information

• Chemical Name: Oleanonic acid
• CAS No.: 17990-42-0
• Deprecated CAS: 6785-78-0
• Molecular Formula: C30H46O3
• Molecular Weight: 454.693
• ChEMBL ID: CHEMBL470029
• DSSTox Substance ID: DTXSID90939279
• Metabolomics Workbench ID: 137282
• Nikkaji Number: J38.666I
• Wikidata: Q72498846
• Mol file: 17990-42-0.mol

Synonyms:oleanonic acid

Chemical Property of Oleanonic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 190 °C
• Refractive Index: 1.552
• Boiling Point: 551.704 °C at 760 mmHg
• PKA: 4.65±0.70(Predicted)
• Flash Point: 301.52 °C
• PSA: 54.37000
• Density: 1.099 g/cm³
• LogP: 7.44180
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 454.34469533
• Heavy Atom Count: 33
• Complexity: 927

Purity/Quality:

97% ^*data from raw suppliers

3-Oxo-olean-12-en-28-oic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(=O)C5(C)C)C)C)C2C1)C)C(=O)O)C
• Isomeric SMILES: C[C@]12CCC(=O)C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)C
• Uses: Oleanonic Acid, is a derivative of Oleanolic Acid (O521000), which has been evaluated in vitro for their growth inhibition against human hepatocellular carcinoma cell line (HepG2) and colon cancer cell line, and thus used as antitumor agents.

Technology Process of Oleanonic acid

There total 15 articles about Oleanonic 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: 99.0%

Oleanolic acid (508-02-1) → Oleanonsaeure (17990-42-0)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

Reference yield: 99.0%

oleanolic acid (508-02-1,6880-10-0,25499-90-5) → (4aS,6aS,6bR,12aR)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4-a-carboxylic acid (17990-42-0,73522-35-7)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

Reference yield: 93.0%

3-epioleanolic acid (25499-90-5) → Oleanonsaeure (17990-42-0)

Guidance literature:

With dipyridinium dichromate; acetic anhydride; In dichloromethane; Reflux;

DOI:10.3390/molecules18033615

upstream raw materials:

oleanolic acid

oleanolic acid

Oleanolic acid

3-oxoolean-12-en-28-al

Downstream raw materials:

2-hydroximino-3-oxo-oleanolic acid

olean-12-en-4-hydroxy-3,28-dioic acid

28-O-β-D-glucopyranosyl oleanolate

C₃₇H₅₀ClNO₄