CID 3838010

Base Information

• Chemical Name: CID 3838010
• CAS No.: 13849-91-7
• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.709
• Wikidata: Q105387077
• Mol file: 13849-91-7.mol

Synonyms:B0005-188425

Chemical Property of CID 3838010

Chemical Property:

• Vapor Pressure: 3.49E-16mmHg at 25°C
• Melting Point: 297-299 °C(Solv: chloroform (67-66-3); methanol (67-56-1))
• Refractive Index: 1.568
• Boiling Point: 586.2 °C at 760 mmHg
• PKA: 4.48±0.70(Predicted)
• Flash Point: 322.4 °C
• PSA: 77.76000
• Density: 1.14 g/cm³
• LogP: 6.20440
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 472.35526001
• Heavy Atom Count: 34
• Complexity: 923

Purity/Quality:

99%, ^*data from raw suppliers

PomolicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1(C)O)C)C(=O)O
• Uses: Pomolic Acid is a pentacyclic triterpene isolated from Euscaphis japonica and an inhibitor of CXCR4. It exhibits anti-cancer and anti-viral properties against MCF7 human breast cancer cells and HIV, respectively. Pomolic Acid can be a promising therapeutic agent for the treatment of cancer metastasis.

Technology Process of CID 3838010

There total 29 articles about CID 3838010 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: 92.0%

benzyl (3β,19α)-3,19-dihydroxy-urs-12-en-28-oate → polnolic acid (13849-91-7,19870-71-4,109008-39-1,119067-01-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; at 25 ℃;

DOI:10.1016/j.phytol.2019.04.016

Reference yield: 84.0%

benzyl (2β,3β,19α)-2,3-epoxy-19-hydroxy-urs-12-en-28-oate → polnolic acid (13849-91-7,19870-71-4,109008-39-1,119067-01-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; at 20 ℃; for 5h; under 3750.38 Torr;

DOI:10.1016/j.tetlet.2016.07.068

Reference yield: 15.0%

3b,19a-dihydroxy-24-oxo-12-ursen-28-oic acid → polnolic acid (13849-91-7,19870-71-4,109008-39-1,119067-01-5)

Guidance literature:

With potassium hydroxide; hydrazine hydrate; In various solvent(s); at 195 - 200 ℃; for 6h;

DOI:10.1016/S0031-9422(00)97768-9

upstream raw materials:

Ilexoside III

Ilexoside IV

Ilexoside V

Ilexoside VII

Downstream raw materials:

pomolic acid 3β-acetate

pomonic acid

3β-hydroxyurs-12,19(20)-dien-28-oic acid

(1R,2S,4aS,6aS,6bR,10S,12aR,14bS)-1,10-Dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester

Refernces

• 1、 Wiemann, Jana,Deckelmann, Anne M.,Csuk, René. "A remarkably simple and convergent partial synthesis of pomolic acid". supporting information. p. 3952 - 3953. Retrieved 2016/08/09.
• 2、 Zheng, Quan,Koike, Kazuo,Han, Li-Kun,Okuda, Hiromichi,Nikaido, Tamotsu. "New Biologically Active Triterpenoid Saponins from Scabiosa tschiliensis". . p. 604 - 613. Retrieved 2007/10/03.