Maslinic acid

Base Information

• Chemical Name: Maslinic acid
• CAS No.: 4373-41-5
• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.709
• Hs Code.: 29181990
• European Community (EC) Number: 610-137-3
• UNII: E233J88OHQ
• DSSTox Substance ID: DTXSID30905074
• Nikkaji Number: J22.580K
• Wikipedia: Maslinic_acid
• Wikidata: Q1907191
• Pharos Ligand ID: M1U6NG983FQB
• Metabolomics Workbench ID: 72213
• ChEMBL ID: CHEMBL201515
• Mol file: 4373-41-5.mol

Synonyms:(2alpha, 3beta)-2,3-dihydroxy-olean-12-en-28-oic acid;(2alpha, 3beta)-2,3-dihydroxyolean-12-en-28-oic acid;(2beta, 3alpha)-2,3-dihydroxy-olean-12-en-28-oic acid;(2beta, 3alpha)-2,3-dihydroxyolean-12-en-28-oic acid;2-hydroxyoleanolic acid;2alpha-hydroxyoleanolic acid;bredemolic acid;crataegolic acid;crategolic acid;maslic acid;maslinic acid;olean-12-en-28-oic acid, 2,3-dihydroxy-, (2alpha, 3beta)-

Chemical Property of Maslinic acid

Chemical Property:

• Vapor Pressure: 2.3E-15mmHg at 25°C
• Melting Point: 267～269℃
• Refractive Index: 1.568
• Boiling Point: 570 °C at 760 mmHg
• PKA: 4.63±0.70(Predicted)
• Flash Point: 312.6 °C
• PSA: 77.76000
• Density: 1.15 g/cm³
• LogP: 6.20440
• Storage Temp.: 2-8°C
• Solubility.: acetone: soluble1mg/mL, clear, colorless
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 472.35526001
• Heavy Atom Count: 34
• Complexity: 919

Purity/Quality:

95%-98% ^*data from raw suppliers

Maslinic acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1)C)C(=O)O)C
• Isomeric SMILES: C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)(C[C@H]([C@@H](C3(C)C)O)O)C
• Recent NIPH Clinical Trials: Development of the tailor-made health program appropriated to the health condition of the elderly : (2) A declining tendency of the knee function
• General Description: Maslinic acid is a pentacyclic triterpenoid compound characterized by its structure as 2α,3β-dihydroxyolean-12-en-28-oic acid, also known by synonyms such as crataegolic acid or maslic acid. It is one of the identified phytochemicals in several plant species, including those studied in this research, and is recognized for its potential bioactive properties within the broader class of triterpenes. Its presence contributes to the medicinal and pharmacological interest in these plants.

Technology Process of Maslinic acid

There total 20 articles about Maslinic 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: 100.0%

benzyl (2α,3β)-2,3-dihydroxy-olean-12-en-28-oate (464876-77-5) → maslinic acid (4373-41-5,5957-40-4,26563-68-8,26707-60-8,120707-84-8,125137-38-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmcl.2005.10.014

Reference yield: 70.0%

methyl maslinate (22425-82-7) → maslinic acid (4373-41-5,5957-40-4,26563-68-8,26707-60-8,120707-84-8,125137-38-4)

Guidance literature:

With lithium; In ethylenediamine; for 4h; Heating;

Reference yield: 48.0%

(2α)-2-hydroxy-3-oxo-olean-12-en-28-oic acid (73584-62-0) + acetone (67-64-1) → maslinic acid (4373-41-5,5957-40-4,26563-68-8,26707-60-8,120707-84-8,125137-38-4) + (2α,3α)-(isopropylidenedioxy)olean-12-en-28-oic acid

Guidance literature:

(2α)-2-hydroxy-3-oxo-olean-12-en-28-oic acid; With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃; for 1h;

acetone; With sulfuric acid; at 0 - 60 ℃; for 0.5h;

DOI:10.1016/j.tet.2015.09.037

upstream raw materials:

methyl maslinate

2α,3β-diacetoxyoleane 12-ene-28-carboxylic acid

3-acetylmaslinic acid (TARB-2)

benzyl (2α,3β)-2,3-dihydroxy-olean-12-en-28-oate

Downstream raw materials:

crategolic acid diacetate

2α,3β-diacetoxyoleane 12-ene-28-carboxylic acid

(2α,3β) methyl 2,3-diacetyl-olean-12-en-28-oate

benzyl (2α,3β)-2,3-dihydroxy-olean-12-en-28-oate

Refernces

Chemical constituents of Diospyros buxifolia, D. tomentosa, D. ferra, D. lotus, Rhus parviflora, Polygonum recumbens, Balanites aegyptiaca and Pyrus pashia

10.1016/S0031-9422(00)97297-2

This research aimed to identify and isolate the chemical constituents of various plant species, including Diospyros buxifolia, D. tomentosa, D. ferra, D. lotus, Balanites aegyptiaca, Rhus parviflora, Polygonum recumbens, and Pyrus pashia. The study involved the extraction and chromatographic separation of compounds from these plants, leading to the identification of various triterpenes, steroids, and other chemical constituents such as friedelin, epi-friedelinol, p-sitosterol, lupeol, betulin, betulinic acid, and maslinic acid, among others. The research concluded with the detailed characterization of these compounds, including their melting points, optical rotations, and spectroscopic data, which contribute to the understanding of the phytochemical profiles of the studied plants and may have implications for their medicinal properties.