150821-16-2

Basic information

• Product Name: 2,3,24-Trihydroxyolean-12-en-28-oic acid
• Synonyms: 2,3,24-Trihydroxyolean-12-en-28-oic acid;2alpha,3alpha,24-Trihydroxyolean-12-en-28-oic acid
• CAS NO: 150821-16-2
• Molecular Formula: C₃₀H₄₈O₅
• Molecular Weight: 489
• Mol File: 150821-16-2.mol
• Article Data: 27

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,3,24-Trihydroxyolean-12-en-28-oic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,24-Trihydroxyolean-12-en-28-oic acid(150821-16-2)
• EPA Substance Registry System: 2,3,24-Trihydroxyolean-12-en-28-oic acid(150821-16-2)

Safety Data

• Hazardous Substances Data: 150821-16-2(Hazardous Substances Data)

Usage

General Description

2,3,24-Trihydroxyolean-12-en-28-oic acid is a naturally occurring chemical compound found in plants such as olive and hawthorn. It belongs to the group of triterpenoids and is known for its potent anti-inflammatory and antioxidant properties. It has been studied for its potential therapeutic effects on various diseases, including cancer, diabetes, and cardiovascular disorders. The compound has been found to modulate several cellular pathways, including those involved in inflammation, oxidative stress, and cell proliferation. Its ability to regulate these pathways makes it a promising candidate for the development of new drugs for treating a range of medical conditions.

Upstream product

• 1189348-34-2 3-β-[(O-β-D-glucopyranosyl-(1->4)-O-[α-L-rhamnopyranosyl-(1->2)]-α-L-arabinopyranosyl)oxy]-2β,23-dihydroxyolean-12-en-28-oic acid 
• 123714-90-9 lobatoside B 
• 124961-78-0 C₅₉H₉₆O₂₈ 
• 124961-76-8 C₅₃H₈₆O₂₃ 
• 60393-73-9 (4aS,6aS,6bR,8aR,9R,11R,12aR,12bR,14bS)-11-Acetoxy-9-acetoxymethyl-2,2,6a,6b,9,12a-hexamethyl-10-oxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid 
• 60393-75-1 (4aS,6aS,6bR,8aR,9R,10R,11R,12aR,12bR,14bS)-11-Acetoxy-9-acetoxymethyl-10-hydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid 
• 22452-82-0 2α,3β,23-trihydroxyolean-12-en-28-oic acid methyl ester 
• 1412872-21-9 2β,3β,23-trihydroxyolean-12-en-28-oic acid-28-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside 
• 1412872-19-5 2β,3β,23-trihydroxyolean-12-en-28-oic acid-28-O-β-D-xylopyranosyl-(1→6)-O-β-D-glucopyranoside 
• 1412872-18-4 2β,3β,23-trihydroxyolean-12-en-28-oic acid-28-O-β-D-xylopyranosyl-(1→6)-[β-D-glucopyranosyl-(1→2)]-β-D-glucopyranoside 

Downstream Products

• 106861-86-3 bayogenin triacetate 
• 1382469-50-2 C₃₂H₄₈O₆ 
• 1382469-49-9 C₃₀H₄₆O₅ 
• 26553-62-8 olean-12-ene-2β,3β,23,28-tetraol 
• 471-59-0 Barringtogenol 
• 60393-68-2 2α,3β,23-trihydroxyolean-12-en-28-oic acid triacetate 
• 22425-81-6 Methyl 2β,3β-dihydroxy-23α-hydroxymethyl-Δ¹²-oleanene-28β-carboxylate 
• 22452-82-0 2α,3β,23-trihydroxyolean-12-en-28-oic acid methyl ester 
• 142034-50-2 2α,3β,23-trihydroxy-12α-bromoolean-13,28-lactone 
• 62312-05-4 2α,3β,23-trihydroxy-oleana-11,13(18)-dien-28-oic acid methyl ester 
• 107420-72-4 2α,3β,23-triacetoxy-13-hydroxy-18α-oleanan-28-oic acid-lactone 
• 118766-24-8 3-hydroxy-2-carbonyl-23-norolean-3,12-diene-28-acid 

Relevant articles and documents

New triterpenoid saponin glycosides from the fruit fibers of: Trichosanthes cucumerina L.

Five new triterpenoid saponin glycosides, trichocucumerisides A-E (1-5), together with eleven known compounds (6-16) were isolated from Trichosanthes cucumerina fruit fibers. The structures of the new compounds were elucidated by detailed analysis of NMR and mass spectroscopic data as well as chemical reactions. The anti-inflammatory study against nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW264.7 cells shows that compounds 7 and 9 exhibited stronger NO inhibitory activity, with IC50 values of 3.0 and 2.7 μM, respectively, with comparison to positive references Celecoxib and aminoguanidine (IC50 values 75.7 and 75.0 μM, respectively). Compounds 7 and 9 also possessed a greater selectivity index (SI) of approximately 3-4-fold activity than that of the positive references.

A new biologically active triterpenoid saponin from the aerial parts of Neanotis wightiana

Phytochemical investigation of the aerial parts of Neanotis wightiana for the first time has led to the isolation of one new triterpenoid saponin, neanoside A (1), along with seven known compounds, oleanolic acid (2), ursolic acid (3), β-sitosterol (4) and its glucoside (5), stigmasterol (6) and its glucoside (7) and hexacosanoic acid (8). The structures of these compounds were elucidated by means of spectroscopic (NMR, MS and other) and chemical techniques as well as comparison with literature data. The structure of 1 was elucidated as 3-O-α-l-rhamnopyranosyl-(1 → 2)-β-d-xylopyranosyl (1 → 3)-β-d-glucopyranosyl bayogenin. The in vitro biochemical analysis of compound 1 against the activity of human serum liposomal enzymes, SGOT (serum glutamate oxaloacetate transaminase), SGPT (serum glutamate pyruvate transaminase) and ALP (alkaline phosphatase) and glycerol kinase showed significant reduction of their activity.

A new complex triterpenoid saponin from Samanea saman with haemolytic activity and adjuvant effect

A new complex triterpenoid saponin was isolated from the stem bark of Samanea saman by using chromatographic methods. Its structure was established as 3-[(2-O-β-d-glucopyranosyl-β-d-glucopyranosyl)oxy]-2,23-dihydroxy- (2β,3β,4α)-olean-12-en-28-oic acid O-β-d-glucopyranosyl-(1 → 3)-O-[O-β-d-glucopyranosyl-(1 → 4)]-O-6-deoxy-α-l- mannopyranosyl-(1 → 2)-6-O-[4-O-[(2E,6S)-2,6-dimethyl-1-oxo-2,7-octadienyl] -6-deoxy-α-l-mannopyranosyl)oxy]-β-d-glucopyranosyl ester (1). Structural elucidation was performed using detailed analyses of 1H and 13C NMR spectra including 2D NMR spectroscopic techniques and chemical conversions. The haemolytic activity of the saponin was evaluated using in vitro assays, and its adjuvant potential on the cellular immune response against ovalbumin antigen was investigated using in vivo models.