89786-84-5

Basic information

• Product Name: 2α,3α,19,24-Tetrahydroxyurs-12-en-28-oic acid
• Synonyms: 2α,3α,19,24-Tetrahydroxyurs-12-en-28-oic acid;Myrianthic acid;2alpha,3alpha,19alpha,23-Tetrahydroxyurs-12-en-28-oic acid;19alpha-hydroxyasiatic acid
• CAS NO: 89786-84-5
• Molecular Formula: C₃₀H₄₈O₆
• Molecular Weight: 504.69852
• Mol File: 89786-84-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: >300℃
• Boiling Point: 639.3±55.0 °C(Predicted)
• Appearance: /
• Density: 1.23±0.1 g/cm3(Predicted)
• PKA: 4.46±0.70(Predicted)
• CAS DataBase Reference: 2α,3α,19,24-Tetrahydroxyurs-12-en-28-oic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2α,3α,19,24-Tetrahydroxyurs-12-en-28-oic acid(89786-84-5)
• EPA Substance Registry System: 2α,3α,19,24-Tetrahydroxyurs-12-en-28-oic acid(89786-84-5)

Safety Data

• Hazardous Substances Data: 89786-84-5(Hazardous Substances Data)

Usage

Description

2α,3α,19,24-Tetrahydroxyurs-12-en-28-oic acid is a pentacyclic triterpenoid that is derived from asiatic acid and is characterized by the presence of four hydroxy groups at positions 2α, 3α, 19, and 24. It has been isolated from the leaves of Rosa laevigata and exhibits unique chemical properties and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
2α,3α,19,24-Tetrahydroxyurs-12-en-28-oic acid is used as a pharmaceutical compound for its potential therapeutic effects. Its unique structure and functional groups may contribute to its ability to modulate biological processes and target specific pathways, making it a promising candidate for the development of new drugs and treatments.
Used in Cosmetic Industry:
2α,3α,19,24-Tetrahydroxyurs-12-en-28-oic acid is used as an active ingredient in cosmetic products for its potential skin benefits. Its hydroxy groups may contribute to improved skin hydration, elasticity, and overall health, making it a valuable component in skincare formulations.
Used in Nutraceutical Industry:
2α,3α,19,24-Tetrahydroxyurs-12-en-28-oic acid is used as a nutraceutical ingredient for its potential health-promoting properties. Its presence in natural sources, such as the leaves of Rosa laevigata, suggests that it may have beneficial effects when consumed as part of a balanced diet or as a dietary supplement.
Used in Research and Development:
2α,3α,19,24-Tetrahydroxyurs-12-en-28-oic acid is used as a research compound for studying its chemical properties, biological activities, and potential applications. Its unique structure and functional groups make it an interesting subject for scientific investigation, which may lead to the discovery of new uses and applications in various industries.

Upstream product

• 87340-30-5 1-O-[(2α,3β,5ξ,9ξ,18ξ,19α)-2,3,19,23-tetrahydroxy-28-oxoolean-12-en-28-yl]-β-D-glucopyranose 
• 87340-30-5 4-epi-Niga-ichigoside F₁ 
• 82843-98-9 2α,3β,19α,23-tetrahydroxy-urs-12-en-28-oic acid 3-O-β-D-glucopyranosyl-28-O-β-D-glucopyranosyl ester 
• 52986-11-5 (2R,3R,4S,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bR)-2,3,12-Trihydroxy-4,6a,6b,11,12,14b-hexamethyl-2,3,4,4a,5,6,6a,6b,7,8,9,10,11,12,12a,14,14a,14b-octadecahydro-1H-picene-4,8a-dicarboxylic acid dimethyl ester 
• 70868-72-3 (1R,2R,4aS,6aS,6bR,8aR,9R,10R,11R,12aR,12bR,14bS)-1,10,11-Trihydroxy-9-hydroxymethyl-1,2,6a,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 methyl ester 
• 87340-30-5 nigaichigoside F₁ 
• 132282-70-3 2α,3β,19α-trihydroxyurs-12-ene-23,28-dioic acid 
• 109750-36-9 2α,3β,19α-trihydroxyurs-12-ene-23-carboxyl-28-O-β-D-glucopyranosyl ester 

Relevant articles and documents

Cytotoxic triterpene glycosides from the roots of Sanguisorba officinalis

Phytochemical investigation of the ethanol extract of the roots of Sanguisorba officinalis resulted in the isolation of three new triterpene glycosides, 3β-[(α-L-arabinopyranosyl)oxy]-19α,23-dihydroxyolean-12-en-28-oic acid 28-[6-O-acetyl-β-D-glucopyranosyl] ester (1), 2α,3β,19α,23-tetrahydroxyurs-12-en-28-oic acid 28-[6-O-acetyl-β-D-glucopyranosyl] ester (2), and 3β-[(α-L-arabinopyranosyl)oxy]-19α-hydroxyurs-12,20(30)-dien-28-oic acid 28-[6-O-acetyl-β-D-glucopyranosyl] ester (3). All the triterpene glycosides exhibited the significant cytotoxic potential with low IC50 values (IC50 5.0 μM) against six tumor cell lines (MCF-7, HeLa, HepG2, SGC-7901, NCI-H460, and BGC-823).

Constituents of cupuliferae, XVII: Triterpene saponins and flavonoids from Quercus laurifolia Michx.

In addition to fourteen known glycosides from leaves of Quercus laurifolia Michx., a new acylated triterpene soponin has been isolated and identified as 3-O-galloyl-28-β-D-glucopyranosyl diester of the 2α,3β,19α,23-tetrahydroxyurs-12-ene-28-oic acid (1). The structure of the previously described α-D-glucopyranosyl ester of the 2α,3β,19α,23-tetrahydroxyurs-12-ene-28-oic acid was revised to β-D-glucopyranosyl ester of the 2α,3β,19α,23-tetrahydroxyurs-12-ene-28-oic acid (2).

19α-Hydroxyursane-Type Triterpene Glucosyl Esters from the Roots of Rubus suavissimus S. LEE

No diterpene glycoside was isolated from the roots of Rubus suavissimus S.LEE, in contrast to its leaves, which taste sweet and contain a large amount of the sweet diterpene glucoside named rubusoside.Instead, a new 28-β-glucopyranosyl ester of 2α,3β,19α-trihydroxyurs-12-ene-23,28-dioic acid named suavissimoside F1 was isolated from the roots of this plant, along with niga-ichigoside F1 (28-β- glucopyranosyl ester of 19α-hydroxyasiatic acid) which has already been obtained from leaves of other Rubus spp. Keywords -- Rubus suavissimus root; Rosaceae; 19α-hydroxyursolic acid derivative; triterpene 28-β-glucopyranosyl ester; niga-ichigoside F1; suavissimoside F1