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2α,3β,19α-Trihydroxyolean-12-ene-24,28-dioic acid is a naturally occurring triterpenoid compound derived from the Chinese herb Ardisia japonica. It features a pentacyclic triterpene skeleton with three hydroxyl groups at positions 2, 3, and 19, and two carboxylic acid groups at positions 24 and 28. 2α,3β,19α-Trihydroxyolean-12-ene-24,28-dioic acid is known for its diverse pharmacological properties, including anti-inflammatory, anti-carcinogenic, and anti-diabetic effects, making it a promising candidate for therapeutic applications and a valuable subject in medicinal chemistry and natural product research.

79355-89-8

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79355-89-8 Usage

Uses

Used in Pharmaceutical Industry:
2α,3β,19α-Trihydroxyolean-12-ene-24,28-dioic acid is used as a therapeutic agent for its anti-inflammatory properties, helping to reduce inflammation in various conditions.
2α,3β,19α-Trihydroxyolean-12-ene-24,28-dioic acid is used as an anti-carcinogenic agent for its potential in treating various types of cancer, due to its ability to modulate multiple signaling pathways involved in cancer progression.
2α,3β,19α-Trihydroxyolean-12-ene-24,28-dioic acid is used as an anti-diabetic agent for its potential to manage blood sugar levels and improve insulin sensitivity in diabetic patients.
Used in Drug Development:
2α,3β,19α-Trihydroxyolean-12-ene-24,28-dioic acid serves as a lead compound for the development of new drugs, given its diverse biological activities and potential for therapeutic applications in various disease conditions.
Used in Medicinal Chemistry Research:
2α,3β,19α-Trihydroxyolean-12-ene-24,28-dioic acid is utilized in medicinal chemistry research to explore its structure-activity relationships and optimize its pharmacological properties for improved therapeutic efficacy.

Check Digit Verification of cas no

The CAS Registry Mumber 79355-89-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,9,3,5 and 5 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 79355-89:
(7*7)+(6*9)+(5*3)+(4*5)+(3*5)+(2*8)+(1*9)=178
178 % 10 = 8
So 79355-89-8 is a valid CAS Registry Number.

79355-89-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2α,3β,19α-trihydroxyolean-12-ene-24,28-dioic acid

1.2 Other means of identification

Product number -
Other names bartogenic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:79355-89-8 SDS

79355-89-8Synthetic route

dimethyl bartogenate
79355-86-5

dimethyl bartogenate

2α,3β,19α-trihydroxyolean-12-ene-24,28-dioic acid
79355-89-8

2α,3β,19α-trihydroxyolean-12-ene-24,28-dioic acid

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 60℃; for 12h;
2α,3β,19α-trihydroxyolean-12-en-24,28-dioic acid 28-β-D glucopyranoside ester

2α,3β,19α-trihydroxyolean-12-en-24,28-dioic acid 28-β-D glucopyranoside ester

2α,3β,19α-trihydroxyolean-12-ene-24,28-dioic acid
79355-89-8

2α,3β,19α-trihydroxyolean-12-ene-24,28-dioic acid

Conditions
ConditionsYield
With sodium hydroxide for 0.166667h; Heating;20 mg
2α,3β,19α-trihydroxyolean-12-ene-24,28-dioic acid
79355-89-8

2α,3β,19α-trihydroxyolean-12-ene-24,28-dioic acid

dimethyl bartogenate
79355-86-5

dimethyl bartogenate

Conditions
ConditionsYield
In methanol; diethyl ether at 0℃; for 1h;2 g
2α,3β,19α-trihydroxyolean-12-ene-24,28-dioic acid
79355-89-8

2α,3β,19α-trihydroxyolean-12-ene-24,28-dioic acid

dimethyl-12,13-epoxybartogenate
103763-64-0

dimethyl-12,13-epoxybartogenate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2 g / diethyl ether; methanol / 1 h / 0 °C
2: 0.034 g / m-chloroperbenzoic acid / CHCl3 / 48 h / 0 - 10 °C
View Scheme

79355-89-8Upstream product

79355-89-8Downstream Products

79355-89-8Relevant academic research and scientific papers

Constituents of fagaceae (Cupuliferae). XIX: Triterpene saponins and acylated flavonoids from Quercus robur L. var. stenocarpa Beck.

Romussi,Parodi,Pizza,De Tommasi

, p. 643 - 645 (2007/10/02)

In addition to four known glycosides from leaves of Quercus robur L. var. stenocarpa Beck. a new triterpene saponin has been isolated and identified as 28-β-D-glucopyranosyl ester of the 2α,3β,19α-trihydroxy-olean-12-ene-24,28-dioic acid (1).

New Triterpenes from Barringtonia speciosa Forst

Rao, G. S. R. Subba,Prasanna, S.,Kumar, V. P. Sashi,Yadagiri, Bathini

, p. 113 - 122 (2007/10/02)

Three new triterpene acids, viz. bartogenic acid, anhydrobartogenic acid and 19-epibartogenic acid, have been isolated from the fruits of Barringtonia speciosa.The structures and stereochemistry of these acids have been established as 2α,3β,19α-trihydroxyolean-12-ene-24,28-dioic acid (1), 2α,3β-dihydroxyolean-12,18-diene-24,28-dioic acid (20) and 2α,3β,19β-trihydroxyolean-12-ene-24,28-dioic acid (22) respectively based on 1H, 13C NMR and mass spectral data, chemical reactions and finally conversion of dimethyl bartogenate (2) into the known triterpene, methyl sericiate (8).

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