26563-68-8

Basic information

• Product Name: (2α,3α)-2,3-Dihydroxy-olean-12-en-28-oic acid
• Synonyms: (2alpha,3alpha)-2,3-Dihydroxy-olean-12-en-28-oic acid;3-Epimaslinic acid;Epimaslinic acid;2,3-Dihydroxy-12-oleanen-28-oic acid
• CAS NO: 26563-68-8
• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.70
• Product Categories: Pentacyclic Triterpenes
• Mol File: 26563-68-8.mol
• Article Data: 15

Chemical Properties

• Melting Point: 295-297 °C
• Boiling Point: 570 °C at 760 mmHg
• Flash Point: 312.6 °C
• Appearance: /
• Density: 1.14 g/cm³
• Vapor Pressure: 2.3E-15mmHg at 25°C
• Refractive Index: 1.568
• PKA: 4.63±0.70(Predicted)
• CAS DataBase Reference: (2α,3α)-2,3-Dihydroxy-olean-12-en-28-oic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2α,3α)-2,3-Dihydroxy-olean-12-en-28-oic acid(26563-68-8)
• EPA Substance Registry System: (2α,3α)-2,3-Dihydroxy-olean-12-en-28-oic acid(26563-68-8)

Safety Data

• Hazardous Substances Data: 26563-68-8(Hazardous Substances Data)

Usage

General Description

"(2α,3α)-2,3-Dihydroxy-olean-12-en-28-oic acid" is a chemical compound which belongs to the class of organic compounds known as triterpenoids. Specifically, it is a pentacyclic triterpenoid and is also considered a derivative of oleanolic acid, consisting of a hydroxyl group at the second and third carbon in the steroid skeleton in addition to a carboxyl group at the 28th position. Due to its complex structure, it is synthesized via multistep organic reactions rather than being present naturally. (2α,3α)-2,3-Dihydroxy-olean-12-en-28-oic acid and its derivatives have been studied for their potential therapeutic uses, including anti-cancer and anti-inflammatory properties. However, more research is needed to fully understand its potential medical applications.

InChI:InChI=1/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20-,21?,22-,23-,27+,28-,29-,30+/m1/s1

Upstream product

• 22425-82-7 methyl maslinate 
• 6089-92-5 2α,3β-diacetoxyoleane 12-ene-28-carboxylic acid 
• 106894-29-5 3-acetylmaslinic acid (TARB-2) 
• 464876-77-5 benzyl (2α,3β)-2,3-dihydroxy-olean-12-en-28-oate 
• 869788-74-9 (4aS,6aS,6bR,12aR)-benzyl 2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate 
• 876723-81-8 2α-hydroxy-3-oxoolean-12-en-28-oic acid benzyl ester 
• 508-02-1 Oleanolic acid 
• 303114-51-4 oleanolic acid benzyl ester 
• 869788-75-0 (4aS,6aS,6bR,8aR,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,12,12a,12b,13,14b-hexadecahydro-2H-picene-4a-carboxylic acid benzyl ester 
• 108-30-5 succinic acid anhydride 
• 73584-62-0 (2α)-2-hydroxy-3-oxo-olean-12-en-28-oic acid 
• 67-64-1 acetone 
• 1202006-25-4 2α/β-bromooleanonic acid 

Downstream Products

• 6089-92-5 crategolic acid diacetate 
• 6089-92-5 2α,3β-diacetoxyoleane 12-ene-28-carboxylic acid 
• 876723-91-0 benzyl-2-hydroxy-3-oxoolean-1,12-dien-28-oic acid 
• 1034619-10-7 2β,3β-dihydroxyolean-12-en-28-oic acid benzyl ester 
• 1351696-66-6 2,3-acetonide-2α,3β-dihydroxy-28-tosylolean-12-ene 
• 14464-51-8 olean-12-en-2α,3β,28-triol 
• 1034619-11-8 benzyl-3β-hydroxy-2-oxoolean-12-en-28-oic acid 
• 464876-77-5 benzyl (2α,3β)-2,3-dihydroxy-olean-12-en-28-oate 
• 1532556-58-3 benzyl (2α,3β)-2,3-di-acetoxy-olean-12-en-28-oate 
• 1575561-28-2 C₄₀H₅₈O₅ 
• 1575561-31-7 C₄₃H₆₂O₆ 
• 1575561-33-9 C₄₁H₆₀O₅ 
• 1575561-37-3 C₄₅H₆₆O₆ 
• 1575561-39-5 C₄₃H₆₄O₅ 

Relevant articles and documents

Straightforward partial synthesis of four diastereomeric 2,3-dihydroxy-olean-12-en-28-oic acids from oleanolic acid

The four diastereomeric 2,3-dihydroxy-olean-12-en-28-oic acids (maslinic, augustic, bredemolic and 3-epi-maslinic acid) were easily accessed from one single starting material, oleanolic acid. The procedures allow the medium-to-large scale preparation of these valuable starting materials. Except for maslinic acid, the triterpenoic acids showed only a low cytotoxicity towards several human tumor cell lines.

Four new triterpenoids isolated from the resin of Garcinia hanburyi

Four new triterpenoids, 2-O-acetyl-3-O-(4′-O-acetyl)-α-l- arabinopyranosylmaslinic acid (1), 2-O-acetyl-3-O-(3′-O-acetyl)-α-l- arabinopyranosylmaslinic acid (2), 2-O-acetyl-3-O-(3′,4′-O-diacetyl) -α-l-arabinopyranosylmaslinic acid (3), and 3-O-(3′-O-acety

Convenient and chromatography-free partial syntheses of maslinic acid and augustic acid

A convenient and chromatography-free 4-step synthesis of analytically pure maslinic acid (1, 41.2%) from oleanolic acid has been developed. Slight variations in the final steps gave an excellent yield of isomeric augustic acid (7, 71.9%).