851475-58-6

Basic information

• Product Name: N-[(3beta)-3-Hydroxy-28-oxoolean-12-en-28-yl]-glycine
• Synonyms: N-[(3β)-3-hydroxy-28-oxoolean-12-en-28-yl]-glycine;N-[(3BETA)-3-HYDROXY-28-OXOOLEAN-12-EN-28-YL]-GLYCINE
• CAS NO: 851475-58-6
• Molecular Formula: C32H51NO4
• Molecular Weight: 513.75
• Product Categories: Pentacyclic Triterpenes
• Mol File: 851475-58-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 654.4 °C at 760 mmHg
• Flash Point: 349.6 °C
• Appearance: /
• Density: 1.13 g/cm³
• Refractive Index: 1.563
• CAS DataBase Reference: N-[(3beta)-3-Hydroxy-28-oxoolean-12-en-28-yl]-glycine(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(3beta)-3-Hydroxy-28-oxoolean-12-en-28-yl]-glycine(851475-58-6)
• EPA Substance Registry System: N-[(3beta)-3-Hydroxy-28-oxoolean-12-en-28-yl]-glycine(851475-58-6)

Safety Data

• Hazardous Substances Data: 851475-58-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C32H51NO4/c1-27(2)14-16-32(26(37)33-19-25(35)36)17-15-30(6)20(21(32)18-27)8-9-23-29(5)12-11-24(34)28(3,4)22(29)10-13-31(23,30)7/h8,21-24,34H,9-19H2,1-7H3,(H,33,37)(H,35,36)/t21-,22-,23+,24-,29-,30+,31+,32-/m0/s1

Upstream product

• 39701-64-9 acetic acid 3β-(olean-12-ene-28-chlorocarbonyl) ester 
• 1596377-01-3 1-benzotriazolyl 3β-hydroxyolean-12-en-28-oate 
• 4339-72-4 oleanolic acid 3-acetate 
• 508-02-1 Oleanolic acid 
• 247082-71-9 [((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carbonyl)-amino]-acetic acid methyl ester 
• 97180-62-6 3β-acetoxyolean-12-en-28-oic acid ethoxycarbonylmethylamide 

Relevant articles and documents

Simple amides of oleanolic acid as effective penetration enhancers

Transdermal transport is now becoming one of the most convenient and safe pathways for drug delivery. In some cases it is necessary to use skin penetration enhancers in order to allow for the transdermal transport of drugs that are otherwise insufficiently skin-permeable. A series of oleanolic acid amides as potential transdermal penetration enhancers was formed by multistep synthesis and the synthesis of all newly prepared compounds is presented. The synthetized amides of oleanolic acid were tested for their in vitro penetration promoter activity. The above activity was evaluated by means of using the Fürst method. The relationships between the chemical structure of the studied compounds and penetration activity are presented.

Design, synthesis and biological evaluation of amino acids-oleanolic acid conjugates as influenza virus inhibitors

Viral entry inhibitors are of great importance in current efforts to develop a new generation of anti-influenza drugs. Inspired by the discovery of a series of pentacyclic triterpene derivatives as entry inhibitors targeting the HA protein of influenza vi

Triterpenoid Hydroxamates as HIF Prolyl Hydrolase Inhibitors

Pentacyclic triterpenoid acids (PCTTAs) are pleiotropic agents that target many macromolecular end-points with low to moderate affinity. To explore the biological space associated with PCTTAs, we have investigated the carboxylate-to-hydroxamate transformation, discovering that it de-emphasizes affinity for the transcription factors targeted by the natural compounds (NF-κB, STAT3, Nrf2, TGR5) and selectively induces inhibitory activity on HIF prolyl hydrolases (PHDs). Activity was reversible, isoform-selective, dependent on the hydroxamate location, and negligible when this group was replaced by other chelating elements or O-alkylated. The hydroxamate of betulinic acid (5b) was selected for further studies, and evaluation of its effect on HIF-1α expression under normal and hypoxic conditions qualified it as a promising lead structure for the discovery of new candidates in the realm of neuroprotection.