638-97-1

Basic information

• Product Name: 18BETA(H)-OLEAN-12-EN-3-ONE
• Synonyms: 18BETA(H)-OLEAN-12-EN-3-ONE;Olean-12-en-3-one;β-Amyrone;beta-Amyrone;beta-AMyrenone
• CAS NO: 638-97-1
• Molecular Formula: C₃₀H₄₈O
• Molecular Weight: 424.7
• Mol File: 638-97-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 177-178 °C
• Boiling Point: 488.3 °C at 760 mmHg
• Flash Point: 202.8 °C
• Appearance: /
• Density: 1.01 g/cm³
• Vapor Pressure: 1.1E-09mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 18BETA(H)-OLEAN-12-EN-3-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 18BETA(H)-OLEAN-12-EN-3-ONE(638-97-1)
• EPA Substance Registry System: 18BETA(H)-OLEAN-12-EN-3-ONE(638-97-1)

Safety Data

• Hazardous Substances Data: 638-97-1(Hazardous Substances Data)

Usage

Description

18BETA(H)-OLEAN-12-EN-3-ONE is a pentacyclic triterpenoid, a type of organic compound derived from plants, characterized by its unique molecular structure and various biological activities. It is known for its potential applications in the pharmaceutical and chemical industries due to its diverse properties and interactions with biological systems.

Uses

Used in Pharmaceutical Industry:
18BETA(H)-OLEAN-12-EN-3-ONE is used as an inhibitor of cyclooxygenase and lipoxygenase enzymes for studying the structure-activity relationships of pentacyclic triterpenoids. This application is significant in understanding the molecular mechanisms underlying various diseases and developing targeted therapeutic strategies.
Used in Chemical Industry:
In the chemical industry, 18BETA(H)-OLEAN-12-EN-3-ONE can be utilized as a starting material or intermediate for the synthesis of various compounds with potential applications in different fields, such as agrochemicals, fragrances, and cosmetics. Its unique structure and reactivity make it a valuable component in the development of novel products and formulations.

InChI:InChI=1/C30H48O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h9,21-23H,10-19H2,1-8H3/t21-,22?,23-,27-,28+,29-,30-/m1/s1

Upstream product

• 559-70-6 beta-amyrin 
• 67173-33-5 oleana-1,12-dien-3-one 
• 18674-43-6 1,3-Dioxoolean-12-en 
• 18674-44-7 3-Methoxy-1-oxo-oleanadien-(2,12) 
• 107596-78-1 olean-12-ene-3-ol 
• 197500-50-8 (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(tert-Butyl-dimethyl-silanyloxy)-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-carboxylic acid methyl ester 
• 152487-61-1 (3β)-3-{[(1,1-dimethylethyl)dimethylsilyl]oxy}-olean-12-en-28-ol 
• 559-70-6 β-amyrin 
• 108335-08-6 olean-12-en-3-O-β-D-galactopyranosyl(1->4)-O-α-L-rhamnopyranoside 

Downstream Products

• 471-68-1 olean-12-ene 
• 40768-64-7 3-Benzylthio-oleana-2,12-dien 
• 67173-33-5 β-amyr-1-en-3-one 
• 76234-10-1 A-nor-β-amyr-1,2-dione 
• 559-70-6 beta-amyrin 
• 6811-63-8 3α-hydroxyolean-12-ene 
• 2935-32-2 3,11-dioxo-β-amyrene 
• 144268-61-1 [(4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-Octamethyl-1,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-octadecahydro-2H-picen-(3E)-ylidene]-hydrazine 
• 85031-74-9 2-oximino-β-amyrone 
• 3399-27-7 olean-13⁽¹⁸⁾-ene 
• 107596-89-4 18αH-olean-12-ene 
• 144268-64-4 C₃₁H₅₁N₃S 
• 108376-34-7 oleana-1,12-diene-3,11-dione 
• 108354-97-8 (4aR,6aR,6bS,8aS,12aS,14aR,14bS)-4,4,6a,6b,8a,11,11,14b-Octamethyl-4a,5,6,6a,6b,7,8a,9,10,11,12,12a,14a,14b-tetradecahydro-4H-picene-3,8,14-trione 

Relevant articles and documents

COMPOSITIONS COMPRISING TRITERPENOIDS

The invention relates to compositions and formulations comprising at least one triterpenoic acid and at least one neutral triterpenoid and uses thereof for treating for use in treating a condition selected from Alzheimer's disease (AD), Parkinson's Diseases (PD) and vascular dementia (VD).

Differentiation- and apoptosis-inducing activities by pentacyclic triterpenes on a mouse melanoma cell line

In a study to investigate the relationship between the chemical structure and the differentiation-inducing activity of pentacyclic triterpenes, several lupane, oleanane, and ursane triterpenes were prepared and their effects on B16 2F2 melanoma cell differentiation and growth were examined. Eleven lupane triterpenes used in this study acted on the melanoma cells as a melanogen, but no induction of melanogenesis of B16 2F2 cells by oleanane and ursane was detected. The differences at C-17 of the lupane series and acetylation of the OH group at C-3 did not markedly influence their activities. However, the ED50 value for up-regulation of melanin biosynthesis was markedly decreased by the oxidation of the OH group at C-3 of lupeol (1). Betulinic acid (11), its methyl ester (12), lup-28-al-20(29)-ene-3β-ol (9), and lup-28-al-20(29)-en-3-one (10) inhibited B16 2F2 cell proliferation by induction of apoptosis. These findings suggested that the carbonyl group at C-17 might be essential for the apoptotic effects of these compounds on B16 2F2 cells.

Synthesis of Steroidal and Terpenoidal Extranucleo N-Phenyloxazolidinones

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