1616-93-9

Usage

Uses

Used in Organic Chemistry:
[(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl -1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate is used as a building block for the synthesis of other complex organic molecules. Its unique structure and stereochemistry make it a valuable component in the development of novel compounds with specific properties and functions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, [(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl -1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate may be employed as a starting material or intermediate in the synthesis of new drug candidates. Its structural features and potential biological activities could contribute to the development of innovative therapeutic agents with improved efficacy and selectivity.
Used in Agrochemical Industry:
[(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl -1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate can be utilized in the agrochemical industry for the development of new pesticides, herbicides, or insecticides. Its chemical properties and potential interactions with biological targets may lead to the creation of more effective and environmentally friendly agrochemical products.
Used in Materials Science:
In the field of materials science, [(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl -1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate may find applications in the design and synthesis of advanced materials with specific properties. Its unique structure and chemical characteristics could be harnessed to create materials with improved performance in various applications, such as sensors, energy storage, or electronic devices.

InChI:InChI=1/C32H52O2/c1-21(33)34-26-13-14-30(7)24(28(26,4)5)12-15-32(9)25(30)11-10-22-23-20-27(2,3)16-17-29(23,6)18-19-31(22,32)8/h10,23-26H,11-20H2,1-9H3/t23?,24?,25?,26-,29+,30-,31+,32+/m0/s1

Upstream product

• 559-70-6 β-amyrin 
• 108-24-7 acetic anhydride 
• 110-86-1 pyridine 
• 559-70-6 beta-amyrin 
• 127-09-3 sodium acetate 
• 7647-01-0 hydrogenchloride 
• 2189-80-2 taraxeryl acetate 
• 64-19-7 acetic acid 
• 64-17-5 ethanol 
• 545-48-2 erythrodiol 
• 7089-38-5 3β-acetoxy-28-hydroxy-ole-12-ene 
• 1857-04-1 3β-acetoxyolean-12-en-28-aldehyde 
• 1896-77-1 erythrodiol diacetate 
• 508-02-1 Oleanolic acid 

Downstream Products

• 94530-87-7 oleana-9(11),12-dien-3-β-ol 
• 5916-19-8 3β-acetoxyoleanane-12-one 
• 107657-18-1 3β-hydroxyolean-12-en-11-one acetate 
• 5356-55-8 11α-hydroxy-3β-acetoxy-olean-12-ene 
• 125263-66-3 rubiprasin B 
• 3866-77-1 11α,12α-oxidotaraxerol 
• 2111-46-8 11α,12α-epoxytaraxer-14-en-3β-yl acetate 
• 559-70-6 beta-amyrin 
• 5356-56-9 11-oxo-β-amyrenyl acetate 
• 94530-87-7 3β-hydroxy-olean-9(11),12-diene 
• 2118-76-5 olean-9(11),12(13)-dien-3β-yl acetate 
• 5356-56-9 11-keto-β-amyrenyl acetate 

Relevant academic research and scientific papers

Lipase mediated separation of triterpene structural isomers, α- And β-amyrin

Pentacyclic triterpenoids α- and β-amyrin possess a wide range of biological and pharmacological activities. High structural similarity between these two structural isomers makes their chromatographic separation an ineffective and tedious choice. In this study, Candida rugosa lipase catalyzed separation protocol for the isolation of individual isomers has been developed. In the presence of vinyl acetate as the acyl donor, Candida rugosa lipase carried out acetylation of β-amyrin more efficiently as compared to α-amyrin leading to a kinetic separation. The conditions of transesterification reaction were optimized systematically, which was utilized to separate α- and β-amyrin from a mixture obtained from the latex of Plumeria obtusa.

TRITERPENOIDS FROM RANDIA DUMETORUM

A new triterpene having an oleanane skeleton was isolated from the root bark of Randia dumetorum.Its structure was established by chemical and spectroscopic data as 1-keto-3α-hydroxy oleanane.In addition, three known triterpenes, α- and β-amyrin and oleanolic acid were isolated, besides β-sitosterol. - Keywords: Randia dumetorum; Rubiaceae; root bark; triterpenes.

Extraction, Isolation and Characterization of Valuable Worked on Acacia Tortilis

Acacia tortilis is one of the important species of genus Acacia belonging to family Leguminaceae. Though there is no more study performed on this plant but it plays important role in the countries where it found. These countries include North Africa, Arabian Peninsula and Asian countries. The various part of Acacia tortilis plant say leaves, pods, gum exudates and bark were used as antidiabetic, antidiarrhoeal, antiasthmatic and also had several other medicinal benefits. The present discussion deals with the isolation and characterization of the following compounds from the leaves of Acacia tortilis. Lupan-3-ol, 12,20-diene, Lupan-12, 20-dien 3-one, Friedelin, ?-amyrin, ?- sitosterol, Apigenin, Luteolin, Quercetin, 5,7-dihydroxy-4-p-methyl benzylisoflavone, Vitexin, 2',6'-dihydroxy chalcone-4'-O-glucoside.

Chemical constituents of Psychotria nemorosa gardner and antinociceptive activity

Through dereplication strategies using gas chromatography-mass spectrometry (GC-MS) and ultra fast liquid chromatography-tandem mass spectrometry (UFLC-MS/MS), the ethanol extract from Psycotria nemorosa leaves (Rubiaceae) showed to be composed of: cinnamic acid, dihydroactinidiolide, 4-hydroxy-β-ionone, phytol, isophytol, 4,8,12,16-tetramethylheptadecan- 4-olide, lupeol, a mixture of α/β-amyrin, the keto and acetylated derivatives, besides stigmast- 4-en-3-one, campesterol, stigmasterol and γ-sitosterol by GC-MS. Likewise, by UFLC-MS/MS, the main compounds identified were: butin, resveratrol, rutin, kaempferol 7-O-β-D-glucopyranoside, deacetylasperuloside, epiloganin, hordenine, strictosidine, N-methyl-1,2,3,4-tetrahydro-β-carboline and N-formyl-tryptamine. The antinociceptive activity of the crude extract ant its fractions was reported.

Practical Synthesis of α-Amyrin, β-Amyrin, and Lupeol: The Potential Natural Inhibitors of Human Oxidosqualene Cyclase

A practical synthesis of α-amyrin (1), β-amyrin (2), and lupeol (3) was accomplished in total yields of 32, 42, and 40% starting from easily available ursolic acid (4), oleanolic acid (5), and betulin (6), respectively. Remarkably, these three natural pentacyclic triterpenes exhibited potential inhibitory activity against human oxidosqualene cyclase.

Caatinga plants: Natural and semi-synthetic compounds potentially active against Trichomonas vaginalis

Trichomonas vaginalis causes trichomoniasis; the most common but overlooked non-viral sexually transmitted disease worldwide. The treatment is based at 5′-nitroimidazoles, however, failure are related to resistance of T. vaginalis to chemotherapy. Caatinga is a uniquely Brazilian region representing a biome with type desert vegetation and plants present diverse biological activity, however, with few studies. The aim of this study was to investigate the activity against T. vaginalis of different plants from Caatinga and identify the compounds responsible by the activity. A bioguided fractionation of Manilkara rufula was performed and four major compounds were identified: caproate of α-amyrin (1b), acetate of β-amyrin (2a), caproate of β-amyrin (2b), and acetate of lupeol (3a). In addition, six derivatives of α-amyrin (1), β-amyrin (2) and lupeol (3) were synthesized and tested against the parasite. Ursolic acid (5) reduced about 98% of parasite viability after 2 h of incubation and drastic ultrastructural alterations were observed by scanning electron microscopy. Moreover, 5 presented high cytotoxicity to HMVII and HeLa cell line and low cytotoxicity against Vero line at 50 μM (MIC against the parasite). Metronidazole effect against T. vaginalis resistant isolate was improved when in association with 5.

COMPOSITION FOR PREVENTING HAIR LOSS AND ACCELERATING HAIR GROWTH

Disclosed is a composition for prevention of hair loss and promotion of hair growth. The composition includes a compound represented by Formula 1, wherein A is derived from polycyclic compounds, and R is a hydroxyl group, or a saturated or unsaturated straight or branched alkyloxy or acyloxy group having 1 to 20 carbon atoms.

Studies on the constituents of yellow cuban propolis: GC-MS determination of triterpenoids and flavonoids

In this study, on the basis of the information supplied by NMR and HPLC-PDA data, we reported a quali-quantitative GC-MS study of 19 yellow Cuban propolis (YCP) samples collected in different regions of Cuba. The profiles of YCP samples allowed us to define two main types of YCP directly related to their secondary metabolite classes: type A, rich in triterpenic alcohols and with the presence of polymethoxylated flavonoids as minor constituents, and type B, containing acetyl triterpenes as the main constituents. For the first time, triterpenoids belonging to oleanane, lupane, ursane, and lanostane skeletons were reported as major compounds in propolis. Also, the presence of polymethoxylated flavones or flavanones was found for the first time in propolis.

Chemical constituents of Phyllanthus maderaspatensis Linn.

Chromatographic separation of the insolubles and pet. ether solubles from the ethanolic extract of Phyllanthus maderaspatensis (whole plant) afforded n-tetracosane, taraxeryl acetate, ester of β-sitosterol, taraxerol, hexacosane, 32-methyltritriacontanol-1, heptacosanol-14, 11-hydroxyhexacosan-3- one, tetracos-20(cn)-1,18-diol, β-sitosterol and oleana-11,13(18)dienc- 3β,24-diol.