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Merck
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Documentos

08172

Sigma-Aldrich

Cycloartenol

≥90% (GC)

Sinónimos:

(3S,5R,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hex-4-enyl)-4,4,13,14-tetramethyl-tetradecahydro-cyclopropa[9,10]cyclopenta[a]phenanthren-3-ol, 9,19-Cyclo-24-lanosten-3β-ol, Handianol

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About This Item

Fórmula empírica (notación de Hill):
C30H50O
Número de CAS:
469-38-5
Peso molecular:
426.72
Beilstein/REAXYS Number:
2224850
UNSPSC Code:
12352211
NACRES:
NA.77

Quality Level

100

assay

≥90% (GC)

form

powder

InChI

1S/C30H50O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h9,21-25,31H,8,10-19H2,1-7H3/t21-,22-,23+,24+,25+,27-,28+,29-,30+/m1/s1

InChI key

ONQRKEUAIJMULO-YBXTVTTCSA-N

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Application

  • Genome-Wide Investigation of Oxidosqualene Cyclase Genes Deciphers the Genetic Basis of Triterpene Biosynthesis in Tea Plants - Research on cycloartenol′s synthesis pathways through the genetic study of oxidosqualene cyclase in tea plants, providing insights into the enhancement of plant sterols beneficial for human health (Du et al., 2024).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Anita Loeschcke et al.
PloS one, 12(12), e0189816-e0189816 (2017-12-28)
Cyclic triterpenes constitute one of the most diverse groups of plant natural products. Besides the intriguing biochemistry of their biosynthetic pathways, plant triterpenes exhibit versatile bioactivities, including antimicrobial effects against plant and human pathogens. While prokaryotes have been extensively used
Kiyoshi Ohyama et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(3), 725-730 (2009-01-14)
The differences between the biosynthesis of sterols in higher plants and yeast/mammals are believed to originate at the cyclization step of oxidosqualene, which is cyclized to cycloartenol in higher plants and lanosterol in yeast/mammals. Recently, lanosterol synthase genes were identified
X Qi et al.
Proceedings of the National Academy of Sciences of the United States of America, 101(21), 8233-8238 (2004-05-19)
The evolution of the ability to synthesize specialized metabolites is likely to have been key for survival and diversification of different plant species. Oats (Avena spp.) produce antimicrobial triterpenoids (avenacins) that protect against disease. The oat beta-amyrin synthase gene AsbAS1
Laurent F Wentzinger et al.
Plant physiology, 130(1), 334-346 (2002-09-13)
To get some insight into the regulatory mechanisms controlling the sterol branch of the mevalonate pathway, tobacco (Nicotiana tabacum cv Bright Yellow-2) cell suspensions were treated with squalestatin-1 and terbinafine, two specific inhibitors of squalene synthase (SQS) and squalene epoxidase
Augusta Caligiani et al.
Plant foods for human nutrition (Dordrecht, Netherlands), 65(3), 277-283 (2010-07-08)
The chemical fingerprinting of the unsaponifiable fraction of different Punica granatum seed oils was performed in order to evaluate their potential as a functional food ingredient. Qualitative and quantitative determinations of tocopherol, aliphatic alcohol (including policosanol), squalene, phytosterols and triterpene
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