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08172

Sigma-Aldrich

Cycloartenol

≥90% (GC)

Synonyme(s) :

(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

Formule empirique (notation de Hill):
C30H50O
Numéro CAS:
469-38-5
Poids moléculaire :
426.72
Numéro Beilstein :
2224850
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.77

Pureté

≥90% (GC)

Forme

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

Clé InChI

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).

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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18692

Lupeol

β-Sitosterol synthetic, ≥95%

Sigma-Aldrich

S1270

β-Sitosterol

(3S)-2,3-Oxidosqualene ≥97.5% (HPLC)

Sigma-Aldrich

41719

(3S)-2,3-Oxidosqualene

Stigmasterol ~95%

Sigma-Aldrich

S2424

Stigmasterol

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
Go Atsumi et al.
Scientific reports, 8(1), 14804-14804 (2018-10-06)
Secondary metabolites in plants play important roles in defence against biotic and abiotic stresses. Although the biosynthesis pathways of secondary metabolites have been extensively studied, the regulatory mechanism of gene expression involved in these pathways remains poorly understood. In this
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
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