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Merck
CN

08172

Cycloartenol

≥90% (GC)

Synonym(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

Empirical Formula (Hill Notation):
C30H50O
CAS Number:
469-38-5
Molecular Weight:
426.72
UNSPSC Code:
12352211
NACRES:
NA.77
Beilstein/REAXYS Number:
2224850

Key Documents

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Product Name

Cycloartenol, ≥90% (GC)

SMILES string

O[C@@H]1C([C@H]2[C@@]3([C@]4([C@H]([C@]5([C@@]([C@H](CC5)[C@@H](CCC=C(C)C)C)(CC4)C)C)CC2)C3)CC1)(C)C

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

assay

≥90% (GC)

form

powder

Quality Level

100

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP0341
BCCM7626
BCCL6369
BCCJ1389
BCCG2376

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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
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
Hideyuki Suzuki et al.
The Plant journal : for cell and molecular biology, 32(6), 1033-1048 (2002-12-21)
The saponins of the model legume Medicago truncatula are glycosides of at least five different triterpene aglycones: soyasapogenol B, soyasapogenol E, medicagenic acid, hederagenin and bayogenin. These aglycones are most likely derived from beta-amyrin, a product of the cyclization of
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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