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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
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Quality Level

100

assay

≥90% (GC)

form

powder

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

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.

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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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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
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
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Global Trade Item Number

SKUGTIN
308145-5G04061836819194
08172-5MG04061838652171