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469-38-5,MFCD00200959
Catalog No.:AA00D8LP

469-38-5 | Cycloartenol

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1mg
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$447.00   $313.00
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5mg
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  • Technical Information
  • Properties
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00D8LP
Chemical Name:
Cycloartenol
CAS Number:
469-38-5
Molecular Formula:
C30H50O
Molecular Weight:
426.7174
MDL Number:
MFCD00200959
SMILES:
CC(=CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)C)C
Properties
Computed Properties
 
Complexity:
760  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
9  
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
4  
XLogP3:
9.8  

Literature

Title: Three new cycloartenol glycosides from the roots of Cimicifuga simplex.

Journal: Planta medica 20120401

Title: Triterpene cyclases from Oryza sativa L.: cycloartenol, parkeol and achilleol B synthases.

Journal: Organic letters 20110520

Title: Cloning and characterization of oxidosqualene cyclases from Kalanchoe daigremontiana: enzymes catalyzing up to 10 rearrangement steps yielding friedelin and other triterpenoids.

Journal: The Journal of biological chemistry 20100924

Title: Characterization of a potential nutraceutical ingredient: pomegranate (Punica granatum L.) seed oil unsaponifiable fraction.

Journal: Plant foods for human nutrition (Dordrecht, Netherlands) 20100901

Title: Phytosterols accumulation in the seeds of Linum usitatissimum L.

Journal: Plant physiology and biochemistry : PPB 20091001

Title: Cyclobranol: a substrate for C25-methyl sterol side chains and potent mechanism-based inactivator of plant sterol methyltransferase.

Journal: Bioorganic & medicinal chemistry letters 20080715

Title: Sterol C24-methyltransferase: mechanistic studies of the C-methylation reaction with 24-fluorocycloartenol.

Journal: Bioorganic & medicinal chemistry letters 20080101

Title: Cancer chemopreventive effects of cycloartane-type and related triterpenoids in in vitro and in vivo models.

Journal: Journal of natural products 20070601

Title: Plant lanosterol synthase: divergence of the sterol and triterpene biosynthetic pathways in eukaryotes.

Journal: Plant & cell physiology 20060501

Title: Mechanism involved in the spasmolytic effect of a mixture of two triterpenes, cycloartenol and cycloeucalenol, isolated from Herissanthia tiubae in the guinea-pig ileum.

Journal: Planta medica 20051101

Title: [Study on chemical constituents in rhizome of Pinellia ternata].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20050501

Title: New cycloartenol esters from Ixora coccinea.

Journal: Natural product research 20040801

Title: Mechanism-based active site modification of the soybean sterol methyltransferase by 26,27-dehydrocycloartenol.

Journal: Bioorganic & medicinal chemistry letters 20040105

Title: [Studies on chemical constituents of Ervatamia hainanensis].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20031101

Title: Biosynthesis of phytosterols. Kinetic mechanism for the enzymatic C-methylation of sterols.

Journal: The Journal of biological chemistry 20030905

Title: Steroid biosynthesis in prokaryotes: identification of myxobacterial steroids and cloning of the first bacterial 2,3(S)-oxidosqualene cyclase from the myxobacterium Stigmatella aurantiaca.

Journal: Molecular microbiology 20030101

Title: Inhibition of benzoyl peroxide and ultraviolet-B radiation induced oxidative stress and tumor promotion markers by cycloartenol in murine skin.

Journal: Redox report : communications in free radical research 20030101

Title: A genomics approach to the early stages of triterpene saponin biosynthesis in Medicago truncatula.

Journal: The Plant journal : for cell and molecular biology 20021201

Title: Sterol C-24 methyltransferase type 1 controls the flux of carbon into sterol biosynthesis in tobacco seed.

Journal: Plant physiology 20020901

Title: Inhibition of squalene synthase and squalene epoxidase in tobacco cells triggers an up-regulation of 3-hydroxy-3-methylglutaryl coenzyme a reductase.

Journal: Plant physiology 20020901

Title: Inhibition of the sterol pathway in leek seedlings impairs phosphatidylserine and glucosylceramide synthesis but triggers an accumulation of triacylglycerols.

Journal: Biochimica et biophysica acta 20020808

Title: The Pneumocystis carinii drug target S-adenosyl-L-methionine:sterol C-24 methyl transferase has a unique substrate preference.

Journal: Molecular microbiology 20020501

Title: Brassinosteroids. Plant counterparts to animal steroid hormones?

Journal: Vitamins and hormones 20020101

Title: An immunosuppressive tryptophan-derived alkaloid from Lepidagathis cristata.

Journal: Phytochemistry 20011201

Title: [Studies on chemical constituents of Fragaria ananassa Duch].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20010901

Title: Niu H, et al. Cycloartenol exerts anti-proliferative effects on Glioma U87 cells via induction of cell cycle arrest and p38 MAPK-mediated apoptosis. J BUON. 2018 Nov-Dec;23(6):1840-1845.

Title: Zhang ZL, et al. [Research advance of functional plant pharmaceutical cycloartenol about pharmacological and physiological activity Zhongguo Zhong Yao Za Zhi. 2017 Feb;42(3):433-437.

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