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7200-26-2,MFCD00871184
Catalog No.:AA00FABC

7200-26-2 | (6E,10E,14E,18E)-2,3-EPOXY-2,6,10,15,19,23-EPOXY-2,6,10,15,19,23-HEXAMETHYL-6,10,14,18,22-TETRACOSAPENTAENE

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1mg
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$259.00   $181.00
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5mg
≥90%
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$1,226.00   $858.00
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10mg
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$2,322.00   $1,625.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00FABC
Chemical Name:
(6E,10E,14E,18E)-2,3-EPOXY-2,6,10,15,19,23-EPOXY-2,6,10,15,19,23-HEXAMETHYL-6,10,14,18,22-TETRACOSAPENTAENE
CAS Number:
7200-26-2
Molecular Formula:
C30H50O
Molecular Weight:
426.7174
MDL Number:
MFCD00871184
SMILES:
C/C(=C\CC/C=C(/CC/C=C(/CCC1OC1(C)C)\C)\C)/CC/C=C(/CCC=C(C)C)\C
Properties
Computed Properties
 
Complexity:
677  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
4  
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
1  
Rotatable Bond Count:
15  
Undefined Atom Stereocenter Count:
1  
XLogP3:
10.3  

Literature

Title: Oxidation of Cucurbitadienol Catalyzed by CYP87D18 in the Biosynthesis of Mogrosides from Siraitia grosvenorii.

Journal: Plant & cell physiology 20160501

Title: P450s and UGTs: Key Players in the Structural Diversity of Triterpenoid Saponins.

Journal: Plant & cell physiology 20150801

Title: Lanosterol biosynthesis: the critical role of the methyl-29 group of 2,3-oxidosqualene for the correct folding of this substrate and for the construction of the five-membered D ring.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20121008

Title: Divergent evolution of oxidosqualene cyclases in plants.

Journal: The New phytologist 20120301

Title: Investigation of the potential for triterpene synthesis in rice through genome mining and metabolic engineering.

Journal: The New phytologist 20110701

Title: Assessment of the kinetics of the antioxidative capacity of topical antioxidants.

Journal: Journal of drugs in dermatology : JDD 20110301

Title: Novel pyrrole- and 1,2,3-triazole-based 2,3-oxidosqualene cyclase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20101001

Title: gamma-Tocotrienol reduces squalene hydroperoxide-induced inflammatory responses in HaCaT keratinocytes.

Journal: Lipids 20100901

Title: Squalene as a target molecule in skin hyperpigmentation caused by singlet oxygen.

Journal: Biological & pharmaceutical bulletin 20090901

Title: Conformational energetics of cationic backbone rearrangements in triterpenoid biosynthesis provide an insight into enzymatic control of product.

Journal: Journal of the American Chemical Society 20080716

Title: Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase: a chemistry-biology interdisciplinary study of the protein's structure-function-reaction mechanism relationships.

Journal: Chemical record (New York, N.Y.) 20080101

Title: Ion-trap tandem mass spectrometric analysis of squalene monohydroperoxide isomers in sunlight-exposed human skin.

Journal: Journal of lipid research 20071201

Title: Peroxidated squalene induces the production of inflammatory mediators in HaCaT keratinocytes: a possible role in acne vulgaris.

Journal: The Journal of investigative dermatology 20061101

Title: Cation-pi interaction in the polyolefin cyclization cascade uncovered by incorporating unnatural amino acids into the catalytic sites of squalene cyclase.

Journal: Journal of the American Chemical Society 20061011

Title: Lanosterol synthase in dicotyledonous plants.

Journal: Plant & cell physiology 20060501

Title: A putative precursor of isomalabaricane triterpenoids from lanosterol synthase mutants.

Journal: Organic letters 20060202

Title: Enzymatic cyclization of dioxidosqualene to heterocyclic triterpenes.

Journal: Journal of the American Chemical Society 20051228

Title: Analogs of squalene and oxidosqualene inhibit oxidosqualene cyclase of Trypanosoma cruzi expressed in Saccharomyces cerevisiae.

Journal: Lipids 20051201

Title: Characterizing sterol defect suppressors uncovers a novel transcriptional signaling pathway regulating zymosterol biosynthesis.

Journal: The Journal of biological chemistry 20051028

Title: Enzyme redesign: two mutations cooperate to convert cycloartenol synthase into an accurate lanosterol synthase.

Journal: Journal of the American Chemical Society 20051019

Title: Deletion of the Gly600 residue of Alicyclobacillus acidocaldarius squalene cyclase alters the substrate specificity into that of the eukaryotic-type cyclase specific to (3S)-2,3-oxidosqualene.

Journal: Angewandte Chemie (International ed. in English) 20041210

Title: Insight into steroid scaffold formation from the structure of human oxidosqualene cyclase.

Journal: Nature 20041104

Title: Potent protecting effects of Catuaba (Anemopaegma mirandum) extracts against hydroperoxide-induced cytotoxicity.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20040601

Title: Squalene-hopene cyclase: final deprotonation reaction, conformational analysis for the cyclization of (3R,S)-2,3-oxidosqualene and further evidence for the requirement of an isopropylidene moiety both for initiation of the polycyclization cascade and for the formation of the 5-membered E-ring.

Journal: Organic & biomolecular chemistry 20040521

Title: Enzymatic cyclization of 22,23-dihydro-2,3-oxidosqualene into euph-7-en-3beta-ol and bacchar-12-en-3beta-ol by recombinant beta-amyrin synthase.

Journal: Journal of the American Chemical Society 20040324

Title: The monotopic membrane protein human oxidosqualene cyclase is active as monomer.

Journal: Biochemical and biophysical research communications 20040305

Title: Ultraviolet a induces generation of squalene monohydroperoxide isomers in human sebum and skin surface lipids in vitro and in vivo.

Journal: The Journal of investigative dermatology 20030601

Title: Conjugated methyl sulfide and phenyl sulfide derivatives of oxidosqualene as inhibitors of oxidosqualene and squalene-hopene cyclases.

Journal: Lipids 20030301

Title: Characteristics of skin wrinkling and dermal changes induced by repeated application of squalene monohydroperoxide to hairless mouse skin.

Journal: Skin pharmacology and applied skin physiology 20030101

Title: Effect of sunlight exposure and aging on skin surface lipids and urate.

Journal: Experimental dermatology 20030101

Title: Biosynthesis of triterpenoid saponins in plants.

Journal: Advances in biochemical engineering/biotechnology 20020101

Title: Brassinosteroids. Plant counterparts to animal steroid hormones?

Journal: Vitamins and hormones 20020101

Title: Synthesis and inhibition studies of sulfur-substituted squalene oxide analogues as mechanism-based inhibitors of 2,3-oxidosqualene-lanosterol cyclase.

Journal: Journal of medicinal chemistry 19970117

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Tags:7200-26-2 Molecular Formula|7200-26-2 MDL|7200-26-2 SMILES|7200-26-2 (6E,10E,14E,18E)-2,3-EPOXY-2,6,10,15,19,23-EPOXY-2,6,10,15,19,23-HEXAMETHYL-6,10,14,18,22-TETRACOSAPENTAENE