cycloeucalenol

4a,14-dimethyl-9b,19-cyclo-5a-ergost-24(28)-en-3b-ol

CAS: 469-39-6 C30 H50 O MW: 426.72770000

Identification

Namecycloeucalenol
CAS Number469-39-6
FDA UNII7OF1Q9UE9R
Molecular FormulaC30 H50 O
Molecular Weight426.72770000

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 508.00 °C. @ 760.00 mm Hg (est)
Flash Point 433.00 °F. TCC ( 222.70 °C. ) (est)
logP (o/w) 10.540 (est)
Soluble in water, 2.124e-005 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for cycloeucalenol usage levels up tonot for fragrance use.
Recommendation for cycloeucalenol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

banana fruit coffee bean corn shoot cucumber seed onion bulb pepper bell pepper seed rice seed sesame seed oil tomato seed watermelon seed

Synonyms

9,19- cycloergost-24(28)-en-3-ol, 4,14-dimethyl-, (3b,4a,5a,9b)- cycloleucalenol (3b,4a,5a,9b)-4,14- dimethyl-9,19-cycloergost-24(28)-en-3-ol (3beta,4alpha,5alpha)-4,14- dimethyl-9,19-cycloergost-24(28)-en-3-ol 3b,4a,5a-4,14- dimethyl-9,19-cycloergost-24(28)-en-3-ol 4a,14- dimethyl-9b,19-cyclo-5a-ergost-24(28)-en-3b-ol PubMed: Antioxidant properties of isolated compounds from banana rhizome. PubMed: A review on phytochemical, pharmacological, and pharmacognostical profile of Wrightia tinctoria: Adulterant of kurchi. PubMed: Plant cyclopropylsterol-cycloisomerase: key amino acids affecting activity and substrate specificity. PubMed: Isolation of cycloeucalenol from Boophone disticha and evaluation of its cytotoxicity. PubMed: [Study on the chemical constituents of Chloranthus multistachys]. PubMed: Investigation of unsaponifiable matter of plant oils and isolation of eight phytosterols by means of high-speed counter-current chromatography. PubMed: Two new triterpenoids from the leaves and stems of Fritillaria hupehensis. PubMed: [A novel azo-type compound from Dendrolobium triangulare]. PubMed: [Chemical constituents from fruits of Ailanthus altissima]. PubMed: 5 alpha-reductase and aromatase inhibitory constituents from Brassica rapa L. pollen. PubMed: Two new components from Gnetum pendulum. PubMed: Sterol-dependent endocytosis mediates post-cytokinetic acquisition of PIN2 auxin efflux carrier polarity. PubMed: Biological activities of the chemical constituents of Erythrina stricta and Erythrina subumbrans. PubMed: [Chemical constituents from root barks of Periploca sepium]. PubMed: Diterpenoids and triterpenoids from Euphorbia guyoniana. PubMed: Insights into the role of specific lipids in the formation and delivery of lipid microdomains to the plasma membrane of plant cells. PubMed: [Chemical constituents from herb of Alternanthera philoxeroides]. PubMed: Biotransformation of cycloartane-type triterpenes by the fungus Glomerella fusarioides. PubMed: Mechanism involved in the spasmolytic effect of a mixture of two triterpenes, cycloartenol and cycloeucalenol, isolated from Herissanthia tiubae in the guinea-pig ileum. PubMed: Study on cardiac contractility of cycloeucalenol and cycloeucalenone isolated from Tinospora crispa. PubMed: Inhibition of the sterol pathway in leek seedlings impairs phosphatidylserine and glucosylceramide synthesis but triggers an accumulation of triacylglycerols. PubMed: Cycloartane triterpenes from Euphorbia tuckeyana. PubMed: Triterpene alcohol and sterol ferulates from rice bran and their anti-inflammatory effects. PubMed: Alkaloids and triterpenoids from Ammocharis coranica (Amaryllidaceae). PubMed: Functional cloning of an Arabidopsis thaliana cDNA encoding cycloeucalenol cycloisomerase. PubMed: Sterol biosynthesis: strong inhibition of maize delta 5,7-sterol delta 7-reductase by novel 6-aza-B-homosteroids and other analogs of a presumptive carbocationic intermediate of the reduction reaction. PubMed: Plant sterol biosynthesis. Identification and characterization of two distinct microsomal oxidative enzymatic systems involved in sterol C4-demethylation. PubMed: Oxidative C4-demethylation of 24-methylene cycloartanol by a cyanide-sensitive enzymatic system from higher plant microsomes. PubMed: Analysis of a thread used in the Kshara Sutra treatment in the Ayurvedic medicinal system. PubMed: Microsomal delta 8,14-sterol delta 14-reductase in higher plants. Characterization and inhibition by analogues of a presumptive carbocationic intermediate of the reduction reaction. PubMed: Cyclopropyl sterol and phospholipid composition of membrane fractions from maize roots treated with fenpropimorph. PubMed: Cycloeucalenol-obtusifoliol isomerase. Structural requirements for transformation or binding of substrates and inhibitors. PubMed: Paclobutrazol inhibition of sterol biosynthesis in a cell suspension culture and evidence of an essential role for 24-ethylsterol in plant cell division. PubMed: Inhibition of 2,3-oxidosqualene: beta-amyrin-cyclase, S-adenosyl-L-methionine: cycloartenol C-24-methyltransferase and cycloeucalenol: obtusifoliol isomerase by rationally designed molecules containing a tertiary amine function. PubMed: Manipulation by tridemorph, a systemic fungicide, of the sterol composition of maize leaves and roots. PubMed: [Triterpenes and steroids in seeds of Solanum dulcamara]. PubMed: Analysis of methylsterol fractions from twenty vegetable oils. PubMed: Plant sterol metabolism. Studies on the substrate specificity of an enzyme capable of opening the cyclopropane ring of cycloeucalenol. PubMed: Evidence for the presence of an enzyme capable of opening the cyclopropane ring of cycloeucalenol. PubMed: Studies on phytosterol biosynthesis. The presence of 4-alpha,14-alpha-dimethyl-delta-8,24(28)-ergostadien-3-beta-ol in grapefruit peel and its co-occurrece with cycloeucalenol in higher plant tissues.