campesterol
24a-methyl-5-cholesten-3b-ol
Identification
| Name | campesterol |
| IUPAC | (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol |
| CAS Number | 474-62-4 |
| EINECS | 207-484-4 |
| FDA UNII | 5L5O665639 |
| Molecular Formula | C28 H48 O |
| Molecular Weight | 400.68976000 |
| MDL Number | MFCD00010475 |
| Nikkaji Number | J83.526I |
| Beilstein | 3216974 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 157.50 °C. @ 760.00 mm Hg |
| Boiling Point | 489.00 to 490.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 418.00 °F. TCC ( 214.30 °C. ) (est) |
| logP (o/w) | 9.972 (est) |
| Soluble in | water, 0.0001487 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | food additive, phytosterols |
| Recommendation for campesterol usage levels up to | not for fragrance use. |
| Recommendation for campesterol flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
campesterin
campesterol from glycine max (soybean)
campestrol
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5,6-
dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
24(R)-
ergost-5-en-3b-ol
(24R)-
ergost-5-en-3beta-ol
24a-
methyl cholesterol
24a-
methyl-5-cholesten-3b-ol
24-
methyl-5-cholestene-3-ol
24-a-
methylcholesterol
24a-
methylcholesterol
PubMed:
Analysis of phytosterols and phytostanols in enriched dairy products by Fast gas chromatography with mass spectrometry.
PubMed:
Changes in the Triterpenoid Content of Cuticular Waxes during Fruit Ripening of Eight Grape (Vitis vinifera) Cultivars Grown in the Upper Rhine Valley.
PubMed:
Analysis of pecan nut (Carya illinoinensis) unsaponifiable fraction. Effect of ripening stage on phytosterols and phytostanols composition.
PubMed:
Effect of β-cryptoxanthin plus phytosterols on cardiovascular risk and bone turnover markers in post-menopausal women: A randomized crossover trial.
PubMed:
Detection of Chemlali extra-virgin olive oil adulteration mixed with soybean oil, corn oil, and sunflower oil by using GC and HPLC.
PubMed:
Cholesterol metabolism and serum non-cholesterol sterols: summary of 13 plant stanol ester interventions.
PubMed:
Investigation of antihyperglycaemic activity of banana (Musa sp. var. Nanjangud rasa bale) pseudostem in normal and diabetic rats.
PubMed:
Extraction optimization by response surface methodology: Purification and characterization of phytosterol from sugarcane (Saccharum officinarum L.) rind.
PubMed:
Effects of UV-B Radiation Levels on Concentrations of Phytosterols, Ergothioneine, and Polyphenolic Compounds in Mushroom Powders Used As Dietary Supplements.
PubMed:
Characterization of oilseed lipids from "DHA-producing Camelina sativa": a new transformed land plant containing long-chain omega-3 oils.
PubMed:
Recent advances in Phytosterol Oxidation Products.
PubMed:
Effect of ultra high pressure homogenization treatment on the bioactive compounds of soya milk.
PubMed:
Hemp ( Cannabis sativa L.) seed oil: analytical and phytochemical characterization of the unsaponifiable fraction.
PubMed:
Ipomoea batatas (L.) Lam.: a rich source of lipophilic phytochemicals.
PubMed:
Consumption of plant sterol-enriched foods and effects on plasma plant sterol concentrations--a meta-analysis of randomized controlled studies.
PubMed:
In Vitro and In Vivo Anticancer Effects of Sterol Fraction from Red Algae Porphyra dentata.
PubMed:
Degradation of phytosterols during storage of enriched margarines.
PubMed:
Phytosterols in grapes and wine, and effects of agrochemicals on their levels.
PubMed:
Lipophilic extracts of Cynara cardunculus L. var. altilis (DC): a source of valuable bioactive terpenic compounds.
PubMed:
Phytochemical profiles of black, red, brown, and white rice from the Camargue region of France.
PubMed:
Phytochemical profile of a Japanese black-purple rice.
PubMed:
Seasonal changes in minor membrane phospholipid classes, sterols and tocopherols in overwintering insect, Pyrrhocoris apterus.
PubMed:
Effects of environmental factors on edible oil quality of organically grown Camelina sativa.
PubMed:
Common sources and composition of phytosterols and their estimated intake by the population in the city of São Paulo, Brazil.
PubMed:
Chemometric profile of root extracts of Rhodiola imbricata Edgew. with hyphenated gas chromatography mass spectrometric technique.
PubMed:
Effect of pigeon pea (Cajanus cajan L.) on high-fat diet-induced hypercholesterolemia in hamsters.
PubMed:
Microbial symbionts shape the sterol profile of the xylem-feeding woodwasp, Sirex noctilio.
PubMed:
Red ginseng marc oil inhibits iNOS and COX-2 via NFκB and p38 pathways in LPS-stimulated RAW 264.7 macrophages.
PubMed:
Triterpenoid content of berries and leaves of bilberry Vaccinium myrtillus from Finland and Poland.
PubMed:
Sterol composition of shellfish species commonly consumed in the United States.
PubMed:
Sterols and triterpene diols in olive oil as indicators of variety and degree of ripening.
PubMed:
A single extraction and HPLC procedure for simultaneous analysis of phytosterols, tocopherols and lutein in soybeans.
PubMed:
Sterols heating: degradation and formation of their ring-structure polar oxidation products.
PubMed:
Analysis of free and esterified sterols in edible oils by online reversed phase liquid chromatography-gas chromatography (RPLC-GC) using the through oven transfer adsorption desorption (TOTAD) interface.
PubMed:
Fate of dietary phytosteryl/-stanyl esters: analysis of individual intact esters in human feces.
PubMed:
Characterization of High-Value Bioactives in Some Selected Varieties of Pakistani Rice (Oryza sativa L.).
PubMed:
Synthesis and assessment of the relative toxicity of the oxidised derivatives of campesterol and dihydrobrassicasterol in U937 and HepG2 cells.
PubMed:
Comparison of the triterpenoid content of berries and leaves of lingonberry Vaccinium vitis-idaea from Finland and Poland.
PubMed:
Absence of oxysterol-like side effects in human monocytic cells treated with phytosterols and oxyphytosterols.
PubMed:
Investigation of unsaponifiable matter of plant oils and isolation of eight phytosterols by means of high-speed counter-current chromatography.
PubMed:
Capsaicinoids lower plasma cholesterol and improve endothelial function in hamsters.
PubMed:
Dietary intake of plant sterols stably increases plant sterol levels in the murine brain.
PubMed:
Effects of plant sterol esters in skimmed milk and vegetable-fat-enriched milk on serum lipids and non-cholesterol sterols in hypercholesterolaemic subjects: a randomised, placebo-controlled, crossover study.
PubMed:
Nutritional impact on the plasma metabolome of rats.
PubMed:
Phytosterols: perspectives in human nutrition and clinical therapy.
PubMed:
Chemical composition and nutritional value of unripe banana flour (Musa acuminata, var. Nanicão).
PubMed:
Ripening, storage temperature, ethylene action, and oxidative stress alter apple peel phytosterol metabolism.
PubMed:
Vitamin D and sterol composition of 10 types of mushrooms from retail suppliers in the United States.
PubMed:
Comparison of the impact of trans fatty acids from ruminant and industrial sources on surrogate markers of cholesterol homeostasis in healthy men.
PubMed:
Validation of an isotope dilution gas chromatography-mass spectrometry method for analysis of 7-oxygenated campesterol and sitosterol in human serum.
PubMed:
High-speed counter-current chromatographic separation of phytosterols.
PubMed:
Cerebral accumulation of dietary derivable plant sterols does not interfere with memory and anxiety related behavior in Abcg5-/- mice.
PubMed:
Primary hyperlipidemias in children: effect of plant sterol supplementation on plasma lipids and markers of cholesterol synthesis and absorption.
PubMed:
Gas chromatography-mass spectrometry screening for phytochemical 4-desmethylsterols accumulated during development of Tunisian peanut kernels (Arachis hypogaea L.).
PubMed:
Commercial peanut (Arachis hypogaea L.) cultivars in the United States: phytosterol composition.
PubMed:
Dietary hempseed meal intake increases body growth and shortens the larval stage via the upregulation of cell growth and sterol levels in Drosophila melanogaster.
PubMed:
High throughput screening of mutants of oat that are defective in triterpene synthesis.
PubMed:
Genetic regulation of serum phytosterol levels and risk of coronary artery disease.
PubMed:
Influence of colour type and previous cultivation on secondary metabolites in hypocotyls and leaves of maca (Lepidium meyenii Walpers).
PubMed:
[Comparison of the dietary phytosterols intake and serum lipids content in elderly women from three cities of China].
PubMed:
Dietary phytosterols and phytostanols alter the expression of sterol-regulatory genes in SHRSP and WKY inbred rats.
PubMed:
Effect of the solvent type and temperature on phytosterol contents and compositions of wheat straw, bran, and germ extracts.
PubMed:
Antiproliferation properties of grain sorghum dry distiller's grain lipids in Caco-2 cells.
PubMed:
Effect of rapeseed oil-derived plant sterol and stanol esters on atherosclerosis parameters in cholesterol-challenged heterozygous Watanabe heritable hyperlipidaemic rabbits.
PubMed:
Characterization of Saskatoon berry ( Amelanchier alnifolia Nutt.) seed oil.
PubMed:
Serum sterol responses to increasing plant sterol intake from natural foods in the Mediterranean diet.
PubMed:
[Analysis of phytosterol contents in food plant materials and Chinese traditional medicines].
PubMed:
Lack of genoprotective effect of phytosterols and conjugated linoleic acids on Caco-2 cells.
PubMed:
Analysis of phytosterols in extra-virgin olive oil by nano-liquid chromatography.
PubMed:
Identification and assessment of antioxidant capacity of phytochemicals from kiwi fruits.
PubMed:
Miscanthus x giganteus extractives: a source of valuable phenolic compounds and sterols.
PubMed:
Enzymatic production of trans-free hard fat stock from fractionated rice bran oil, fully hydrogenated soybean oil, and conjugated linoleic Acid.
PubMed:
Contents of phytosterols in vegetables and fruits commonly consumed in China.
PubMed:
[Foods fortified with phytosterins: their role in decreasing serum cholesterol level, their European Community authorization and requirements for placing them on the market].
PubMed:
Nutritional traits of bean ( Phaseolus vulgaris ) seeds from plants chronically exposed to ozone pollution.
PubMed:
Plant stanol ester spreads as components of a balanced diet for pregnant and breast-feeding women: evaluation of clinical safety.
PubMed:
Effects of yoghurt enriched with free plant sterols on the levels of serum lipids and plant sterols in moderately hypercholesterolaemic subjects on a high-fat diet.
PubMed:
Cholesterol-lowering efficacy of plant sterols in low-fat yogurt consumed as a snack or with a meal.
PubMed:
Effects of a phytosterol-enriched dairy product on lipids, sterols and 8-isoprostane in hypercholesterolemic patients: a multicenter Italian study.
PubMed:
Modulation of cytokine production by plant sterols in stimulated human Jurkat T cells.
PubMed:
The digestibility and accumulation of dietary phytosterols in Atlantic salmon (Salmo salar L.) smolt fed diets with replacement plant oils.
PubMed:
Phytosterol effects on milk and yogurt microflora.
PubMed:
Effects of plant sterols on human multidrug transporters ABCB1 and ABCC1.
PubMed:
Sterol oxidation in ready-to-eat infant foods during storage.
PubMed:
Baseline plasma plant sterol concentrations do not predict changes in serum lipids, C-reactive protein (CRP) and plasma plant sterols following intake of a plant sterol-enriched food.
PubMed:
[Changes in lipid metabolism in patients in the active phase of Crohn's disease].
PubMed:
Fatty acid, triacylglycerol, and phytosterol composition in six Tunisian olive varieties.
PubMed:
Pomegranate oil analysis with emphasis on MALDI-TOF/MS triacylglycerol fingerprinting.
PubMed:
Roselle (Hibiscus sabdariffa) seed oil is a rich source of gamma-tocopherol.
PubMed:
Safety tests and antinutrient analyses of noni (Morinda citrifolia L.) leaf.
PubMed:
Phytosterols dissolved in diacylglycerol oil reinforce the cholesterol-lowering effect of low-dose pravastatin treatment.
PubMed:
Preferential efflux of phytosterols over cholesterol from macrophages.
PubMed:
Effect of low-fat, fermented milk enriched with plant sterols on serum lipid profile and oxidative stress in moderate hypercholesterolemia.
PubMed:
No evidence of genotoxic effect in vivo of the phytosterol oxidation products triols and epoxides.
PubMed:
[Analysis of phytosterol contents in Chinese plant food and primary estimation of its intake of people].
PubMed:
Dose-response effects of different plant sterol sources in fat spreads on serum lipids and C-reactive protein and on the kinetic behavior of serum plant sterols.
PubMed:
Food sources of plant sterols in the EPIC Norfolk population.
PubMed:
Separation and determination of diversiform phytosterols in food materials using supercritical carbon dioxide extraction and ultraperformance liquid chromatography-atmospheric pressure chemical ionization-mass spectrometry.
PubMed:
Fatty acid profile, tocopherol, squalene and phytosterol content of brazil, pecan, pine, pistachio and cashew nuts.
PubMed:
Phytochemical and nutrient composition of the freeze-dried amazonian palm berry, Euterpe oleraceae mart. (acai).
PubMed:
Characterization of the chemical composition of lotus plumule oil.
PubMed:
Quantitation of fatty acids, sterols, and tocopherols in turpentine (Pistacia terebinthus Chia) growing wild in Turkey.
PubMed:
Dietary 5-campestenone (campest-5-en-3-one) enhances fatty acid oxidation in perfused rat liver.
PubMed:
Common sources and estimated intake of plant sterols in the Spanish diet.
PubMed:
Campest-5-en-3-one, an oxidized derivative of campesterol, activates PPARalpha, promotes energy consumption and reduces visceral fat deposition in rats.
PubMed:
Plant sterols and stanols.
PubMed:
Effects of diet and metamorphosis upon the sterol composition of the butterfly Morpho peleides.
PubMed:
Separation of Delta5- and Delta7-phytosterols by adsorption chromatography and semipreparative reversed phase high-performance liquid chromatography for quantitative analysis of phytosterols in foods.
PubMed:
Intakes of selected nutrients, foods, and phytochemicals and prostate cancer risk in western New York.
PubMed:
Phytosterol composition of nuts and seeds commonly consumed in the United States.
PubMed:
Levels of phytosterol oxides in enriched and nonenriched spreads: application of a thin-layer chromatography-gas chromatography methodology.
PubMed:
Glucosinolates and fatty acid, sterol, and tocopherol composition of seed oils from Capparis spinosa Var. spinosa and Capparis ovata Desf. Var. canescens (Coss.) Heywood.
PubMed:
Margarine phytosterols decrease the secretion of atherogenic lipoproteins from HepG2 liver and Caco2 intestinal cells.
PubMed:
The effect of plant stanol- and sterol-enriched foods on lipid metabolism, serum lipids and coronary heart disease.
PubMed:
Separation of phytosterol oxidation products by combination of different polarity gas chromatography capillary columns.
PubMed:
Capillary electrochromatography of sterols and related steryl esters derived from vegetable oils.
PubMed:
Estimation of plant sterol and cholesterol intake in Finland: quality of new values and their effect on intake.
PubMed:
Amaranth as a rich dietary source of beta-sitosterol and other phytosterols.
PubMed:
Octreotide in the treatment of small intestinal dysfunction after a model of jejunoileal autotransplantation in the pig.
PubMed:
Growth hormone selectively improves intestinal cholesterol absorption after jejunoileal autotransplantation in pigs.
PubMed:
Lipid [corrected] classes, fatty acids, and sterols in seafood from Gilbert Bay, southern labrador.
PubMed:
Characterization of carrot root oil arising from supercritical fluid carbon dioxide extraction.
PubMed:
Gas chromatographic separation and mass spectrometric identification of mixtures of oxyphytosterol and oxycholesterol derivatives application to a phytosterol-enriched food.
PubMed:
Fatty acid profile, tocopherol, squalene and phytosterol content of walnuts, almonds, peanuts, hazelnuts and the macadamia nut.
PubMed:
Oral absorption of phytosterols and emulsified phytosterols by Sprague-Dawley rats.
PubMed:
Phytosterol composition of hybrid Hibiscus seed oils.
PubMed:
Cholesterol-lowering effects of plant sterol esters differ in milk, yoghurt, bread and cereal.
PubMed:
Plant sterol-fortified orange juice effectively lowers cholesterol levels in mildly hypercholesterolemic healthy individuals.
PubMed:
Phytosterols: lack of cytotoxicity but interference with beta-carotene uptake in Caco-2 cells in culture.
PubMed:
Determination of sterol and fatty acid compositions, oxidative stability, and nutritional value of six walnut (Juglans regia L.) cultivars grown in Portugal.
PubMed:
A plant food-based diet modifies the serum beta-sitosterol concentration in hyperandrogenic postmenopausal women.
PubMed:
Phytonutrient deficiency: the place of palm fruit.
PubMed:
Analysis of plant sterol and stanol esters in cholesterol-lowering spreads and beverages using high-performance liquid chromatography-atmospheric pressure chemical ionization-mass spectroscopy.
PubMed:
Safety of long-term consumption of plant sterol esters-enriched spread.
PubMed:
Presence of phytosterol oxides in crude vegetable oils and their fate during refining.
PubMed:
Solid-phase extraction-thin-layer chromatography-gas chromatography method for the detection of hazelnut oil in olive oils by determination of esterified sterols.
PubMed:
Oil goldenberry (Physalis peruviana L.).
PubMed:
Inhibitory activity of minor polyphenolic and nonpolyphenolic constituents of olive oil against in vitro low-density lipoprotein oxidation.
PubMed:
Expression of a Streptomyces 3-hydroxysteroid oxidase gene in oilseeds for converting phytosterols to phytostanols.
PubMed:
A single daily dose of soybean phytosterols in ground beef decreases serum total cholesterol and LDL cholesterol in young, mildly hypercholesterolemic men.
PubMed:
Injected phytosterols/stanols suppress plasma cholesterol levels in hamsters.
PubMed:
Classification and class-modeling of "Riviera Ligure" extra-virgin olive oil using chemical-physical parameters.
PubMed:
Phytosterol content in American ginseng seed oil.
PubMed:
Cholesterol-lowering effects of plant sterol esters and non-esterified stanols in margarine, butter and low-fat foods.
PubMed:
Safety and tolerability of esterified phytosterols administered in reduced-fat spread and salad dressing to healthy adult men and women.
PubMed:
Effects of plant sterols and stanols on lipid metabolism and cardiovascular risk.
PubMed:
Comparative effects of phytosterol oxides and cholesterol oxides in cultured macrophage-derived cell lines.
PubMed:
Analysis of olive and hazelnut oil mixtures by high-performance liquid chromatography-atmospheric pressure chemical ionisation mass spectrometry of triacylglycerols and gas-liquid chromatography of non-saponifiable compounds (tocopherols and sterols).
PubMed:
Influence of sources of dietary oils on the life span of stroke-prone spontaneously hypertensive rats.
PubMed:
The safety evaluation of phytosterol esters. Part 6. The comparative absorption and tissue distribution of phytosterols in the rat.
PubMed:
Dietary phytosterol inhibits the growth and metastasis of MDA-MB-231 human breast cancer cells grown in SCID mice.
PubMed:
Relation of acidity and sensory quality with sterol content of olive oil from stored fruit.
PubMed:
Chemical composition of some wild peanut species (Arachis L.) seeds.
PubMed:
Safety evaluation of phytosterol esters. Part 5. Faecal short-chain fatty acid and microflora content, faecal bacterial enzyme activity and serum female sex hormones in healthy normolipidaemic volunteers consuming a controlled diet either with or without a phytosterol ester-enriched margarine.
PubMed:
Mass spectrometry characterization of the 5alpha-, 7alpha-, and 7beta-hydroxy derivatives of beta-sitosterol, campesterol, stigmasterol, and brassicasterol.
PubMed:
Characterization of Moringa oleifera variety Mbololo seed oil of Kenya.
PubMed:
Analytical evaluation of virgin olive oil of first and second extraction.
PubMed:
Safety evaluation of phytosterol esters. Part 4. Faecal concentrations of bile acids and neutral sterols in healthy normolipidaemic volunteers consuming a controlled diet either with or without a phytosterol ester-enriched margarine.
PubMed:
Safety evaluation of phytosterol esters. Part 1. Assessment of oestrogenicity using a combination of in vivo and in vitro assays.
PubMed:
Plant sterol-enriched margarines and reduction of plasma total- and LDL-cholesterol concentrations in normocholesterolaemic and mildly hypercholesterolaemic subjects.
PubMed:
Short-term administration of tall oil phytosterols improves plasma lipid profiles in subjects with different cholesterol levels.
PubMed:
A marked and sustained reduction in LDL sterols by diet and cholestyramine in beta-sitosterolemia.
PubMed:
Simplified gas chromatographic method for the simultaneous determination of phytosterols and cholesterol.
PubMed:
Effects of ketoconazole on cholesterol synthesis and precursor concentrations in the rat liver.
PubMed:
Capillary gas-liquid chromatography of faecal free and esterified neutral sterols.
PubMed:
Determination of the sterol composition of diets used in dietary management of hyperlipoproteinemia.
PubMed:
Gas-liquid chromatographic determination of cholesterol and other sterols in foods.
PubMed:
Plasma and dietary phytosterols in children.