Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C28H48O |
Molecular Weight | 400.6812 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 9 / 9 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)[C@]([H])(C)CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)O
InChI
InChIKey=SGNBVLSWZMBQTH-PODYLUTMSA-N
InChI=1S/C28H48O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9,18-20,22-26,29H,7-8,10-17H2,1-6H3/t19-,20-,22+,23+,24-,25+,26+,27+,28-/m1/s1
Molecular Formula | C28H48O |
Molecular Weight | 400.6812 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 9 / 9 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL3318 |
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Target ID: Cholesterol absorption Sources: https://www.ncbi.nlm.nih.gov/pubmed/9560801 |
PubMed
Title | Date | PubMed |
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Phytosterols reduce in vitro metastatic ability of MDA-MB-231 human breast cancer cells. | 2001 |
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Relationship of genetic variation in genes encoding apolipoprotein A-IV, scavenger receptor BI, HMG-CoA reductase, CETP and apolipoprotein E with cholesterol metabolism and the response to plant stanol ester consumption. | 2002 Apr |
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Evidence for multiple sterol methyl transferase pathways in Pneumocystis carinii. | 2002 Dec |
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Comparison of the hepatic clearances of campesterol, sitosterol, and cholesterol in healthy subjects suggests that efflux transporters controlling intestinal sterol absorption also regulate biliary secretion. | 2002 Dec |
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Overexpression in Catharanthus roseus hairy roots of a truncated hamster 3-hydroxy-3-methylglutaryl-CoA reductase gene. | 2002 Feb |
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Interactions between sterol biosynthesis genes in embryonic development of Arabidopsis. | 2002 Jul |
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Profile of cholesterol-related sterols in aged amyloid precursor protein transgenic mouse brain. | 2002 Jul |
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Serum plant sterols and biliary cholesterol secretion in humans: studies with ursodeoxycholic acid. | 2002 Jul |
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Micellar distribution of cholesterol and phytosterols after duodenal plant stanol ester infusion. | 2002 Jun |
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[3,3]-Claisen rearrangements in 24alpha-methyl steroid synthesis. Application to campesterol, crinosterol, and Delta25-crinosterol side chain construction. | 2002 Jun |
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Effects of calcium and plant sterols on serum lipids in obese Zucker rats on a low-fat diet. | 2002 Mar |
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Effects of 5-campestenone (24-methylcholest-5-en-3-one) on the type 2 diabetes mellitus model animal C57BL/KsJ-db/db mice. | 2002 Mar |
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Consumption of tall oil-derived phytosterols in a chocolate matrix significantly decreases plasma total and low-density lipoprotein-cholesterol levels. | 2002 Nov |
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Specificity of the commonly used enzymatic assay for plasma cholesterol determination. | 2002 Nov |
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Contribution of the mevalonate and methylerythritol phosphate pathways to the biosynthesis of gibberellins in Arabidopsis. | 2002 Nov 22 |
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Sterol C-24 methyltransferase type 1 controls the flux of carbon into sterol biosynthesis in tobacco seed. | 2002 Sep |
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Ineffective decrease of serum cholesterol by simvastatin in a subgroup of hypercholesterolemic coronary patients. | 2002 Sep |
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Phytonutrient deficiency: the place of palm fruit. | 2003 |
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Plant sterols lower LDL cholesterol without improving endothelial function in prepubertal children with familial hypercholesterolaemia. | 2003 |
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[Lipid metabolism in anorexia nervosa]. | 2003 |
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Plasma markers of cholesterol homeostasis and apolipoprotein B-100 kinetics in the metabolic syndrome. | 2003 Apr |
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Relationships between cholesterol homoeostasis and triacylglycerol-rich lipoprotein remnant metabolism in the metabolic syndrome. | 2003 Apr |
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Presence of phytosterol oxides in crude vegetable oils and their fate during refining. | 2003 Apr 9 |
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Genetic analysis of indicators of cholesterol synthesis and absorption: lathosterol and phytosterols in Dutch twins and their parents. | 2003 Aug |
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[Hyperlipidemia: therapeutic principles in clinical practice]. | 2003 Dec 15 |
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Determination of sterol and fatty acid compositions, oxidative stability, and nutritional value of six walnut (Juglans regia L.) cultivars grown in Portugal. | 2003 Dec 17 |
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Effect of phytosterols on cholesterol metabolism and MAP kinase in MDA-MB-231 human breast cancer cells. | 2003 Feb |
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Serum noncholesterol sterols during inhibition of cholesterol synthesis by statins. | 2003 Feb |
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Expression of a Streptomyces 3-hydroxysteroid oxidase gene in oilseeds for converting phytosterols to phytostanols. | 2003 Jan |
|
Solid-phase extraction-thin-layer chromatography-gas chromatography method for the detection of hazelnut oil in olive oils by determination of esterified sterols. | 2003 Jan 24 |
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Serum cholesterol, precursors and metabolites and cognitive performance in an aging population. | 2003 Jan-Feb |
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Physical stability of a microcrystalline beta-sitosterol suspension in oil. | 2003 Jul |
|
Effects of various amounts of dietary plant sterol esters on plasma and hepatic sterol concentration and aortic foam cell formation of cholesterol-fed hamsters. | 2003 Jul |
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Effect of a statin on hepatic apolipoprotein B-100 secretion and plasma campesterol levels in the metabolic syndrome. | 2003 Jul |
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Sitosterolaemia and xanthomatosis in a child. | 2003 Jun |
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Response of obligate heterozygotes for phytosterolemia to a low-fat diet and to a plant sterol ester dietary challenge. | 2003 Jun |
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The rat STSL locus: characterization, chromosomal assignment, and genetic variations in sitosterolemic hypertensive rats. | 2003 Jun 3 |
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Non-nutritive bioactive constituents of plants: phytosterols. | 2003 Mar |
|
Comparison of the contents of the main biochemical compounds and the antioxidant activity of some Spanish olive oils as determined by four different radical scavenging tests. | 2003 Mar |
|
Comparison of the intestinal uptake of cholesterol, plant sterols, and stanols in mice. | 2003 Mar |
|
Cholesterol metabolism in 8 to 12-year-old children born preterm or at term. | 2003 May |
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Safety of long-term consumption of plant sterol esters-enriched spread. | 2003 May |
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Red cell and plasma plant sterols are related during consumption of plant stanol and sterol ester spreads in children with hypercholesterolemia. | 2003 May |
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The role of sterols in plant growth and development. | 2003 May |
|
Effects of ileum transplantation and chronic rejection on absorption and synthesis of cholesterol in pigs. | 2003 Nov |
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Application of comprehensive two-dimensional gas chromatography to the quantification of overlapping faecal sterols. | 2003 Nov 26 |
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ABCG5 and ABCG8 are obligate heterodimers for protein trafficking and biliary cholesterol excretion. | 2003 Nov 28 |
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Analysis of plant sterol and stanol esters in cholesterol-lowering spreads and beverages using high-performance liquid chromatography-atmospheric pressure chemical ionization-mass spectroscopy. | 2003 Sep 10 |
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Ezetimibe: a first-in-class, novel cholesterol absorption inhibitor. | 2003 Winter |
|
Down-regulation of hepatic and intestinal Abcg5 and Abcg8 expression associated with altered sterol fluxes in rats with streptozotocin-induced diabetes. | 2004 Jan |
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Jun 26 03:28:53 UTC 2021
by
admin
on
Sat Jun 26 03:28:53 UTC 2021
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Record UNII |
5L5O665639
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Record Status |
Validated (UNII)
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Record Version |
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-
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Classification Tree | Code System | Code | ||
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LOINC |
58464-9
Created by
admin on Sat Jun 26 03:28:53 UTC 2021 , Edited by admin on Sat Jun 26 03:28:53 UTC 2021
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LOINC |
75738-5
Created by
admin on Sat Jun 26 03:28:53 UTC 2021 , Edited by admin on Sat Jun 26 03:28:53 UTC 2021
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NCI_THESAURUS |
C68437
Created by
admin on Sat Jun 26 03:28:53 UTC 2021 , Edited by admin on Sat Jun 26 03:28:53 UTC 2021
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DSLD |
2845 (Number of products:40)
Created by
admin on Sat Jun 26 03:28:53 UTC 2021 , Edited by admin on Sat Jun 26 03:28:53 UTC 2021
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Code System | Code | Type | Description | ||
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C68328
Created by
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PRIMARY | |||
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474-62-4
Created by
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PRIMARY | |||
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5L5O665639
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PRIMARY | |||
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CAMPESTEROL
Created by
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PRIMARY | |||
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M3001
Created by
admin on Sat Jun 26 03:28:53 UTC 2021 , Edited by admin on Sat Jun 26 03:28:53 UTC 2021
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PRIMARY | Merck Index | ||
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173183
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PRIMARY | |||
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207-484-4
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C021273
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PRIMARY | |||
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20129
Created by
admin on Sat Jun 26 03:28:53 UTC 2021 , Edited by admin on Sat Jun 26 03:28:53 UTC 2021
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PRIMARY | RxNorm |
Related Record | Type | Details | ||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
USP
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PARENT -> CONSTITUENT ALWAYS PRESENT |
CALENDULA OFFICINALIS FLOWER terpenoid
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