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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
Structure of CAMPESTEROL

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

HIDE SMILES / InChI

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

PubMed

PubMed

TitleDatePubMed
Phytosterols reduce in vitro metastatic ability of MDA-MB-231 human breast cancer cells.
2001
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
Evidence for multiple sterol methyl transferase pathways in Pneumocystis carinii.
2002 Dec
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
Overexpression in Catharanthus roseus hairy roots of a truncated hamster 3-hydroxy-3-methylglutaryl-CoA reductase gene.
2002 Feb
Interactions between sterol biosynthesis genes in embryonic development of Arabidopsis.
2002 Jul
Profile of cholesterol-related sterols in aged amyloid precursor protein transgenic mouse brain.
2002 Jul
Serum plant sterols and biliary cholesterol secretion in humans: studies with ursodeoxycholic acid.
2002 Jul
Micellar distribution of cholesterol and phytosterols after duodenal plant stanol ester infusion.
2002 Jun
[3,3]-Claisen rearrangements in 24alpha-methyl steroid synthesis. Application to campesterol, crinosterol, and Delta25-crinosterol side chain construction.
2002 Jun
Effects of calcium and plant sterols on serum lipids in obese Zucker rats on a low-fat diet.
2002 Mar
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
Consumption of tall oil-derived phytosterols in a chocolate matrix significantly decreases plasma total and low-density lipoprotein-cholesterol levels.
2002 Nov
Specificity of the commonly used enzymatic assay for plasma cholesterol determination.
2002 Nov
Contribution of the mevalonate and methylerythritol phosphate pathways to the biosynthesis of gibberellins in Arabidopsis.
2002 Nov 22
Sterol C-24 methyltransferase type 1 controls the flux of carbon into sterol biosynthesis in tobacco seed.
2002 Sep
Ineffective decrease of serum cholesterol by simvastatin in a subgroup of hypercholesterolemic coronary patients.
2002 Sep
Phytonutrient deficiency: the place of palm fruit.
2003
Plant sterols lower LDL cholesterol without improving endothelial function in prepubertal children with familial hypercholesterolaemia.
2003
[Lipid metabolism in anorexia nervosa].
2003
Plasma markers of cholesterol homeostasis and apolipoprotein B-100 kinetics in the metabolic syndrome.
2003 Apr
Relationships between cholesterol homoeostasis and triacylglycerol-rich lipoprotein remnant metabolism in the metabolic syndrome.
2003 Apr
Presence of phytosterol oxides in crude vegetable oils and their fate during refining.
2003 Apr 9
Genetic analysis of indicators of cholesterol synthesis and absorption: lathosterol and phytosterols in Dutch twins and their parents.
2003 Aug
[Hyperlipidemia: therapeutic principles in clinical practice].
2003 Dec 15
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
Effect of phytosterols on cholesterol metabolism and MAP kinase in MDA-MB-231 human breast cancer cells.
2003 Feb
Serum noncholesterol sterols during inhibition of cholesterol synthesis by statins.
2003 Feb
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
Serum cholesterol, precursors and metabolites and cognitive performance in an aging population.
2003 Jan-Feb
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
Effect of a statin on hepatic apolipoprotein B-100 secretion and plasma campesterol levels in the metabolic syndrome.
2003 Jul
Sitosterolaemia and xanthomatosis in a child.
2003 Jun
Response of obligate heterozygotes for phytosterolemia to a low-fat diet and to a plant sterol ester dietary challenge.
2003 Jun
The rat STSL locus: characterization, chromosomal assignment, and genetic variations in sitosterolemic hypertensive rats.
2003 Jun 3
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
Safety of long-term consumption of plant sterol esters-enriched spread.
2003 May
Red cell and plasma plant sterols are related during consumption of plant stanol and sterol ester spreads in children with hypercholesterolemia.
2003 May
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
Application of comprehensive two-dimensional gas chromatography to the quantification of overlapping faecal sterols.
2003 Nov 26
ABCG5 and ABCG8 are obligate heterodimers for protein trafficking and biliary cholesterol excretion.
2003 Nov 28
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
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
Patents
Substance Class Chemical
Created
by admin
on Sat Jun 26 03:28:53 UTC 2021
Edited
by admin
on Sat Jun 26 03:28:53 UTC 2021
Record UNII
5L5O665639
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CAMPESTEROL
MI   WHO-DD  
Common Name English
24.ALPHA.-METHYLCHOLESTEROL
Common Name English
(3.BETA.,24R)-ERGOST-5-EN-3-OL
Systematic Name English
CAMPESTEROL [WHO-DD]
Common Name English
NSC-224330
Code English
.DELTA.5-24-ISOERGOSTEN-3.BETA.-OL
Common Name English
CAMPESTEROL (CONSTITUENT OF SAW PALMETTO) [DSC]
Common Name English
24(R)-METHYLCHOLESTEROL
Systematic Name English
CAMPESTEROL [MI]
Common Name English
CAMPESTEROL (CONSTITUENT OF PYGEUM) [DSC]
Common Name English
Classification Tree Code System Code
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
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
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
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
Code System Code Type Description
NCI_THESAURUS
C68328
Created by admin on Sat Jun 26 03:28:53 UTC 2021 , Edited by admin on Sat Jun 26 03:28:53 UTC 2021
PRIMARY
CAS
474-62-4
Created by admin on Sat Jun 26 03:28:53 UTC 2021 , Edited by admin on Sat Jun 26 03:28:53 UTC 2021
PRIMARY
FDA UNII
5L5O665639
Created by admin on Sat Jun 26 03:28:53 UTC 2021 , Edited by admin on Sat Jun 26 03:28:53 UTC 2021
PRIMARY
WIKIPEDIA
CAMPESTEROL
Created by admin on Sat Jun 26 03:28:53 UTC 2021 , Edited by admin on Sat Jun 26 03:28:53 UTC 2021
PRIMARY
MERCK INDEX
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
PRIMARY Merck Index
PUBCHEM
173183
Created by admin on Sat Jun 26 03:28:53 UTC 2021 , Edited by admin on Sat Jun 26 03:28:53 UTC 2021
PRIMARY
ECHA (EC/EINECS)
207-484-4
Created by admin on Sat Jun 26 03:28:53 UTC 2021 , Edited by admin on Sat Jun 26 03:28:53 UTC 2021
PRIMARY
MESH
C021273
Created by admin on Sat Jun 26 03:28:53 UTC 2021 , Edited by admin on Sat Jun 26 03:28:53 UTC 2021
PRIMARY
RXCUI
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
PRIMARY RxNorm
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
USP
PARENT -> CONSTITUENT ALWAYS PRESENT
CALENDULA OFFICINALIS FLOWER terpenoid