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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
[Plants sterols and stanols: new prospects in prevention of ischemic heart disease (based on data published in the European Heart Journal, 1999, vol. 1 (Suppl S))].
2001
Oxidized plant sterols in human serum and lipid infusions as measured by combined gas-liquid chromatography-mass spectrometry.
2001 Dec
Apolipoprotein E phenotype regulates cholesterol absorption in healthy 13-month-old children--The STRIP Study.
2001 Dec
Cholesterol and all-cause mortality in Honolulu.
2001 Dec 1
Effects of plant sterols and stanols on lipid metabolism and cardiovascular risk.
2001 Feb
Genetic analysis of phytosterolaemia.
2001 Feb
Sterol composition of Aureoumbra lagunensis, the Texas brown tide alga.
2001 Jul
Plant sterols regulate rat vascular smooth muscle cell growth and prostacyclin release in culture.
2001 Jun
Fate of intravenously administered squalene and plant sterols in human subjects.
2001 Jun
Birth weight, subsequent growth, and cholesterol metabolism in children 8-12 years old born preterm.
2001 Mar
Anti-inflammatory and immunomodulating properties of a sterol fraction from Sideritis foetens Clem.
2001 May
Brassinosteroids. Plant counterparts to animal steroid hormones?
2002
Classification and class-modeling of "Riviera Ligure" extra-virgin olive oil using chemical-physical parameters.
2002 Apr 10
Inhibition of cholesterol biosynthesis by Delta22-unsaturated phytosterols via competitive inhibition of sterol Delta24-reductase in mammalian cells.
2002 Aug 15
Serum plant sterols as a potential risk factor for coronary heart disease.
2002 Dec
Effects of phytosterol ester-enriched margarine on plasma lipoproteins in mild to moderate hypercholesterolemia are related to basal cholesterol and fat intake.
2002 Feb
Acute effects of weight reduction on cholesterol metabolism in obese type 2 diabetes.
2002 Feb
Phytosterol content in American ginseng seed oil.
2002 Feb 13
Serum plant sterols and biliary cholesterol secretion in humans: studies with ursodeoxycholic acid.
2002 Jul
[3,3]-Claisen rearrangements in 24alpha-methyl steroid synthesis. Application to campesterol, crinosterol, and Delta25-crinosterol side chain construction.
2002 Jun
Consumption of tall oil-derived phytosterols in a chocolate matrix significantly decreases plasma total and low-density lipoprotein-cholesterol levels.
2002 Nov
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
Inhibitory activity of minor polyphenolic and nonpolyphenolic constituents of olive oil against in vitro low-density lipoprotein oxidation.
2002 Spring
Plant sterols lower LDL cholesterol without improving endothelial function in prepubertal children with familial hypercholesterolaemia.
2003
Plasma markers of cholesterol homeostasis and apolipoprotein B-100 kinetics in the metabolic syndrome.
2003 Apr
Antioxidant effects of phytosterol and its components.
2003 Aug
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
Oil goldenberry (Physalis peruviana L.).
2003 Feb 12
Efficiency of intestinal cholesterol absorption in humans is not related to apoE phenotype.
2003 Jan
Expression of a Streptomyces 3-hydroxysteroid oxidase gene in oilseeds for converting phytosterols to phytostanols.
2003 Jan
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
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
Ezetimibe: a first-in-class, novel cholesterol absorption inhibitor.
2003 Winter
Selective sterol accumulation in ABCG5/ABCG8-deficient mice.
2004 Feb
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