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Details

Stereochemistry ABSOLUTE
Molecular Formula C28H48O
Molecular Weight 400.6801
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CAMPESTEROL

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@@H](C)C(C)C

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 400.6801
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 9
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Solubilization of phytosterols in diacylglycerol versus triacylglycerol improves the serum cholesterol-lowering effect.
2001 Jul
Fate of intravenously administered squalene and plant sterols in human subjects.
2001 Jun
Brassinosteroids. Plant counterparts to animal steroid hormones?
2002
Isolation of various forms of sterol beta-D-glucoside from the seed of Cycas circinalis: neurotoxicity and implications for ALS-parkinsonism dementia complex.
2002 Aug
Serum plant sterols as a potential risk factor for coronary heart disease.
2002 Dec
The association between low birth weight and high levels of cholesterol is not due to an increased cholesterol synthesis or absorption: analysis in twins.
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
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
Specificity of the commonly used enzymatic assay for plasma cholesterol determination.
2002 Nov
Inhibitory activity of minor polyphenolic and nonpolyphenolic constituents of olive oil against in vitro low-density lipoprotein oxidation.
2002 Spring
Phytonutrient deficiency: the place of palm fruit.
2003
Plant sterols lower LDL cholesterol without improving endothelial function in prepubertal children with familial hypercholesterolaemia.
2003
Relationships between cholesterol homoeostasis and triacylglycerol-rich lipoprotein remnant metabolism in the metabolic syndrome.
2003 Apr
Impact of simvastatin, niacin, and/or antioxidants on cholesterol metabolism in CAD patients with low HDL.
2003 Apr
Presence of phytosterol oxides in crude vegetable oils and their fate during refining.
2003 Apr 9
Antioxidant effects of phytosterol and its components.
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
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
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
The role of sterols in plant growth and development.
2003 May
ABCG5 and ABCG8 are obligate heterodimers for protein trafficking and biliary cholesterol excretion.
2003 Nov 28
Ezetimibe: a first-in-class, novel cholesterol absorption inhibitor.
2003 Winter
Selective sterol accumulation in ABCG5/ABCG8-deficient mice.
2004 Feb
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 Wed Jul 05 22:48:36 UTC 2023
Edited
by admin
on Wed Jul 05 22:48:36 UTC 2023
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
NSC-224330
Code English
Campesterol [WHO-DD]
Common Name 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 Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
LOINC 75738-5
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
NCI_THESAURUS C68437
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
DSLD 2845 (Number of products:40)
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C68328
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
PRIMARY
SMS_ID
100000173040
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
PRIMARY
EPA CompTox
DTXSID801009891
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
PRIMARY
CAS
474-62-4
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
PRIMARY
CHEBI
28623
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
PRIMARY
FDA UNII
5L5O665639
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
PRIMARY
WIKIPEDIA
CAMPESTEROL
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
PRIMARY
MERCK INDEX
M3001
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
PRIMARY Merck Index
NSC
224330
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
PRIMARY
PUBCHEM
173183
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
PRIMARY
ECHA (EC/EINECS)
207-484-4
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
PRIMARY
MESH
C021273
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
PRIMARY
RXCUI
20129
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
PRIMARY RxNorm
DAILYMED
5L5O665639
Created by admin on Wed Jul 05 22:48:36 UTC 2023 , Edited by admin on Wed Jul 05 22:48:36 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
USP
PARENT -> CONSTITUENT ALWAYS PRESENT
CALENDULA OFFICINALIS FLOWER terpenoid