CAMPESTEROL

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 Search

SMILES

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

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

Targets

Primary Target	Pharmacology	Condition	Potency
Tyrosinase 41 Target ID: CHEMBL3318 Sources: Lim, T.K. (2016) Edible Medicinal and Non-Medicinal Plants, page 206, retrieved from: https://books.google.ru/books?id=d42RCwAAQBAJ	Inhibitor 8504
Cholesterol absorption 1 Target ID: Cholesterol absorption Sources: https://www.ncbi.nlm.nih.gov/pubmed/9560801	Inhibitor 8504

PubMed

Title	Date	PubMed
Selective sterol accumulation in ABCG5/ABCG8-deficient mice.	2004-02	14657202
Down-regulation of hepatic and intestinal Abcg5 and Abcg8 expression associated with altered sterol fluxes in rats with streptozotocin-induced diabetes.	2004-01	14618236
Determination of sterol and fatty acid compositions, oxidative stability, and nutritional value of six walnut (Juglans regia L.) cultivars grown in Portugal.	2003-12-17	14664531
[Hyperlipidemia: therapeutic principles in clinical practice].	2003-12-15	14685674
ABCG5 and ABCG8 are obligate heterodimers for protein trafficking and biliary cholesterol excretion.	2003-11-28	14504269
Application of comprehensive two-dimensional gas chromatography to the quantification of overlapping faecal sterols.	2003-11-26	14650615
Effects of ileum transplantation and chronic rejection on absorption and synthesis of cholesterol in pigs.	2003-11	14574608
Analysis of plant sterol and stanol esters in cholesterol-lowering spreads and beverages using high-performance liquid chromatography-atmospheric pressure chemical ionization-mass spectroscopy.	2003-09-10	12952413
Antioxidant effects of phytosterol and its components.	2003-08	14598915
Genetic analysis of indicators of cholesterol synthesis and absorption: lathosterol and phytosterols in Dutch twins and their parents.	2003-08	14511438
Physical stability of a microcrystalline beta-sitosterol suspension in oil.	2003-07	12885381
Effects of various amounts of dietary plant sterol esters on plasma and hepatic sterol concentration and aortic foam cell formation of cholesterol-fed hamsters.	2003-07	12860249
Effect of a statin on hepatic apolipoprotein B-100 secretion and plasma campesterol levels in the metabolic syndrome.	2003-07	12821974
The rat STSL locus: characterization, chromosomal assignment, and genetic variations in sitosterolemic hypertensive rats.	2003-06-03	12783625
Sitosterolaemia and xanthomatosis in a child.	2003-06	12777658
Response of obligate heterozygotes for phytosterolemia to a low-fat diet and to a plant sterol ester dietary challenge.	2003-06	12671028
Cholesterol metabolism in 8 to 12-year-old children born preterm or at term.	2003-05	12839278
Safety of long-term consumption of plant sterol esters-enriched spread.	2003-05	12771969
Red cell and plasma plant sterols are related during consumption of plant stanol and sterol ester spreads in children with hypercholesterolemia.	2003-05	12756385
The role of sterols in plant growth and development.	2003-05	12689617
Presence of phytosterol oxides in crude vegetable oils and their fate during refining.	2003-04-09	12670187
Plasma markers of cholesterol homeostasis and apolipoprotein B-100 kinetics in the metabolic syndrome.	2003-04	12690090
Relationships between cholesterol homoeostasis and triacylglycerol-rich lipoprotein remnant metabolism in the metabolic syndrome.	2003-04	12653682
Impact of simvastatin, niacin, and/or antioxidants on cholesterol metabolism in CAD patients with low HDL.	2003-04	12562840
Non-nutritive bioactive constituents of plants: phytosterols.	2003-03	12747220
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.	2003-03	12742543
Comparison of the intestinal uptake of cholesterol, plant sterols, and stanols in mice.	2003-03	12562824
Oil goldenberry (Physalis peruviana L.).	2003-02-12	12568557
Effect of phytosterols on cholesterol metabolism and MAP kinase in MDA-MB-231 human breast cancer cells.	2003-02	12667603
Serum noncholesterol sterols during inhibition of cholesterol synthesis by statins.	2003-02	12577049
Solid-phase extraction-thin-layer chromatography-gas chromatography method for the detection of hazelnut oil in olive oils by determination of esterified sterols.	2003-01-24	12580489
Efficiency of intestinal cholesterol absorption in humans is not related to apoE phenotype.	2003-01	12518038
Expression of a Streptomyces 3-hydroxysteroid oxidase gene in oilseeds for converting phytosterols to phytostanols.	2003-01	12475617
Ezetimibe: a first-in-class, novel cholesterol absorption inhibitor.	2003	14647533
Phytonutrient deficiency: the place of palm fruit.	2003	14506002
Plant sterols lower LDL cholesterol without improving endothelial function in prepubertal children with familial hypercholesterolaemia.	2003	12971422
[Lipid metabolism in anorexia nervosa].	2003	12920792
Serum cholesterol, precursors and metabolites and cognitive performance in an aging population.	2002-12-21	12493560
Evidence for multiple sterol methyl transferase pathways in Pneumocystis carinii.	2002-12	12617472
Serum plant sterols as a potential risk factor for coronary heart disease.	2002-12	12489060
The association between low birth weight and high levels of cholesterol is not due to an increased cholesterol synthesis or absorption: analysis in twins.	2002-12	12438663
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.	2002-12	12427790
Contribution of the mevalonate and methylerythritol phosphate pathways to the biosynthesis of gibberellins in Arabidopsis.	2002-11-22	12228237
Consumption of tall oil-derived phytosterols in a chocolate matrix significantly decreases plasma total and low-density lipoprotein-cholesterol levels.	2002-11	12425728
Specificity of the commonly used enzymatic assay for plasma cholesterol determination.	2002-11	12401826
Inhibition of intestinal cholesterol absorption by ezetimibe in humans.	2002-10-08	12370217
Sterol C-24 methyltransferase type 1 controls the flux of carbon into sterol biosynthesis in tobacco seed.	2002-09	12226510
Arabidopsis mutants reveal multiple roles for sterols in plant development.	2002-09	12215500
Inhibitory activity of minor polyphenolic and nonpolyphenolic constituents of olive oil against in vitro low-density lipoprotein oxidation.	2002	12511107
Brassinosteroids. Plant counterparts to animal steroid hormones?	2002	12481548

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:53:01 GMT 2025` Edited by `admin` on `Mon Mar 31 17:53:01 GMT 2025`
Record UNII	5L5O665639
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-224330

Preferred Name

English

CAMPESTEROL

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

.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