CAMPESTANOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C28H50O
Molecular Weight	402.696
Optical Activity	UNSPECIFIED
Defined Stereocenters	10 / 10
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[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

InChIKey=ARYTXMNEANMLMU-ATEDBJNTSA-N

InChI=1S/C28H50O/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/h18-26,29H,7-17H2,1-6H3/t19-,20-,21+,22+,23+,24-,25+,26+,27+,28-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C28H50O
Molecular Weight	402.696
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	10 / 10
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Very high plant stanol intake and serum plant stanols and non-cholesterol sterols.	2010-03	19774436
Dietary phytosterols and phytostanols decrease cholesterol levels but increase blood pressure in WKY inbred rats in the absence of salt-loading.	2010-02-12	20637058
Disodium ascorbyl phytostanol phosphate (FM-VP4), a modified phytostanol, is a highly active hypocholesterolaemic agent that affects the enterohepatic circulation of both cholesterol and bile acids in mice.	2010-01	19822032
The effects of sterol structure upon sterol esterification.	2010-01	19679306
Effect of rapeseed oil-derived plant sterol and stanol esters on atherosclerosis parameters in cholesterol-challenged heterozygous Watanabe heritable hyperlipidaemic rabbits.	2009-12	19772679
Controversial role of plant sterol esters in the management of hypercholesterolaemia.	2009-02	19158117
Dietary phytosterols and phytostanols alter the expression of sterol-regulatory genes in SHRSP and WKY inbred rats.	2009	19851062
Contents of phytosterols in vegetables and fruits commonly consumed in China.	2008-12	19263798
Effects of long-term plant sterol or stanol ester consumption on lipid and lipoprotein metabolism in subjects on statin treatment.	2008-11	18846701
Co-administration of berberine and plant stanols synergistically reduces plasma cholesterol in rats.	2008-11	18430428
Efficacy and safety of disodium ascorbyl phytostanol phosphates in men with moderate dyslipidemia.	2008-07	18320185
Food sources of plant sterols in the EPIC Norfolk population.	2008-06	17440516
Phytosterol effects on milk and yogurt microflora.	2008-04	18387114
Moderately elevated plant sterol levels are associated with reduced cardiovascular risk--the LASA study.	2008-01	17137582
[Analysis of phytosterol contents in Chinese plant food and primary estimation of its intake of people].	2007-05	17712945
CYP724B2 and CYP90B3 function in the early C-22 hydroxylation steps of brassinosteroid biosynthetic pathway in tomato.	2006-09	16960392
Effects of plant stanol esters supplied in a fat free milieu by pastilles on cholesterol metabolism in colectomized human subjects.	2006-09	16935701
Plant sterol or stanol consumption does not affect erythrocyte osmotic fragility in patients on statin treatment.	2006-08	16482072
Arabidopsis CYP90B1 catalyses the early C-22 hydroxylation of C27, C28 and C29 sterols.	2006-03	16460510
Plant sterols as dietary adjuvants in the reduction of cardiovascular risk: theory and evidence.	2006	17319460
Phytosterol composition of nuts and seeds commonly consumed in the United States.	2005-11-30	16302759
Dietary sitostanol and campestanol: accumulation in the blood of humans with sitosterolemia and xanthomatosis and in rat tissues.	2005-09	16331855
The missense mutation in Abcg5 gene in spontaneously hypertensive rats (SHR) segregates with phytosterolemia but not hypertension.	2005-07-18	16026620
Components and antibacterial activity of the roots of Salvia jaminiana.	2005-07	15893885
Brassinosteroids are inherently biosynthesized in the primary roots of maize, Zea mays L.	2005-05	15896368
Postmetamorphic Xenopus laevis shows decreased plasma triiodothyronine concentrations and phosphorylase activity due to subacute phytosterol exposure.	2004-12	15519414
Brassinosteroid deficiency due to truncated steroid 5alpha-reductase causes dwarfism in the lk mutant of pea.	2004-08	15286289
Comparison of cholesterol-lowering efficacy and anti-atherogenic properties of hydrogenated versus non-hydrogenated (Phytrol) tall oil-derived phytosterols in apo E-deficient mice.	2004-04-27	15107599
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
Decrease in plasma low-density lipoprotein cholesterol, apolipoprotein B, cholesteryl ester transfer protein, and oxidized low-density lipoprotein by plant stanol ester-containing spread: a randomized, placebo-controlled trial.	2003-04	12679174
Comparison of the intestinal uptake of cholesterol, plant sterols, and stanols in mice.	2003-03	12562824
Biosynthesis and metabolism of brassinosteroids.	2003	14502988
Consumption of tall oil-derived phytosterols in a chocolate matrix significantly decreases plasma total and low-density lipoprotein-cholesterol levels.	2002-11	12425728
Short-term LDL cholesterol-lowering efficacy of plant stanol esters.	2002-08-27	12197945
Biosynthesis of cholestanol in higher plants.	2002-06	12031446
Gastrointestinal absorption and plasma kinetics of soy Delta(5)-phytosterols and phytostanols in humans.	2002-04	11882512
Effects of plant stanol esters supplied in low-fat yoghurt on serum lipids and lipoproteins, non-cholesterol sterols and fat soluble antioxidant concentrations.	2002-01	11755939
Plant stanol fatty acid esters inhibit cholesterol absorption and hepatic hydroxymethyl glutaryl coenzyme A reductase activity to reduce plasma levels in rabbits.	2001-09	11555847
Dietary vegetable oil and wood derived plant stanol esters reduce atherosclerotic lesion size and severity in apoE*3-Leiden transgenic mice.	2001-08	11472737
Selective interaction of triazole derivatives with DWF4, a cytochrome P450 monooxygenase of the brassinosteroid biosynthetic pathway, correlates with brassinosteroid deficiency in planta.	2001-07-13	11319239
Dietary plant stanol esters reduce VLDL cholesterol secretion and bile saturation in apolipoprotein E*3-Leiden transgenic mice.	2001-06	11397718
Accumulation of 6-deoxocathasterone and 6-deoxocastasterone in Arabidopsis, pea and tomato is suggestive of common rate-limiting steps in brassinosteroid biosynthesis.	2001-05	11382232
Effects of diets enriched with two different plant stanol ester mixtures on plasma ubiquinol-10 and fat-soluble antioxidant concentrations.	2001-05	11319712
Effects of plant sterols and stanols on lipid metabolism and cardiovascular risk.	2001-02	11383323
Assessing plasma pharmacokinetics of cholesterol following oral coadministration with a novel vegetable stanol mixture to fasting rats.	2001-01	11064375
[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	11234137
The Arabidopsis dwf7/ste1 mutant is defective in the delta7 sterol C-5 desaturation step leading to brassinosteroid biosynthesis.	1999-02	9927639

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:08:30 GMT 2025` Edited by `admin` on `Mon Mar 31 18:08:30 GMT 2025`
Record UNII	5J08LF99N1
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

24.BETA.-METHYLCHOLESTANOL

Preferred Name

English

CAMPESTANOL

Systematic Name

English

DIHYDROCAMPESTERIN

Common Name

English

5.ALPHA.-ERGOSTAN-3.BETA.-OL, (24R)-

Systematic Name

English

NEOSPONGOSTEROL, DIHYDRO-

Common Name

English

ERGOSTAN-3-OL, (3.BETA.,5.ALPHA.,24R)-

Systematic Name

English

CHALINASTANOL

Common Name

English

5.ALPHA.-DIHYDROCAMPESTEROL

Common Name

English

Classification Tree Code System Code

DSLD

2402 (Number of products:2)