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

[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

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 8297
Cholesterol absorption 1 Target ID: Cholesterol absorption Sources: https://www.ncbi.nlm.nih.gov/pubmed/9560801	Inhibitor 8297

PubMed

Title	Date	PubMed
Phytosterols reduce in vitro metastatic ability of MDA-MB-231 human breast cancer cells.	2001	11962251
Cholesterol-lowering effects of plant sterol esters and non-esterified stanols in margarine, butter and low-fat foods.	2001 Dec	11781675
Oxidized plant sterols in human serum and lipid infusions as measured by combined gas-liquid chromatography-mass spectrometry.	2001 Dec	11734576
Sterol composition of Aureoumbra lagunensis, the Texas brown tide alga.	2001 Jul	11397449
Fate of intravenously administered squalene and plant sterols in human subjects.	2001 Jun	11369807
Lipid composition and fluidity of plasma membranes isolated from corn (Zea mays L.) roots.	2001 Mar 1	11368181
Anti-inflammatory and immunomodulating properties of a sterol fraction from Sideritis foetens Clem.	2001 May	11379762
Molecular characterization of the brassinosteroid-deficient lkb mutant in pea.	2001 Nov	11669574
Liquid chromatography-UV determination and liquid chromatography-atmospheric pressure chemical ionization mass spectrometric characterization of sitosterol and stigmasterol in soybean oil.	2001 Nov 23	11762777
Plasma non-cholesterol sterols.	2001 Nov 23	11762775
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	11952809
Classification and class-modeling of "Riviera Ligure" extra-virgin olive oil using chemical-physical parameters.	2002 Apr 10	11929311
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	12427790
Carbamazepine increases atherogenic lipoproteins: mechanism of action in male adults.	2002 Feb	11788421
Acute effects of weight reduction on cholesterol metabolism in obese type 2 diabetes.	2002 Feb	11750274
Phytosterol content in American ginseng seed oil.	2002 Feb 13	11829639
Effects of plant stanol esters supplied in low-fat yoghurt on serum lipids and lipoproteins, non-cholesterol sterols and fat soluble antioxidant concentrations.	2002 Jan	11755939
Serum plant sterols and biliary cholesterol secretion in humans: studies with ursodeoxycholic acid.	2002 Jul	12091491
Micellar distribution of cholesterol and phytosterols after duodenal plant stanol ester infusion.	2002 Jun	12016126
Effects of calcium and plant sterols on serum lipids in obese Zucker rats on a low-fat diet.	2002 Mar	12064332
Arabidopsis mutants reveal multiple roles for sterols in plant development.	2002 Sep	12215500
Relationships between cholesterol homoeostasis and triacylglycerol-rich lipoprotein remnant metabolism in the metabolic syndrome.	2003 Apr	12653682
Serum noncholesterol sterols during inhibition of cholesterol synthesis by statins.	2003 Feb	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 Jan 24	12580489
The rat STSL locus: characterization, chromosomal assignment, and genetic variations in sitosterolemic hypertensive rats.	2003 Jun 3	12783625
Non-nutritive bioactive constituents of plants: phytosterols.	2003 Mar	12747220
Comparison of the intestinal uptake of cholesterol, plant sterols, and stanols in mice.	2003 Mar	12562824
Effects of ileum transplantation and chronic rejection on absorption and synthesis of cholesterol in pigs.	2003 Nov	14574608

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:17:27 GMT 2023` Edited by `admin` on `Fri Dec 15 15:17:27 GMT 2023`
Record UNII	5L5O665639
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CAMPESTEROL

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