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303-43-5,MFCD00003645
Catalog No.:AA002ZH2

303-43-5 | Cholest-5-en-3-ol (3β)-, 3-[(9Z)-9-octadecenoate]

Pack Size
Purity
Availability
Price(USD)
Quantity
  
5mg
98%(SFC)
in stock  
$42.00   $29.00
- +
50mg
≥95%
in stock  
$55.00   $38.00
- +
100mg
≥95%
in stock  
$102.00   $71.00
- +
250mg
≥95%
in stock  
$209.00   $146.00
- +
500mg
≥95%
in stock  
$393.00   $275.00
- +
25g
85%
in stock  
$581.00   $407.00
- +
100g
85%
in stock  
$1,709.00   $1,197.00
- +
  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002ZH2
Chemical Name:
Cholest-5-en-3-ol (3β)-, 3-[(9Z)-9-octadecenoate]
CAS Number:
303-43-5
Molecular Formula:
C45H78O2
Molecular Weight:
651.0996
MDL Number:
MFCD00003645
SMILES:
CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](CCCC(C)C)C)C)C1)C
Properties
Properties
 
BP:
675.4°C at 760 mmHg  
Form:
Solid  
MP:
42 - 45ºC   
Storage:
Keep in dry area;-20 ℃;  

Computed Properties
 
Complexity:
977  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
47  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
22  
XLogP3:
16.6  

Literature

Title: Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics.

Journal: Scientific reports 20180101

Title: Lipidomic analyses of female mice lacking hepatic lipase and endothelial lipase indicate selective modulation of plasma lipid species.

Journal: Lipids 20140601

Title: Eicosapentaenoic acid attenuates hepatic accumulation of cholesterol esters but aggravates liver injury and inflammation in mice fed a cholate-supplemented high-fat diet.

Journal: The Journal of toxicological sciences 20130101

Title: Integral hair lipid in human hair follicle.

Journal: Journal of dermatological science 20111201

Title: Study of the miscibility of cholesteryl oleate in a matrix of ceramide, cholesterol and fatty acid.

Journal: Chemistry and physics of lipids 20111001

Title: Imaging mass spectrometry-based histopathologic examination of atherosclerotic lesions.

Journal: Atherosclerosis 20110801

Title: Pyripyropene A, an acyl-coenzyme A:cholesterol acyltransferase 2-selective inhibitor, attenuates hypercholesterolemia and atherosclerosis in murine models of hyperlipidemia.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20110501

Title: In vitro lipid deposition on hydrogel and silicone hydrogel contact lenses.

Journal: Investigative ophthalmology & visual science 20101201

Title: Enzymatic quantification of cholesterol and cholesterol esters from silicone hydrogel contact lenses.

Journal: Investigative ophthalmology & visual science 20100601

Title: Multiple functions as lipase, steryl ester hydrolase, phospholipase, and acyltransferase of Tgl4p from the yeast Saccharomyces cerevisiae.

Journal: The Journal of biological chemistry 20100521

Title: Synthesis and characterization of novel fatty acid analogs of cholesterol: in vitro antimicrobial activity.

Journal: European journal of medicinal chemistry 20100401

Title: Modification of composition of a nanoemulsion with different cholesteryl ester molecular species: effects on stability, peroxidation, and cell uptake.

Journal: International journal of nanomedicine 20100101

Title: Signaling through cholesterol esterification: a new pathway for the cholecystokinin 2 receptor involved in cell growth and invasion.

Journal: Journal of lipid research 20091101

Title: Atomistic simulations of phosphatidylcholines and cholesteryl esters in high-density lipoprotein-sized lipid droplet and trilayer: clues to cholesteryl ester transport and storage.

Journal: Biophysical journal 20090520

Title: LDL cholesteryl oleate as a predictor for atherosclerosis: evidence from human and animal studies on dietary fat.

Journal: Journal of lipid research 20090401

Title: Calculation of the T-X phase diagrams for binary mixtures of cholestanyl myristate-cholesteryl myristate and cholestanyl myristate-cholesteryl oleate.

Journal: Annals of the New York Academy of Sciences 20090401

Title: Uptake by breast carcinoma of a lipidic nanoemulsion after intralesional injection into the patients: a new strategy for neoadjuvant chemotherapy.

Journal: Gynecologic oncology 20090201

Title: Mass spectrometric characterization of cholesterol esters and wax esters in epidermis of fetal, adult and keloidal human skin.

Journal: Experimental dermatology 20080401

Title: Evaluation of synthetic/reconstituted high-density lipoproteins as delivery vehicles for paclitaxel.

Journal: Anti-cancer drugs 20080201

Title: Intestinal oleoyl-estrone esterase activity in the Wistar rat.

Journal: Journal of endocrinological investigation 20080201

Title: Dithiobissuccinimidyl propionate self assembled monolayer based cholesterol biosensor.

Journal: The Analyst 20071001

Title: Human stratum corneum lipid organization as observed by atomic force microscopy on Langmuir-Blodgett films.

Journal: Journal of structural biology 20070601

Title: LDL cholesteryl oleate: a biomarker for atherosclerosis?

Journal: Arteriosclerosis, thrombosis, and vascular biology 20070601

Title: ACAT inhibition of alkamides identified in the fruits of Piper nigrum.

Journal: Phytochemistry 20070301

Title: Lipolysis of emulsion models of triglyceride-rich lipoproteins is altered in male patients with abdominal aorta aneurysm.

Journal: Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas 20070301

Title: Plasma kinetics of a cholesterol-rich microemulsion (LDE) in patients with Hodgkin's and non-Hodgkin's lymphoma and a preliminary study on the toxicity of etoposide associated with LDE.

Journal: Cancer chemotherapy and pharmacology 20060501

Title: Atomistic simulation studies of cholesteryl oleates: model for the core of lipoprotein particles.

Journal: Biophysical journal 20060401

Title: Evidence of dual pathways for lipid uptake during chylomicron remnant-like particle processing by human macrophages.

Journal: Journal of vascular research 20060101

Title: Uptake of high density lipoprotein (HDL) cholesteryl esters by human acute leukemia cells.

Journal: Leukemia research 20050801

Title: Effects of hydrochlorothiazide and propranolol treatment on chylomicron metabolism in hypertensive objects.

Journal: Canadian journal of physiology and pharmacology 20050701

Title: Continuous monitoring of cholesterol oleate hydrolysis by hormone-sensitive lipase and other cholesterol esterases.

Journal: Journal of lipid research 20050501

Title: Effects in post-menopausal women of transdermal estrogen associated with progestin upon the removal from the plasma of a microemulsion that resembles low-density lipoprotein (LDL).

Journal: Maturitas 20050411

Title: Plasma kinetics and uptake by the tumor of a cholesterol-rich microemulsion (LDE) associated to etoposide oleate in patients with ovarian carcinoma.

Journal: Gynecologic oncology 20050401

Title: ACAT1 deficiency disrupts cholesterol efflux and alters cellular morphology in macrophages.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20050101

Title: Lack of effect of captopril on the metabolism of an artificial lipid emulsion similar to chylomicrons in hypertensive hypercholesterolemic patients.

Journal: Arquivos brasileiros de cardiologia 20041201

Title: Fat mobilization in adipose tissue is promoted by adipose triglyceride lipase.

Journal: Science (New York, N.Y.) 20041119

Title: Plasma kinetics of a cholesterol-rich microemulsion in patients submitted to heart transplantation.

Journal: Transplantation 20041027

Title: Delayed intravascular catabolism of chylomicron-like emulsions is an independent predictor of coronary artery disease.

Journal: Atherosclerosis 20041001

Title: Effects on Walker 256 tumour of carmustine associated with a cholesterol-rich microemulsion (LDE).

Journal: The Journal of pharmacy and pharmacology 20040701

Title: Clearance of a 3H-labeled chylomicron-like emulsion following the acute phase of myocardial infarction.

Journal: International journal of cardiology 20040201

Title: The effect of lipids on the adherence of axillary aerobic coryneform bacteria.

Journal: Letters in applied microbiology 20040101

Title: Fatty acid-binding protein-hormone-sensitive lipase interaction. Fatty acid dependence on binding.

Journal: The Journal of biological chemistry 20031128

Title: Structural insights into the lipase/esterase behavior in the Candida rugosa lipases family: crystal structure of the lipase 2 isoenzyme at 1.97A resolution.

Journal: Journal of molecular biology 20031003

Title: On the substrate specificity of human CYP27A1: implications for bile acid and cholestanol formation.

Journal: Journal of lipid research 20030801

Title: Interaction of the Vibrio cholerae cytolysin (VCC) with cholesterol, some cholesterol esters, and cholesterol derivatives: a TEM study.

Journal: Journal of structural biology 20020801

Title: Uptake of a cholesterol-rich emulsion by breast cancer.

Journal: Gynecologic oncology 20020601

Title: Low-density lipoprotein reconstituted by pyropheophorbide cholesteryl oleate as target-specific photosensitizer.

Journal: Bioconjugate chemistry 20020101

Title: Preliminary experience with a new stable isotope breath test for chylomicron remnant metabolism: a study in central obesity.

Journal: Clinical science (London, England : 1979) 20011201

Title: Delayed lysosomal metabolism of lipids in mucolipidosis type IV fibroblasts after LDL-receptor-mediated endocytosis.

Journal: Journal of inherited metabolic disease 20011001

Title: Ezetimibe selectively inhibits intestinal cholesterol absorption in rodents in the presence and absence of exocrine pancreatic function.

Journal: British journal of pharmacology 20010901

Title: Uptake of a cholesterol-rich emulsion by neoplastic ovarian tissues.

Journal: Gynecologic oncology 20010701

Title: Precision and reproducibility of temperature response of a thermo-responsive membrane embedded by binary liquid crystals for drug delivery.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20010615

Title: Oxidized low density lipoprotein decreases macrophage expression of scavenger receptor B-I.

Journal: The Journal of biological chemistry 20010511

Title: Modulation of apolipoprotein E-mediated plasma clearance and cell uptake of emulsion particles by cholesteryl ester.

Journal: Lipids 20010101

Title: Souza SL, et al. Study of the miscibility of cholesteryl oleate in a matrix of ceramide, cholesterol and fatty acid. Chem Phys Lipids. 2011 Oct;164(7):664-71.

Title: Suñé-Pou M, et, al. Cholesteryl oleate-loaded cationic solid lipid nanoparticles as carriers for efficient gene-silencing therapy. Int J Nanomedicine. 2018 May 30;13:3223-3233.

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Tags:303-43-5 Molecular Formula|303-43-5 MDL|303-43-5 SMILES|303-43-5 Cholest-5-en-3-ol (3β)-, 3-[(9Z)-9-octadecenoate]