200,000+ products from a single source!

sales@angenechem.com

Home > Other Building Blocks > 303-43-5

303-43-5

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

CAS No: 303-43-5 Catalog No: AG002ZJU MDL No:MFCD00003645

Product Description

Catalog Number:
AG002ZJU
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
IUPAC Name:
[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (Z)-octadec-9-enoate
InChI:
InChI=1S/C45H78O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h14-15,26,35-36,38-42H,7-13,16-25,27-34H2,1-6H3/b15-14-/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1
InChI Key:
RJECHNNFRHZQKU-RMUVNZEASA-N
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
EC Number:
206-142-1
UNII:
3DPK9KFN2M

Properties

Complexity:
977  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Defined Bond Stereocenter Count:
1  
Exact Mass:
650.6g/mol
Formal Charge:
0
Heavy Atom Count:
47  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
651.117g/mol
Monoisotopic Mass:
650.6g/mol
Rotatable Bond Count:
22  
Topological Polar Surface Area:
26.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
16.6  

Literature

Title Journal
Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics. Scientific reports 20180101
Lipidomic analyses of female mice lacking hepatic lipase and endothelial lipase indicate selective modulation of plasma lipid species. Lipids 20140601
Eicosapentaenoic acid attenuates hepatic accumulation of cholesterol esters but aggravates liver injury and inflammation in mice fed a cholate-supplemented high-fat diet. The Journal of toxicological sciences 20130101
Integral hair lipid in human hair follicle. Journal of dermatological science 20111201
Study of the miscibility of cholesteryl oleate in a matrix of ceramide, cholesterol and fatty acid. Chemistry and physics of lipids 20111001
Imaging mass spectrometry-based histopathologic examination of atherosclerotic lesions. Atherosclerosis 20110801
Pyripyropene A, an acyl-coenzyme A:cholesterol acyltransferase 2-selective inhibitor, attenuates hypercholesterolemia and atherosclerosis in murine models of hyperlipidemia. Arteriosclerosis, thrombosis, and vascular biology 20110501
In vitro lipid deposition on hydrogel and silicone hydrogel contact lenses. Investigative ophthalmology & visual science 20101201
Enzymatic quantification of cholesterol and cholesterol esters from silicone hydrogel contact lenses. Investigative ophthalmology & visual science 20100601
Multiple functions as lipase, steryl ester hydrolase, phospholipase, and acyltransferase of Tgl4p from the yeast Saccharomyces cerevisiae. The Journal of biological chemistry 20100521
Synthesis and characterization of novel fatty acid analogs of cholesterol: in vitro antimicrobial activity. European journal of medicinal chemistry 20100401
Modification of composition of a nanoemulsion with different cholesteryl ester molecular species: effects on stability, peroxidation, and cell uptake. International journal of nanomedicine 20100101
Signaling through cholesterol esterification: a new pathway for the cholecystokinin 2 receptor involved in cell growth and invasion. Journal of lipid research 20091101
Atomistic simulations of phosphatidylcholines and cholesteryl esters in high-density lipoprotein-sized lipid droplet and trilayer: clues to cholesteryl ester transport and storage. Biophysical journal 20090520
LDL cholesteryl oleate as a predictor for atherosclerosis: evidence from human and animal studies on dietary fat. Journal of lipid research 20090401
Calculation of the T-X phase diagrams for binary mixtures of cholestanyl myristate-cholesteryl myristate and cholestanyl myristate-cholesteryl oleate. Annals of the New York Academy of Sciences 20090401
Uptake by breast carcinoma of a lipidic nanoemulsion after intralesional injection into the patients: a new strategy for neoadjuvant chemotherapy. Gynecologic oncology 20090201
Mass spectrometric characterization of cholesterol esters and wax esters in epidermis of fetal, adult and keloidal human skin. Experimental dermatology 20080401
Evaluation of synthetic/reconstituted high-density lipoproteins as delivery vehicles for paclitaxel. Anti-cancer drugs 20080201
Intestinal oleoyl-estrone esterase activity in the Wistar rat. Journal of endocrinological investigation 20080201
Dithiobissuccinimidyl propionate self assembled monolayer based cholesterol biosensor. The Analyst 20071001
Human stratum corneum lipid organization as observed by atomic force microscopy on Langmuir-Blodgett films. Journal of structural biology 20070601
LDL cholesteryl oleate: a biomarker for atherosclerosis? Arteriosclerosis, thrombosis, and vascular biology 20070601
ACAT inhibition of alkamides identified in the fruits of Piper nigrum. Phytochemistry 20070301
Lipolysis of emulsion models of triglyceride-rich lipoproteins is altered in male patients with abdominal aorta aneurysm. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas 20070301
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. Cancer chemotherapy and pharmacology 20060501
Atomistic simulation studies of cholesteryl oleates: model for the core of lipoprotein particles. Biophysical journal 20060401
Evidence of dual pathways for lipid uptake during chylomicron remnant-like particle processing by human macrophages. Journal of vascular research 20060101
Uptake of high density lipoprotein (HDL) cholesteryl esters by human acute leukemia cells. Leukemia research 20050801
Effects of hydrochlorothiazide and propranolol treatment on chylomicron metabolism in hypertensive objects. Canadian journal of physiology and pharmacology 20050701
Continuous monitoring of cholesterol oleate hydrolysis by hormone-sensitive lipase and other cholesterol esterases. Journal of lipid research 20050501
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). Maturitas 20050411
Plasma kinetics and uptake by the tumor of a cholesterol-rich microemulsion (LDE) associated to etoposide oleate in patients with ovarian carcinoma. Gynecologic oncology 20050401
ACAT1 deficiency disrupts cholesterol efflux and alters cellular morphology in macrophages. Arteriosclerosis, thrombosis, and vascular biology 20050101
Lack of effect of captopril on the metabolism of an artificial lipid emulsion similar to chylomicrons in hypertensive hypercholesterolemic patients. Arquivos brasileiros de cardiologia 20041201
Fat mobilization in adipose tissue is promoted by adipose triglyceride lipase. Science (New York, N.Y.) 20041119
Plasma kinetics of a cholesterol-rich microemulsion in patients submitted to heart transplantation. Transplantation 20041027
Delayed intravascular catabolism of chylomicron-like emulsions is an independent predictor of coronary artery disease. Atherosclerosis 20041001
Effects on Walker 256 tumour of carmustine associated with a cholesterol-rich microemulsion (LDE). The Journal of pharmacy and pharmacology 20040701
Clearance of a 3H-labeled chylomicron-like emulsion following the acute phase of myocardial infarction. International journal of cardiology 20040201
The effect of lipids on the adherence of axillary aerobic coryneform bacteria. Letters in applied microbiology 20040101
Fatty acid-binding protein-hormone-sensitive lipase interaction. Fatty acid dependence on binding. The Journal of biological chemistry 20031128
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 of molecular biology 20031003
On the substrate specificity of human CYP27A1: implications for bile acid and cholestanol formation. Journal of lipid research 20030801
Interaction of the Vibrio cholerae cytolysin (VCC) with cholesterol, some cholesterol esters, and cholesterol derivatives: a TEM study. Journal of structural biology 20020801
Uptake of a cholesterol-rich emulsion by breast cancer. Gynecologic oncology 20020601
Low-density lipoprotein reconstituted by pyropheophorbide cholesteryl oleate as target-specific photosensitizer. Bioconjugate chemistry 20020101
Preliminary experience with a new stable isotope breath test for chylomicron remnant metabolism: a study in central obesity. Clinical science (London, England : 1979) 20011201
Delayed lysosomal metabolism of lipids in mucolipidosis type IV fibroblasts after LDL-receptor-mediated endocytosis. Journal of inherited metabolic disease 20011001
Ezetimibe selectively inhibits intestinal cholesterol absorption in rodents in the presence and absence of exocrine pancreatic function. British journal of pharmacology 20010901
Uptake of a cholesterol-rich emulsion by neoplastic ovarian tissues. Gynecologic oncology 20010701
Precision and reproducibility of temperature response of a thermo-responsive membrane embedded by binary liquid crystals for drug delivery. Journal of controlled release : official journal of the Controlled Release Society 20010615
Oxidized low density lipoprotein decreases macrophage expression of scavenger receptor B-I. The Journal of biological chemistry 20010511
Modulation of apolipoprotein E-mediated plasma clearance and cell uptake of emulsion particles by cholesteryl ester. Lipids 20010101

© 2019 Angene International Limited. All rights Reserved.