Home Other Building Blocks 77058-74-3
77058-74-3,MFCD03695562
Catalog No.:AA00G2NW

77058-74-3 | (8S,9S,10R,13R,14S,17R)-17-((R)-4-((S)-3,3-Dimethyloxiran-2-yl)butan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
≥95%
in stock  
$289.00   $202.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00G2NW
Chemical Name:
(8S,9S,10R,13R,14S,17R)-17-((R)-4-((S)-3,3-Dimethyloxiran-2-yl)butan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
CAS Number:
77058-74-3
Molecular Formula:
C27H44O2
Molecular Weight:
400.6371
MDL Number:
MFCD03695562
SMILES:
OC1CCC2(C(=CCC3C2CCC2(C3CCC2C(CCC2OC2(C)C)C)C)C1)C
Properties
Computed Properties
 
Complexity:
680  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
9  
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
4  
XLogP3:
6.6  

Literature

Title: Upregulation of hydroxysteroid sulfotransferase 2B1b promotes hepatic oval cell proliferation by modulating oxysterol-induced LXR activation in a mouse model of liver injury.

Journal: Archives of toxicology 20170101

Title: Brain endogenous liver X receptor ligands selectively promote midbrain neurogenesis.

Journal: Nature chemical biology 20130201

Title: The endogenous regulator 24(S),25-epoxycholesterol inhibits cholesterol synthesis at DHCR24 (Seladin-1).

Journal: Biochimica et biophysica acta 20120901

Title: Liver X receptors agonists impede hepatitis C virus infection in an Idol-dependent manner.

Journal: Antiviral research 20120901

Title: [Research progress of liver X receptor agonists].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20120401

Title: Mast cell death induced by 24(S),25-epoxycholesterol.

Journal: Experimental cell research 20101115

Title: Low-density lipoprotein and oxysterols suppress the transcription of CTP: Phosphoethanolamine cytidylyltransferase in vitro.

Journal: Biochimica et biophysica acta 20100401

Title: Enhanced steatosis by nuclear receptor ligands: a study in cultured human hepatocytes and hepatoma cells with a characterized nuclear receptor expression profile.

Journal: Chemico-biological interactions 20100330

Title: LXR-activating oxysterols induce the expression of inflammatory markers in endothelial cells through LXR-independent mechanisms.

Journal: Atherosclerosis 20091101

Title: Ligand, receptor, and cell type-dependent regulation of ABCA1 and ABCG1 mRNA in prostate cancer epithelial cells.

Journal: Molecular cancer therapeutics 20090701

Title: Oxysterols: Sources, cellular storage and metabolism, and new insights into their roles in cholesterol homeostasis.

Journal: Molecular aspects of medicine 20090601

Title: 24(S),25-epoxycholesterol: a messenger for cholesterol homeostasis.

Journal: The international journal of biochemistry & cell biology 20090401

Title: Epoxycholesterol impairs cholesteryl ester hydrolysis in macrophage foam cells, resulting in decreased cholesterol efflux.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20080601

Title: Ligand specificity and evolution of liver X receptors.

Journal: The Journal of steroid biochemistry and molecular biology 20080501

Title: Combination of virtual screening and high throughput gene profiling for identification of novel liver X receptor modulators.

Journal: Journal of medicinal chemistry 20080410

Title: Endogenous 24(S),25-epoxycholesterol fine-tunes acute control of cellular cholesterol homeostasis.

Journal: The Journal of biological chemistry 20080111

Title: [Synthesis of sterols oxygenated in the terminal fragment of their side chains].

Journal: Bioorganicheskaia khimiia 20080101

Title: Primary human astrocytes produce 24(S),25-epoxycholesterol with implications for brain cholesterol homeostasis.

Journal: Journal of neurochemistry 20071201

Title: Regulation of CYP3A4 and CYP2B6 expression by liver X receptor agonists.

Journal: Biochemical pharmacology 20071115

Title: Studies on the cholesterol-free mouse: strong activation of LXR-regulated hepatic genes when replacing cholesterol with desmosterol.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20071001

Title: 9-cis-Retinoic acid (9cRA), a retinoid X receptor (RXR) ligand, exerts immunosuppressive effects on dendritic cells by RXR-dependent activation: inhibition of peroxisome proliferator-activated receptor gamma blocks some of the 9cRA activities, and precludes them to mature phenotype development.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20070515

Title: Selective up-regulation of LXR-regulated genes ABCA1, ABCG1, and APOE in macrophages through increased endogenous synthesis of 24(S),25-epoxycholesterol.

Journal: The Journal of biological chemistry 20070223

Title: SREBP-2 positively regulates transcription of the cholesterol efflux gene, ABCA1, by generating oxysterol ligands for LXR.

Journal: The Biochemical journal 20061215

Title: Discovery and optimization of a novel series of liver X receptor-alpha agonists.

Journal: Bioorganic & medicinal chemistry letters 20060315

Title: [Synthesis of (24S)-hydroxy- and (24S)-24,25-epoxycholesterol analogues, potential agonists of nuclear LXR receptors].

Journal: Bioorganicheskaia khimiia 20060101

Title: Adipocytic differentiation and liver x receptor pathways regulate the accumulation of triacylglycerols in human vascular smooth muscle cells.

Journal: The Journal of biological chemistry 20050204

Title: Statins inhibit synthesis of an oxysterol ligand for the liver x receptor in human macrophages with consequences for cholesterol flux.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20041201

Title: 24(S),25-epoxycholesterol--a potential friend.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20041201

Title: Enhanced synthesis of the oxysterol 24(S),25-epoxycholesterol in macrophages by inhibitors of 2,3-oxidosqualene:lanosterol cyclase: a novel mechanism for the attenuation of foam cell formation.

Journal: Circulation research 20031017

Title: Induction of intestinal ATP-binding cassette transporters by a phytosterol-derived liver X receptor agonist.

Journal: The Journal of biological chemistry 20030919

Title: X-ray crystal structure of the liver X receptor beta ligand binding domain: regulation by a histidine-tryptophan switch.

Journal: The Journal of biological chemistry 20030718

Title: Identification of a nonsteroidal liver X receptor agonist through parallel array synthesis of tertiary amines.

Journal: Journal of medicinal chemistry 20020509

Title: Oxysterol stimulation of epidermal differentiation is mediated by liver X receptor-beta in murine epidermis.

Journal: The Journal of investigative dermatology 20020101

Title: Key regulatory oxysterols in liver: analysis as delta4-3-ketone derivatives by HPLC and response to physiological perturbations.

Journal: Journal of lipid research 20010401

Title: Pharmacophore analysis of the nuclear oxysterol receptor LXRalpha.

Journal: Journal of medicinal chemistry 20010315

Title: Structural requirements of ligands for the oxysterol liver X receptors LXRalpha and LXRbeta.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19990105

Title: Activation of the nuclear receptor LXR by oxysterols defines a new hormone response pathway.

Journal: The Journal of biological chemistry 19970207

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:77058-74-3 Molecular Formula|77058-74-3 MDL|77058-74-3 SMILES|77058-74-3 (8S,9S,10R,13R,14S,17R)-17-((R)-4-((S)-3,3-Dimethyloxiran-2-yl)butan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol