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72880-75-2

72880-75-2 | [R-(R*,S*)]-3-(3-cyclohexyl-3-hydroxypropyl)-2,5-dioxoimidazolidine-4-heptanoic acid

CAS No: 72880-75-2 Catalog No: AG00FVYS MDL No:

Product Description

Catalog Number:
AG00FVYS
Chemical Name:
[R-(R*,S*)]-3-(3-cyclohexyl-3-hydroxypropyl)-2,5-dioxoimidazolidine-4-heptanoic acid
CAS Number:
72880-75-2
IUPAC Name:
7-[(4S)-3-[(3R)-3-cyclohexyl-3-hydroxypropyl]-2,5-dioxoimidazolidin-4-yl]heptanoic acid
InChI:
InChI=1S/C19H32N2O5/c22-16(14-8-4-3-5-9-14)12-13-21-15(18(25)20-19(21)26)10-6-1-2-7-11-17(23)24/h14-16,22H,1-13H2,(H,23,24)(H,20,25,26)/t15-,16+/m0/s1
InChI Key:
ZIDQIOZJEJFMOH-JKSUJKDBSA-N
EC Number:
276-959-6

Properties

Complexity:
490  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
368.231g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
368.474g/mol
Monoisotopic Mass:
368.231g/mol
Rotatable Bond Count:
11  
Topological Polar Surface Area:
107A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.9  

Literature

Title Journal
PGD2 induces eotaxin-3 via PPARγ from sebocytes: a possible pathogenesis of eosinophilic pustular folliculitis. The Journal of allergy and clinical immunology 20120201
Prostanoid receptors involved in regulation of the beating rate of neonatal rat cardiomyocytes. PloS one 20120101
The D prostanoid receptor agonist BW245C [(4S)-(3-[(3R,S)-3-cyclohexyl-3-hydroxypropyl]-2,5-dioxo)-4-imidazolidineheptanoic acid] inhibits fibroblast proliferation and bleomycin-induced lung fibrosis in mice. The Journal of pharmacology and experimental therapeutics 20101101
Mast cell-derived prostaglandin D2 controls hyaluronan synthesis in human orbital fibroblasts via DP1 activation: implications for thyroid eye disease. The Journal of biological chemistry 20100521
GIF-0173 protects against cerebral infarction through DP1 receptor activation. Experimental neurology 20091001
Functional antagonism of IL-1alpha induced gene expression profiles define the cAMP/PKA pathway as a unique regulator of IL-1alpha signaling networks. Journal of receptor and signal transduction research 20090101
15d-PGJ2 upregulates synthesis of IL-8 in endothelial cells through induction of oxidative stress. Antioxidants & redox signaling 20081201
Pharmacological and functional characterization of novel EP and DP receptor agonists: DP1 receptor mediates penile erection in multiple species. The journal of sexual medicine 20080201
Prostaglandin D2 inhibits the production of IFN-gamma by invariant NK T cells: consequences in the control of B16 melanoma. Journal of immunology (Baltimore, Md. : 1950) 20080115
PGD(2) DP1 receptor protects brain from ischemia-reperfusion injury. The European journal of neuroscience 20070701
Implication of prostaglandin receptors in the accumulation of osteoprotegerin in human osteoblast cultures. The Journal of rheumatology 20060601
Prostaglandin D2 causes preferential induction of proinflammatory Th2 cytokine production through an action on chemoattractant receptor-like molecule expressed on Th2 cells. Journal of immunology (Baltimore, Md. : 1950) 20051115
Effects of BW245C, a prostaglandin dp receptor agonist, on systemic and regional haemodynamics in the anaesthetized rat. Clinical and experimental pharmacology & physiology 20051101
Prostaglandin D2 mediates neuronal protection via the DP1 receptor. Journal of neurochemistry 20050201
Effect of the statin atorvastatin on intracellular signalling by the prostacyclin receptor in vitro and in vivo. British journal of pharmacology 20040901
Differential modulation of human basophil functions through prostaglandin D2 receptors DP and chemoattractant receptor-homologous molecule expressed on Th2 cells/DP2. Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20040801
Excitatory action of prostanoids on the ferret isolated vagus nerve preparation. European journal of pharmacology 20040426
Possible involvement of p38 in mechanisms underlying acceleration of proliferation by 15-deoxy-Delta(12,14)-prostaglandin J2 and the precursors in leukemia cell line THP-1. Journal of pharmacological sciences 20040301
Pharmacological characterization and identification of EP3 prostanoid receptor binding sites in hamster uterus homogenates. The Journal of pharmacy and pharmacology 20040201
Action of prostanoids on the emetic reflex of Suncus murinus (the house musk shrew). European journal of pharmacology 20030923
Modulation of guinea pig intrinsic cardiac neurons by prostaglandins. American journal of physiology. Regulatory, integrative and comparative physiology 20030901
Differential peristaltic motor effects of prostanoid (DP, EP, IP, TP) and leukotriene receptor agonists in the guinea-pig isolated small intestine. British journal of pharmacology 20021201
Expression of functional prostaglandin D (DP) receptors in human corpus cavernosum smooth muscle. International journal of impotence research 20021201
Vascular activities of prostaglandins and selective prostanoid receptor agonists in human retinal microvessels. Experimental eye research 20020801
In vitro pharmacological characterization of the prostanoid receptor population in the non-pregnant porcine myometrium. European journal of pharmacology 20020503
Prostaglandin D(2) receptor-mediated desensitization of the alpha isoform of the human thromboxane A(2) receptor. Biochemical pharmacology 20010715
A functional study on prostanoid receptors involved in cultured human iridal melanocyte stimulation. Experimental eye research 20010701
The classification of prostaglandin DP-receptors in platelets and vasculature using BW A868C, a novel, selective and potent competitive antagonist. British journal of pharmacology 19890201

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