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13345-50-1,MFCD00077859
Catalog No.:AA0080EG

13345-50-1 | Prosta-5,10,13-trien-1-oicacid, 15-hydroxy-9-oxo-, (5Z,13E,15S)-

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1mg
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$46.00   $32.00
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5mg
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$188.00   $131.00
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10mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0080EG
Chemical Name:
Prosta-5,10,13-trien-1-oicacid, 15-hydroxy-9-oxo-, (5Z,13E,15S)-
CAS Number:
13345-50-1
Molecular Formula:
C20H30O4
Molecular Weight:
334.4498
MDL Number:
MFCD00077859
SMILES:
CCCCC[C@@H](/C=C/[C@H]1C=CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O
Properties
Computed Properties
 
Complexity:
476  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
2  
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
12  
XLogP3:
3.6  

Literature

Title: Prostaglandin A2 influences gene expression in an established insect cell line (BCIRL-HzAM1) cells.

Journal: Journal of insect physiology 20120601

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Transient receptor potential ankyrin 1 (TRPA1) channel as emerging target for novel analgesics and anti-inflammatory agents.

Journal: Journal of medicinal chemistry 20100722

Title: Simultaneous inhibition of TXA(2) and PGI(2) synthesis increases NO release in mesenteric resistance arteries from cirrhotic rats.

Journal: Clinical science (London, England : 1979) 20100625

Title: Prostaglandin A2 activates intrinsic apoptotic pathway by direct interaction with mitochondria in HL-60 cells.

Journal: Prostaglandins & other lipid mediators 20100201

Title: Effects of 15-deoxy-delta 12, 14-prostaglandin J2 on the expression of p53 in MCF-7 cells.

Journal: Annals of the New York Academy of Sciences 20090801

Title: Cox-dependent fatty acid metabolites cause pain through activation of the irritant receptor TRPA1.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20080819

Title: 15-Deoxy-delta12,14-prostaglandin-J(2) up-regulates cyclooxygenase-2 but inhibits prostaglandin-E(2) production through a thiol antioxidant-sensitive mechanism.

Journal: Pharmacological research 20080501

Title: Evidence for oxylipin synthesis and induction of a new polyunsaturated fatty acid hydroxylase activity in Chondrus crispus in response to methyljasmonate.

Journal: Biochimica et biophysica acta 20070501

Title: Addition of electrophilic lipids to actin alters filament structure.

Journal: Biochemical and biophysical research communications 20061103

Title: Induction of Fas clustering and apoptosis by coral prostanoid in human hormone-resistant prostate cancer cells.

Journal: European journal of pharmacology 20060807

Title: Influence of prostaglandin A2 on Bax, Bcl-2 and PCNA expression in MCF-7 cells.

Journal: Biomedical research (Tokyo, Japan) 20060801

Title: 15-deoxy-Delta12,14-prostaglandin J2 inhibits the expression of microsomal prostaglandin E synthase type 2 in colon cancer cells.

Journal: Journal of lipid research 20060501

Title: Low expression of MRP1/GS-X pump ATPase in lymphocytes of Walker 256 tumour-bearing rats is associated with cyclopentenone prostaglandin accumulation and cancer immunodeficiency.

Journal: Cell biochemistry and function 20060101

Title: Prostaglandin A2 acts as a transactivator for NOR1 (NR4A3) within the nuclear receptor superfamily.

Journal: Biological & pharmaceutical bulletin 20050901

Title: Cyclopentenone prostaglandins PGA2 and 15-deoxy-delta12,14 PGJ2 suppress activation of murine microglia and astrocytes: implications for multiple sclerosis.

Journal: Journal of neuroscience research 20050401

Title: Influence of prostaglandin A2 and 2-methoxyestradiol on Bax and Bcl-2 expression levels in cervical carcinoma cells.

Journal: Biomedical research (Tokyo, Japan) 20050401

Title: The cyclopentenone prostaglandin PGA2 costimulates the maturation of human dendritic cells.

Journal: Experimental hematology 20050201

Title: The cyclopentenone (A2/J2) isoprostanes--unique, highly reactive products of arachidonate peroxidation.

Journal: Antioxidants & redox signaling 20050101

Title: Prostaglandin A2-mediated stabilization of p21 mRNA through an ERK-dependent pathway requiring the RNA-binding protein HuR.

Journal: The Journal of biological chemistry 20041119

Title: Cytotoxicity of the E(2)-isoprostane 15-E(2t)-IsoP on oligodendrocyte progenitors.

Journal: Free radical biology & medicine 20040801

Title: Effects of phenol red on CFU-f differentiation and formation.

Journal: Calcified tissue international 20030801

Title: Role of heme oxygenase-1 protein in the neuroprotective effects of cyclopentenone prostaglandin derivatives under oxidative stress.

Journal: The European journal of neuroscience 20030601

Title: Regulation of heme oxygenase expression by cyclopentenone prostaglandins.

Journal: Experimental biology and medicine (Maywood, N.J.) 20030501

Title: [Ten years' experience in continuous intravenous epoprostenol therapy in severe pulmonary arterial hypertension].

Journal: Revista espanola de cardiologia 20030301

Title: Differential peristaltic motor effects of prostanoid (DP, EP, IP, TP) and leukotriene receptor agonists in the guinea-pig isolated small intestine.

Journal: British journal of pharmacology 20021201

Title: Cyclopentenone prostaglandins induce caspase activation and apoptosis in dendritic cells by a PPAR-gamma-independent mechanism: regulation by inflammatory and T cell-derived stimuli.

Journal: Experimental hematology 20020901

Title: Induction of apoptosis dependent on caspase activities and growth arrest in HL-60 cells by PGA2.

Journal: Prostaglandins & other lipid mediators 20020901

Title: Sox-4 is a positive regulator of Hep3B and HepG2 cells' apoptosis induced by prostaglandin (PG)A(2) and delta(12)-PGJ(2).

Journal: Experimental & molecular medicine 20020731

Title: Peroxisome proliferator-activated receptor gamma agonists inhibit HIV-1 replication in macrophages by transcriptional and post-transcriptional effects.

Journal: The Journal of biological chemistry 20020510

Title: Prostaglandin biosynthesis by midgut tissue isolated from the tobacco hornworm, Manduca sexta.

Journal: Insect biochemistry and molecular biology 20020401

Title: Identification of a tyrosine kinase-phosphorylated protein in arachidonic acid- and prostaglandin A(2)-treated cells in vitro.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20010901

Title: Stimulation of CFU-f formation by prostaglandin E2 is mediated in part by its degradation product, prostaglandin A2.

Journal: Prostaglandins & other lipid mediators 20010501

Title: Prostaglandin biosynthesis by fat body from true armyworms, Pseudaletia unipuncta.

Journal: Insect biochemistry and molecular biology 20010315

Title: Prostaglandins stimulate the stress-induced synthesis of hsp27 and alpha B crystallin.

Journal: Journal of cellular physiology 19970301

Title: Stereoselective conjugation of prostaglandin A2 and prostaglandin J2 with glutathione, catalyzed by the human glutathione S-transferases A1-1, A2-2, M1a-1a, and P1-1.

Journal: Chemical research in toxicology 19970301

Title: Inhibition of nuclear factor kappa B by prostaglandin A1: an effect associated with heat shock transcription factor activation.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19970121

Title: Prostaglandin A inhibits replication of human immunodeficiency virus during acute infection.

Journal: The Journal of general virology 19911101

Title: Prostaglandins antagonize fibroblast proliferation stimulated by tumor necrosis factor.

Journal: Biochemical and biophysical research communications 19910131

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Tags:13345-50-1 Molecular Formula|13345-50-1 MDL|13345-50-1 SMILES|13345-50-1 Prosta-5,10,13-trien-1-oicacid, 15-hydroxy-9-oxo-, (5Z,13E,15S)-