Home Other Building Blocks Prosta-5,9,12-trien-1-oicacid, 15-hydroxy-11-oxo-, (5Z,12E,15S)-

Prosta-5,9,12-trien-1-oicacid, 15-hydroxy-11-oxo-, (5Z,12E,15S)-

CAS No.:
87893-54-7
Catalog Number:
AG004E3T
Molecular Formula:
C20H30O4
Molecular Weight:
334.4498
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥95%
1 week
United States
$412
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Product Description
Catalog Number:
AG004E3T
Chemical Name:
Prosta-5,9,12-trien-1-oicacid, 15-hydroxy-11-oxo-, (5Z,12E,15S)-
CAS Number:
87893-54-7
Molecular Formula:
C20H30O4
Molecular Weight:
334.4498
MDL Number:
MFCD00065805
IUPAC Name:
(Z)-7-[(1S,5E)-5-[(3S)-3-hydroxyoctylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid
InChI:
InChI=1S/C20H30O4/c1-2-3-6-10-17(21)13-14-18-16(12-15-19(18)22)9-7-4-5-8-11-20(23)24/h4,7,12,14-17,21H,2-3,5-6,8-11,13H2,1H3,(H,23,24)/b7-4-,18-14+/t16-,17-/m0/s1
InChI Key:
TUXFWOHFPFBNEJ-GJGHEGAFSA-N
SMILES:
CCCCC[C@@H](C/C=C/1\[C@@H](C/C=C\CCCC(=O)O)C=CC1=O)O
Properties
Complexity:
488  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
2  
Exact Mass:
334.214g/mol
Formal Charge:
0
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
334.456g/mol
Monoisotopic Mass:
334.214g/mol
Rotatable Bond Count:
12  
Topological Polar Surface Area:
74.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.9  
Literature
Title Journal
Prostaglandin D2 toxicity in primary neurons is mediated through its bioactive cyclopentenone metabolites. Neurotoxicology 20131201
Neuroprotective cyclopentenone prostaglandins up-regulate neurotrophic factors in C6 glioma cells. Brain research 20121030
Targeting of histone acetyltransferase p300 by cyclopentenone prostaglandin Δ(12)-PGJ(2) through covalent binding to Cys(1438). Chemical research in toxicology 20120220
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry letters 20101101
Chronic COX-2 inhibition reduces medullary HSP70 expression and induces papillary apoptosis in dehydrated rats. Kidney international 20040201
Expression and molecular pharmacology of the mouse CRTH2 receptor. The Journal of pharmacology and experimental therapeutics 20030801
Delta 12-prostaglandin J2, a plasma metabolite of prostaglandin D2, causes eosinophil mobilization from the bone marrow and primes eosinophils for chemotaxis. Journal of immunology (Baltimore, Md. : 1950) 20030501
Molecular pharmacology of the human prostaglandin D2 receptor, CRTH2. British journal of pharmacology 20021201
Prostaglandin D2 and its metabolites induce caspase-dependent granulocyte apoptosis that is mediated via inhibition of I kappa B alpha degradation using a peroxisome proliferator-activated receptor-gamma-independent mechanism. Journal of immunology (Baltimore, Md. : 1950) 20020615
Characterization of the recombinant human prostanoid DP receptor and identification of L-644,698, a novel selective DP agonist. British journal of pharmacology 19980401
Properties