P4547
Prostaglandin A2 solution
10 mg/mL in methyl acetate, ~95%, synthetic
Synonym(s):
(5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5,10,13-trien-1-oic acid, PGA2
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About This Item
Empirical Formula (Hill Notation):
C20H30O4
CAS Number:
Molecular Weight:
334.45
Beilstein/REAXYS Number:
2221844
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
biological source
synthetic
assay
~95%
concentration
10 mg/mL in methyl acetate
storage temp.
−20°C
SMILES string
[H][C@]1(\C=C\[C@@H](O)CCCCC)C=CC(=O)[C@]1([H])C\C=C/CCCC(O)=O
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Biochem/physiol Actions
Blocks cell cycle at G2/M; induces apoptosis in tumor cells; inhibits viral replication; PPARγ agonist.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
target_organs
Central nervous system
supp_hazards
Storage Class
3 - Flammable liquids
wgk_germany
WGK 2
flash_point_f
15.8 °F
flash_point_c
-9 °C
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Martin Thurnher et al.
Experimental hematology, 33(2), 144-150 (2005-01-29)
Dendritic cells (DCs), also referred to as the sentinels of the immune system, induce and coordinate important functions of immune surveillance. Prostaglandin E2 (PGE2), a member of the eicosanoid family of arachidonic acid derivatives, is widely used to enhance the
Patricia Reyes-Martin et al.
Pharmacological research, 57(5), 344-350 (2008-05-06)
15-Deoxy-delta12,14-prostaglandin-J(2) (15d-PGJ(2)) has potent anti-inflammatory effects including the inhibition of interleukin-1beta (IL-1beta)-induced expression of cyclooxygenase-2 (COX-2) and prostaglandin E(2) (PGE(2)) production in several cell types. 15d-PGJ(2) contains an alpha,beta-unsaturated electrophilic ketone and several evidences suggest that thiol reducing agents prevent
Ginger L Milne et al.
Antioxidants & redox signaling, 7(1-2), 210-220 (2005-01-15)
Cyclopentenone (A2/J2) isoprostanes (IsoPs) are a group of prostaglandin (PG)-like compounds generated in vivo from the free radical-induced peroxidation of arachidonic acid. Unlike other classes of IsoPs, cyclopentenone IsoPs contain highly reactive unsaturated carbonyl moieties on the prostane ring analogous
M Fukushima et al.
Advances in prostaglandin, thromboxane, and leukotriene research, 19, 415-418 (1989-01-01)
Prostaglandin(PG)s of the A and J series are categorized as antitumor, antiviral PGs. They have a reactive alpha, beta-unsaturated carbonyl in the cyclopentenone ring, which could be the active moiety. They are actively incorporated into cells and in part transferred
David W Stanley et al.
Journal of insect physiology, 58(6), 837-849 (2012-03-28)
Prostaglandins (PGs) and other eicosanoids are oxygenated metabolites of arachidonic acid and two other C(20) polyunsaturated fatty acids. While most well studied in mammals, PGs exert important actions in insects and virtually all other invertebrates. We have been researching the
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