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:
2221844
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
Pricing and availability is not currently available.
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
Target Organs
Central nervous system
Supplementary Hazards
Storage Class Code
3 - Flammable liquids
WGK
WGK 2
Flash Point(F)
15.8 °F
Flash Point(C)
-9 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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
K Ohno et al.
Chemico-biological interactions, 78(1), 67-75 (1991-01-01)
Prostaglandin A2 (PGA2) stimulates the biosynthesis of gamma-glutamylcysteine synthetase and elevates glutathione (GSH) contents in cultured mammalian cells. To clarify the importance of gamma-glutamylcysteine synthetase induction in the defence of endothelial cells against oxidative stress, the effect of PGA2 on
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