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P7265

Prostaglandin A1

≥98% (HPLC), powder, NF-κB inhibitor

Synonym(s):

(13E,15S)-15-Hydroxy-9-oxoprosta-10,13-dien-1-oic acid, PGA1

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About This Item

Empirical Formula (Hill Notation):
C20H32O4
CAS Number:
Molecular Weight:
336.47
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Beilstein/REAXYS Number:
2003401
Assay:
≥98%
Form:
powder
Quality level:
Pricing and availability is not currently available.
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Product Name

Prostaglandin A1, synthetic

biological source

synthetic

Quality Level

assay

≥98%

form

powder

storage temp.

−20°C

SMILES string

O=C1[C@H](CCCCCCC(O)=O)[C@@H](/C=C/[C@H](CCCCC)O)C=C1

InChI

1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12-18,21H,2-11H2,1H3,(H,23,24)/b14-12+/t16-,17-,18+/m0/s1

InChI key

BGKHCLZFGPIKKU-LDDQNKHRSA-N

Biochem/physiol Actions

Prostaglandin A1 (PGA1) is a cyclopentenone prostaglandin containing chemically reactive α,β-unsaturated carbonyl. This cyclooxygenase 2 (COX-2) metabolic product aids in regulating the development and progression of Alzheimer′s disease (AD). In addition, PGA1 also regulates various biological processes via Michael addition. It exhibits antiviral activity against avian influenza A viruses (IAV) by inducing cytoprotective heat shock response in infected cells and by inhibiting nuclear factor-κB (NF-κB) activity.

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This Item
1578500P7527900100P
assay

≥98%

assay

-

assay

≥60% (HPLC)

assay

>99% (TLC)

form

powder

form

-

form

powder

form

powder

Quality Level

200

Quality Level

-

Quality Level

200

Quality Level

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

biological source

synthetic

biological source

-

biological source

synthetic (organic)

biological source

-


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pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Articles

Discover Bioactive Small Molecules for Lipid Signaling Research


S Fukushima et al.
Advanced drug delivery reviews, 45(1), 65-75 (2000-12-06)
Antitumor prostaglandins(PGs) such as Delta12-PGJ2 and Delta7-PGA1 possess a cyclopentenone or cross-conjugated dienone structures. Antitumor PGs are actively incorporated through cell membrane and control gene expression. Very recent studies clarified that P53 independent expression of p21 and gadd 45, activation
Marta Renedo et al.
Biochemistry, 46(22), 6607-6616 (2007-05-11)
Cyclopentenone prostanoids (cyP) arise as important modulators of inflammation and cell proliferation. Although their physiological significance has not been fully elucidated, their potent biological effects have spurred their study as leads for the development of therapeutic agents. A key determinant
Beatriz Díez-Dacal et al.
Cancer research, 71(12), 4161-4171 (2011-04-22)
Cyclopentenone prostaglandins (cyPG) are reactive eicosanoids that may display anti-inflammatory and antiproliferative actions, possibly offering therapeutic potential. Here we report the identification of members of the aldo-keto reductase (AKR) family as selective targets of the cyPG prostaglandin A(1) (PGA(1)). AKR



Global Trade Item Number

SKUGTIN
P7265-5MG04061834394532
P7265-1MG04061826676639
P7265-10MG04061832785912

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