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900115P

Avanti

PGA1

Prostaglandin A1, powder

Synonym(s):

7-[(1R,2S)-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]heptanoic acid

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About This Item

Empirical Formula (Hill Notation):
C20H32O4
CAS Number:
14152-28-4
Molecular Weight:
336.47
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (900115P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 900115P

shipped in

dry ice

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-BGEXMHJYSA-N

General description

Prostaglandin A1(PGA1) belongs to the class of cyclopentenone prostaglandin. PGA1 is generated by the dehydration of prostaglandin E1 (PGE1).
Prostaglandins (PG) are hormones present in many tissues and organs. They are long chain polyunsaturated fatty acids. PGA1 is a cyclopentenone molecule.

Application

Prostaglandin A1(PGA1) has been used to activate Ca2+ channel of human sperm (CatSper).

Biochem/physiol Actions

Prostaglandin A1 (PGA1) boosts the expression of human liver-specific cytochrome P450 4F3B (CYP4F3B) and stimulates the synthesis of 20-hydroxy-eicosatetraenoic acids (HETEs). It has an ability to stimulate cell differentiation, ferritin synthesis and heat shock response in human cells. PGA1 exhibits antitumor and antiviral activities. In addition, it also elicits anti-inflammatory effects by activating peroxisome proliferator-activated receptor (PPAR). Elevated levels of PGA1 has been observed in hypertension patients.
Prostaglandins (PG) mediates various physiological functions and the action of blood vessels. PGA1 also inhibits viral replication and promotes heat shock protein (HSP) expression, exhibiting neuroprotection. PGA1 is known to relieve cellular stress.

Packaging

5 mL Amber Glass Screw Cap Vial (900115P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H360F

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1B

Storage Class Code

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

Regulatory Information

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Regulation of prostaglandin A1-induced heat shock protein expression in isolated cardiomyocytes
Cornelussen RNM, et al.
Journal of Molecular and Cellular Cardiology, 33(8), 1447-1454 (2001)
n-3 Omega fatty acids: a review of current knowledge
Gogus U and Smith U
International Journal of Food Science and Technology, 45(3), 417-436 (2010)
Prostaglandin A1 inhibits rotenone-induced apoptosis in SH-SY5Y cells
Wang X, et al.
Journal of Neurochemistry, 83(5), 1094-1102 (2002)
Induction of ferritin and heat shock proteins by prostaglandin A1 in human monocytes: Evidence for transcriptional and post-transcriptional regulation
Elia G, et al.
European Journal of Biochemistry, 264(3), 736-745 (1999)
Polyunsaturated fatty acid metabolism signature in ischemia differs from reperfusion in mouse intestine
Gobbetti T, et al.
PLoS ONE, 8(9), e75581-e75581 (2013)
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