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P5515

Prostaglandin E₁

Name: Prostaglandin E<SUB>1</SUB>
Brand: SIGMA

≥98% (HPLC), powder, vasodilator

Synonym(s):

(11α,13E,15S)-11,15-Dihydroxy-9-oxoprost-13-enoic acid, Alprostadil, PGE₁

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₃₄O₅

CAS Number:

745-65-3

Molecular Weight:

354.48

PubChem Substance ID:

57654538

eCl@ss:

42020658

UNSPSC Code:

12352211

NACRES:

NA.77

EC Number:

212-017-2

MDL number:

MFCD00077860

Beilstein/REAXYS Number:

5294062

Assay:

≥98% (HPLC)

Form:

(powder to crystals)

Quality level:

200

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Properties

Product Name

Prostaglandin E₁, ≥98% (HPLC), synthetic

biological source

synthetic

Quality Level

200

assay

≥98% (HPLC)

form

(powder to crystals)

solubility

ethanol: 5 mg/mL

storage temp.

−20°C

SMILES string

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

InChI

1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1

InChI key

GMVPRGQOIOIIMI-DWKJAMRDSA-N

Gene Information

human ... PTGER1(5731), PTGER2(5732), PTGIR(5739)
mouse ... Ptger1(19216), Ptger2(19217), Ptger3(19218), Ptger4(19219)

Description

Application

Prostaglandin E1 has been used:

as a platelet inhibitor to analyse its effect on autophagy
in platelet adhesion assay
to investigate its effect on cAMP production in thyroid glands of normal and growth-retarded mouse in vitro.

Biochem/physiol Actions

Prostaglandin E1 (PGE1) is a hormone synthesized from dihomo-γ-linolenic acid (DGLA) by the action of enzyme prostaglandin synthase. It is a vasodilator and activates adenylate cyclase. It is majorly present in human semen and is a potent platelet aggregation inhibitor. PGE1 infusions is effective in treating limb ischemia and peripheral vascular disease. It is unstable and is hydrolyzed to PGA1 in the lungs. Nanoparticle encapsulation of PGE1 is essential for its delivery at the vascular injury site. It elicits vasodilator effects on the retinal artery and vein in central retinal artery occlusion (CRAO). PGE1 and its synthetic analog misoprostol interact with E-prostanoid receptor 4 (EP4) and elicits protection in chronic myelogenous leukemia (CML).

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pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Articles

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Global Trade Item Number

SKU	GTIN
P5515-5MG	04061834391852
P5515-1MG	04061834391845
P5515-10MG	04061834391838