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P6188

Sigma-Aldrich

Prostaglandin I2 sodium salt

≥96% (HPLC), synthetic, powder

Synonyme(s) :

Epoprostenol sodium

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About This Item

Formule empirique (notation de Hill):
C20H31NaO5
Numéro CAS:
61849-14-7
Poids moléculaire :
374.45
Numéro Beilstein :
6472195
Numéro CE :
263-273-7
Code UNSPSC :
12352401
eCl@ss :
42020658
ID de substance PubChem :
24898653
Nomenclature NACRES :
NA.77

Source biologique

synthetic

Pureté

≥96% (HPLC)

Forme

powder

Couleur

white to off-white

Solubilité

H2O: 1 mg/mL (Hydrolyzes to 6-ketoprostaglandin F1α in aqueous solution.)
ethanol: 50 mg/mL

Groupe fonctionnel

carboxylic acid
hydroxyl

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@@](O/2)([H])[C@]1([H])CC2=C\CCCC(O)=O.[Na]

InChI

1S/C20H32O5.Na/c1-2-3-4-8-15(21)10-11-16-17(22)12-18-20(16)14(13-25-18)7-5-6-9-19(23)24;/h7,10-11,15-18,20-22H,2-6,8-9,12-13H2,1H3,(H,23,24);/q;+1/p-1/b11-10+,14-7-;/t15-,16-,17+,18-,20+;/m0./s1

Clé InChI

OURCVRVJQMLUNA-QFDVFERUSA-M

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Catégories apparentées

Application

Prostaglandin I2 sodium salt has been used:
  • in the preparation of stock solution for platelet washing procedure
  • as supplement in platelet-rich-plasma, for platelet preparation
  • to prevent platelet activation

Actions biochimiques/physiologiques

Prostacyclin is a short-lived product of the cyclooxygenase pathway in vascular endothelial cells. It is a potent inhibitor of platelet aggregation by antagonizing thromboxane A2 and stimulating platelet adenylyl cyclase. Nitric oxide is also produced in vascular endothelium where it inhibits platelet aggregation, regulates inducible cyclooxygenase production, and may work synergistically with prostacyclin to attenuate the thrombotic process. Prostacyclin is vasoprotective, protecting arterial walls from injury-induced lesions and cytoprotective in the liver and gastrointestinal tract.
Prostacyclin therapy improves hemodynamics in pulmonary arterial hypertension.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Vijayakumar Chinnathambi et al.
Hypertension (Dallas, Tex. : 1979), 61(3), 647-654 (2013-01-23)
Sex steroid hormones estradiol and progesterone play an important role in vascular adaptations during pregnancy. However, little is known about the role of androgens. Plasma testosterone (T) levels are elevated in preeclampsia, mothers with polycystic ovary, and pregnant African American
D Salvemini
Cellular and molecular life sciences : CMLS, 53(7), 576-582 (1997-07-01)
Nitric oxide (NO), derived from L-arginine (L-Arg) by the enzyme nitric oxide synthase (NOS) is involved in the regulation of several important physiological and pathophysiological functions. The mechanisms by which NO exerts some of its beneficial or detrimental effects include
Ryszard J Gryglewski
Pharmacological reports : PR, 60(1), 3-11 (2008-02-16)
Prostanoids are cyclic lipid mediators which arise from enzymic cyclooxygenation of linear polyunsaturated fatty acids, e.g. arachidonic acid (20:4 n 6, AA). Biologically active prostanoids deriving from AA include stable prostaglandins (PGs), e.g. PGE(2), PGF(2alpha), PGD(2), PGJ(2) as well as
Y Numaguchi et al.
Arteriosclerosis, thrombosis, and vascular biology, 19(3), 727-733 (1999-03-12)
Prostacyclin (PGI2), a metabolite of arachidonic acid, has the vasoprotective effects of vasodilation, anti-platelet aggregation, and inhibition of smooth muscle cell proliferation. We hypothesized that an overexpression of endogenous PGI2 may accelerate the recovery from endothelial damage and inhibit neointimal
Sophie Blaise et al.
Journal of clinical pharmacology, 53(1), 58-66 (2013-02-13)
Prostacyclin analogues are the most effective drugs to treat sclerodermic digital ulcers, but their systemic use is limited by their frequent side effects. The authors tested whether the prostacyclin analogues treprostinil and iloprost, delivered by cutaneous iontophoresis, induce sustained vasodilatation.
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