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P5390

Prostaglandin B₂

Name: Prostaglandin B<SUB>2</SUB>
Brand: SIGMA

≥98%, synthetic

Synonym(s):

(5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5,8(12),13-trien-1-oic acid, PGB₂

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₃₀O₄

CAS Number:

13367-85-6

Molecular Weight:

334.45

UNSPSC Code:

12352211

NACRES:

NA.77

PubChem Substance ID:

24898630

MDL number:

MFCD00065730

Beilstein/REAXYS Number:

2153006

Assay:

≥98%

Form:

solution

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Properties

biological source

synthetic

Quality Segment

100

assay

≥98%

form

solution

solubility

ethanol: ~100 mg/mL, PBS, pH 7.2: ~2 mg/mL, DMSO: ~50 mg/mL

storage temp.

−20°C

SMILES string

CCCCC[C@H](O)\C=C\C1=C(C\C=C/CCCC(O)=O)C(=O)CC1

InChI

1S/C20H30O4/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/h4,7,12,14,17,21H,2-3,5-6,8-11,13,15H2,1H3,(H,23,24)/b7-4-,14-12+/t17-/m0/s1

InChI key

PRFXRIUZNKLRHM-HKVRTXJWSA-N

Description

Application

Prostaglandin B2 has been used as an internal standard in high-performance liquid chromatography (HPLC).

Biochem/physiol Actions

Prostaglandin B2 (PGB2) is an eicosanoid and a lipid mediator. It is synthesized by the dehydration of PGE2. It is a primary prostaglandin associated with the osteoblasts and may induce pulmonary hypertension. PGB2 is also reported to inhibit glucagon stimulated glycogenolysis and forskolin-stimulated adenylate cyclase activity in plasma membranes.

Physical form

Prostaglandin B₂ is supplied as a solution in methyl acetate

Preparation Note

PGB₂ is provided as a solution in methyl acetate. To change the solvent, evaporate the methyl acetate under a gentle stream of nitrogen and immediately add the solvent of choice. PGB₂, purged with an inert gas, is soluble in ethanol at ~100 mg/mL, DMSO at ~50 mg/mL and in dimethyl formamide at ~ 75 mg/mL.

Disclaimer

Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.

pictograms

GHS02,GHS07

signalword

Danger

hcodes

H225,H319,H336

pcodes

P210 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

target_organs

Central nervous system

supp_hazards

EUH066

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

15.8 °F

flash_point_c

-9 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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