P5390

Prostaglandin B₂

≥98%, synthetic

• Synonym(s): (5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5,8(12),13-trien-1-oic acid, PGB₂
• Empirical Formula (Hill Notation): C₂₀H₃₀O₄
• CAS Number: 13367-85-6
• Molecular Weight: 334.45
• Beilstein: 2153006
• MDL number: MFCD00065730
• UNSPSC Code: 12352211
• PubChem Substance ID: 24898630
• NACRES: NA.77

Properties

• biological source: synthetic
• Quality Level: 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.

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H319,H336
• Precautionary Statements: P210 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
• Target Organs: Central nervous system
• Supplementary Hazards: EUH066
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 15.8 °F
• Flash Point(C): -9 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves