Prostaglandin E2

• Catalog No.: 82475
• CAS Number: 363-24-6
• M. F.: C20H32O5
• M. W.: 352.46508
• Purity: ≥99.0% (TLC)

SYNONYMS

• IUPAC name: 7-[(1R,2R,3R)-3-hydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid
• IUPAC Traditional name: 7-[(1R,2R,3R)-3-hydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid
• Synonyms: PGE2; Dinoprostone; (5Z,11α,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid

DATABASE IDS

• CAS Number: 363-24-6
• Beilstein Number: 4709356
• MDL Number: MFCD00077861
• EC Number: 206-656-6

PROPERTIES

• Empirical Formula (Hill Notation): C20H32O5
• Purity: ≥99.0% (TLC)
• Solubility: acetone: soluble10 mg/mL, clear, colorless to faintly yellow
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H360
• European Hazard Symbols: Toxic (T)
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• GHS Precautionary statements: P201-P308 + P313
• Risk Statements: 60-61-22
• RTECS: UK8000000
• Safety Statements: 53-22-26-36/37/39-45
• Storage Temperature: -20°C
• German water hazard class: 3

DETAILS

Description (English)

Other Notes
Differential effect of PGE2 on transforming growth factor-β, and insulin-induced collagen formation in lung fibroblasts2
Biochem/physiol Actions
Most biologically active prostaglandin. PGE2 induces cervical ripening and parturition; mediates bradykinin-induced vasodilation; regulates adenylyl cyclase. Tumor cells that over-express cyclooxygenase 2 display increased invasiveness, angiogenesis, and resistance to apoptosis that may be due to the PGE2-induced expression of angiogenic factors and stabilization of the anti-apoptotic protein, survivin.The effect of PGE2 on the immune system is mixed. It inhibits T cell activation in vitro, suggesting it is an immunosuppressant. However, in vivo, it appears to effect expansion of the Th17 subset and differentiation of the Th1 subset of T helper cells, marking it as an immunoactivator.1

Description (简体中文)

Other Notes
Differential effect of PGE2 on transforming growth factor-β, and insulin-induced collagen formation in lung fibroblasts2
Biochem/physiol Actions
Most biologically active prostaglandin. PGE2 induces cervical ripening and parturition; mediates bradykinin-induced vasodilation; regulates adenylyl cyclase. Tumor cells that over-express cyclooxygenase 2 display increased invasiveness, angiogenesis, and resistance to apoptosis that may be due to the PGE2-induced expression of angiogenic factors and stabilization of the anti-apoptotic protein, survivin.The effect of PGE2 on the immune system is mixed. It inhibits T cell activation in vitro, suggesting it is an immunosuppressant. However, in vivo, it appears to effect expansion of the Th17 subset and differentiation of the Th1 subset of T helper cells, marking it as an immunoactivator.1