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Prostaglandin E2_Molecular_structure_CAS_363-24-6)
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Prostaglandin E2

Catalog No. P4172 Name Sigma Aldrich
CAS Number 363-24-6 Website http://www.sigmaaldrich.com
M. F. C20H32O5 Telephone 1-800-521-8956
M. W. 352.46508 Fax
Purity ≥98% (TLC) Email
Storage Chembase ID: 793


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


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


Purity ≥98% (TLC)
GHS Pictograms GHS07
GHS Pictograms GHS08
GHS Signal Word Danger
GHS Hazard statements H302-H360
European Hazard Symbols Toxic 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


Description (English)
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