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Merck
CN

D4543

Sigma-Aldrich

16,16-Dimethylprostaglandin E2

methyl acetate solution

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About This Item

Empirical Formula (Hill Notation):
C22H36O5
CAS Number:
39746-25-3
Molecular Weight:
380.52
MDL number:
MFCD00151141
UNSPSC Code:
12352200

Key Documents

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form

methyl acetate solution

shipped in

wet ice

storage temp.

−20°C

SMILES string

CCCCC(C)(C)[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O

InChI

1S/C22H36O5/c1-4-5-14-22(2,3)20(25)13-12-17-16(18(23)15-19(17)24)10-8-6-7-9-11-21(26)27/h6,8,12-13,16-17,19-20,24-25H,4-5,7,9-11,14-15H2,1-3H3,(H,26,27)/b8-6-,13-12+/t16-,17-,19-,20-/m1/s1

InChI key

QAOBBBBDJSWHMU-WMBBNPMCSA-N

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Other Notes

Similar to D 0160, but produced by Sigma.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H319,H336

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)

8.6 °F

Flash Point(C)

-13 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
052K1528
014H3846

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Brigitta M Peskar et al.
The Journal of pharmacology and experimental therapeutics, 301(3), 969-974 (2002-05-23)
This study compares the involvement of ATP-sensitive potassium (K(ATP)) channels and prostaglandins in various forms of gastroprotection in the rat. Instillation of 1 ml of 70% ethanol induced severe gastric mucosal damage (lesion index 39 +/- 0.8), which was substantially
Kelly M Towndrow et al.
Chemical research in toxicology, 16(3), 312-319 (2003-03-19)
Prostaglandins (PGs) act locally to maintain cellular homeostasis and stimulate stress response signaling pathways. These cellular effects are diverse and are tissue-dependent. PGE(2), and the synthetic analogue, 11-deoxy,16,16-dimethyl PGE(2) (DDM-PGE(2)), protect renal proximal tubular epithelial (LLC-PK1) cells against cellular injury
Genhai Zhu et al.
Gynecologic oncology, 94(2), 422-426 (2004-08-07)
Emerging evidence supports a role for prostaglandins (PG) and their synthesizing enzyme, cyclooxygenase (COX), in tumor angiogenesis. The objective of this study was to investigate the effects of prostaglandin E(2) (PGE(2)) on the expression of vascular endothelial growth factor (VEGF)
Elena Piazuelo et al.
Prostaglandins & other lipid mediators, 81(3-4), 150-161 (2006-11-07)
Accumulating evidence suggests that COX-2-derived prostaglandin E(2) (PGE(2)) plays an important role in esophageal adenocarcinogenesis. Recently, PGE(2) receptors (EP) have been shown to be involved in colon cancer development. Since it is not known which receptors regulate PGE(2) signals in
Marco Failla et al.
American journal of respiratory cell and molecular biology, 41(1), 50-58 (2008-12-09)
In this study, we evaluated the protective effect and therapeutic potential of the prostaglandin E(2) (PGE(2)) synthetic analog 16,16-dimethyl-PGE(2) (dmPGE(2)) in the animal model of pulmonary fibrosis induced by bleomycin. Mice subjected to intratracheal administration of bleomycin (1 mg/kg) received
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