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Key Documents

D0160

Sigma-Aldrich

16,16-Dimethylprostaglandin E2

methyl acetate solution

Synonym(s):

16,16-Dimethyl-PGE2

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About This Item

Empirical Formula (Hill Notation):
C22H36O5
CAS Number:
Molecular Weight:
380.52
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic (organic)

assay

≥98% (HPLC)

form

methyl acetate solution

concentration

10 mg/mL

functional group

carboxylic acid

lipid type

unsaturated FAs

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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Preparation Note

Agitation or brief ultrasonication may be necessary for restoration of solutions which have been precipitated due to freezing. The methyl acetate can be removed using N2 or vacuum. Stock solutions of 1-5 mg/ml in absolute alcohol may be prepared and diluted with isotonic saline.

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

supp_hazards

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

8.6 °F

flash_point_c

-13 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Tomonori Kunikata et al.
Digestive diseases and sciences, 47(4), 894-904 (2002-05-07)
We evaluated the effect of various PGE analogs specific to EP receptor subtypes on indomethacin-induced small intestinal lesions in rats and investigated the relationship of EP receptor subtype with the PGE action using EP receptor knockout mice. Animals were administered
Sara S Roscioni et al.
British journal of pharmacology, 162(1), 193-209 (2010-09-02)
Changes in airway smooth muscle (ASM) phenotype may contribute to the pathogenesis of airway disease. Platelet-derived growth factor (PDGF) switches ASM from a contractile to a proliferative, hypo-contractile phenotype, a process requiring activation of extracellular signal-regulated kinase (ERK) and p70(S6)
Corey Cutler et al.
Blood, 122(17), 3074-3081 (2013-09-03)
Umbilical cord blood (UCB) is a valuable source of hematopoietic stem cells (HSCs) for use in allogeneic transplantation. Key advantages of UCB are rapid availability and less stringent requirements for HLA matching. However, UCB contains an inherently limited HSC count
Felicita E Baratelli et al.
Journal of immunology (Baltimore, Md. : 1950), 173(9), 5458-5466 (2004-10-21)
Dendritic cell (DC) migration is crucial for the initiation of immune responses. The balance between metalloproteinases (MMP) and tissue inhibitors of metalloproteinases (TIMP) has been shown to modulate DC migration. PGE2, which is overproduced in a wide variety of human
Kikuko Amagase et al.
Journal of gastroenterology and hepatology, 25 Suppl 1, S111-S118 (2010-07-14)
We examined the effect of lafutidine, a histamine H(2) receptor antagonist with a mucosal protective action mediated by capsaicin-sensitive sensory neurons (CSN), on intestinal lesions produced by loxoprofen administration in rats. Animals were given loxoprofen (10-100 mg/kg p.o.) and killed

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