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D0160

Sigma-Aldrich

16,16-Dimethylprostaglandin E2

methyl acetate solution

Sinónimos:

16,16-Dimethyl-PGE2

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About This Item

Fórmula empírica (notación de Hill):
C22H36O5
Número de CAS:
39746-25-3
Peso molecular:
380.52
MDL number:
MFCD00151141
UNSPSC Code:
12352211
PubChem Substance ID:
24893214
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
GHS02,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

supp_hazards

EUH066

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

Certificados de análisis (COA)

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Sara S Roscioni et al.
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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)
Melissa B Hansen-Petrik et al.
Cancer research, 62(2), 403-408 (2002-01-26)
Nonsteroidal anti-inflammatory drugs (NSAIDs) are antitumorigenic in humans as well as in animal models of intestinal neoplasia, such as the adenomatous polyposis coli (Min/+) (Apc(Min/+)) mouse. NSAIDs inhibit cyclooxygenase (COX) isozymes, which are responsible for the committed step in prostaglandin
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
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
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