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D0160

Sigma-Aldrich

16,16-Dimethylprostaglandin E2

methyl acetate solution

Synonym(e):

16,16-Dimethyl-PGE2

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About This Item

Empirische Formel (Hill-System):
C22H36O5
CAS-Nummer:
39746-25-3
Molekulargewicht:
380.52
MDL-Nummer:
MFCD00151141
UNSPSC-Code:
12352211
PubChem Substanz-ID:
24893214
NACRES:
NA.25

Biologische Quelle

synthetic (organic)

Assay

≥98% (HPLC)

Form

methyl acetate solution

Konzentration

10 mg/mL

Funktionelle Gruppe

carboxylic acid

Lipid-Typ

unsaturated FAs

Versandbedingung

wet ice

Lagertemp.

−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

InChIKey

QAOBBBBDJSWHMU-WMBBNPMCSA-N

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Angaben zur Herstellung

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.

Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Central nervous system

Zusätzliche Gefahrenhinweise

EUH066

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 2

Flammpunkt (°F)

8.6 °F

Flammpunkt (°C)

-13 °C

Persönliche Schutzausrüstung

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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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)
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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