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Merck

H9146

Sigma-Aldrich

13(S)-Hydroxyoctadeca-9Z,11E-dienoic acid

90-100 μg/mL in ethanol, ≥98%

Synonym(e):

13(S)-HODE

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About This Item

Empirische Formel (Hill-System):
C18H32O3
CAS-Nummer:
Molekulargewicht:
296.44
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

≥98%

Konzentration

90-100 μg/mL in ethanol

Lagertemp.

−20°C

SMILES String

CCCCC[C@H](O)\C=C\C=C/CCCCCCCC(O)=O

InChI

1S/C18H32O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15,17,19H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+/t17-/m0/s1

InChIKey

HNICUWMFWZBIFP-IRQZEAMPSA-N

Biochem./physiol. Wirkung

Expression of 15-lipoxygenase-1 (15-LOX-1) and its main product, 13(S)-HODE, are decreased in human colorectal and esophageal cancers. Certain non-steroidal anti-inflammatory drugs (NSAIDs) can induce apoptosis in human colon cancer cells by increased expression of 15-LOX-1, which down-regulates PPAR-delta through 13-HODE.
PPARγ agonist

Leistungsmerkmale und Vorteile

This compound is featured on the Nuclear Receptors (PPARs) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Verpackung

abgefüllt unter Argon

Piktogramme

FlameExclamation mark

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Eye Irrit. 2 - Flam. Liq. 2

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 1

Flammpunkt (°F)

57.2 °F

Flammpunkt (°C)

14 °C


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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

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Claus Schneider et al.
Cancer metastasis reviews, 30(3-4), 277-294 (2011-10-18)
Cancer initiation and progression are multistep events that require cell proliferation, migration, extravasation to the blood or lymphatic vessels, arrest to the metastatic site, and ultimately secondary growth. Tumor cell functions at both primary or secondary sites are controlled by
Shing Hwa Liu et al.
British journal of pharmacology, 160(8), 1963-1972 (2010-07-24)
Peroxisome proliferator-activated receptor-gamma (PPAR-gamma), COX-2 and 15-lipoxygenase (LOX)-1 have been shown to be involved in tumour growth. However, the roles of PPAR-gamma, COX-2 or 15-LOX-1 in gastric tumourigenesis remain unclear. Here, we investigate the role of 15-LOX-1 induction by honokiol
Ming-Yue Li et al.
American journal of respiratory cell and molecular biology, 43(6), 674-683 (2010-01-19)
Peroxisome proliferator-activated receptor (PPAR)-α and PPARγ participate in cell proliferation and apoptosis. Few studies have simultaneously investigated both PPARα and PPARγ in lung cancers in vivo. The roles of PPARα and -γ were investigated in the development of pulmonary tumors
Ulaganathan Mabalirajan et al.
Journal of applied physiology (Bethesda, Md. : 1985), 107(4), 1285-1292 (2009-07-25)
We showed recently that IL-4 causes mitochondrial dysfunction in allergic asthma. IL-4 is also known to induce 12/15-lipoxygenase (12/15-LOX), a potent candidate molecule in asthma. Because vitamin E (Vit-E) reduces IL-4 and inhibits 12/15-LOX in vitro, here we tested the
Anna Z Pollack et al.
American journal of epidemiology, 175(7), 645-652 (2012-02-04)
Exposures to cadmium, lead, and mercury are associated with adverse health effects, including cardiovascular disease, which may be promoted by lipid peroxidation. The authors examined cadmium, lead, and mercury in relation to plasma levels of F(2)-8α isoprostanes (isoprostane), 9-hydroperoxy-10,12-octadecadienoic acid

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