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Merck

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H9146

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

90-100 μg/mL in ethanol, ≥98%

Synonym(e):

13(S)-HODE

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Über diesen Artikel

Empirische Formel (Hill-System):
C18H32O3
CAS-Nummer:
Molekulargewicht:
296.44
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
200-578-6
MDL number:


Quality Level

assay

≥98%

concentration

90-100 μg/mL in ethanol

storage temp.

−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

InChI key

HNICUWMFWZBIFP-IRQZEAMPSA-N

Biochem/physiol Actions

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

Features and Benefits

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.

Packaging

Packaged under Argon.


pictograms

FlameExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Lagerklasse

3 - Flammable liquids

wgk

WGK 1

flash_point_f

57.2 °F

flash_point_c

14 °C



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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



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