H9146
13(S)-Hydroxyoctadeca-9Z,11E-dienoic acid
90-100 μg/mL in ethanol, ≥98%
Synonym(s):
13(S)-HODE
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About This Item
Empirical Formula (Hill Notation):
C18H32O3
CAS Number:
Molecular Weight:
296.44
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
200-578-6
MDL number:
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
SMILES string
CCCCC[C@H](O)\C=C\C=C/CCCCCCCC(O)=O
assay
≥98%
concentration
90-100 μg/mL in ethanol
storage temp.
−20°C
Quality Level
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2
Storage Class
3 - Flammable liquids
wgk
WGK 1
flash_point_f
57.2 °F
flash_point_c
14 °C
Regulatory Information
危险化学品
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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
Igor Ivanov et al.
Proteins, 80(3), 703-712 (2011-12-23)
Mammalian lipoxygenases (LOXs) have been implicated in cellular defense response and are important for physiological homeostasis. Since their discovery, LOXs have been believed to function as monomeric enzymes that exhibit allosteric properties. In aqueous solutions, the rabbit 12/15-LOX is mainly
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
Veronika Paluchova et al.
Molecular nutrition & food research, 64(11), e1901238-e1901238 (2020-04-12)
The docosahexaenoic acid ester of hydroxy linoleic acid (13-DHAHLA) is a bioactive lipid with anti-inflammatory properties from the family of fatty acid esters of hydroxy fatty acids (FAHFA). To explore the biosynthesis of 13-DHAHLA from dietary oils, C57BL/6N mice are
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