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900130E

Avanti

13(S)HODE

Avanti Research™ - A Croda Brand (900130E), ethanol solution

Synonym(s):

13S-Hydroxy-9Z,11E-octadecanoic acid

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About This Item

Empirical Formula (Hill Notation):
C18H32O3
CAS Number:
29623-28-7
Molecular Weight:
296.44
MDL number:
MFCD00065833
UNSPSC Code:
12352211
NACRES:
NA.25

assay

99% (TLC)

form

ethanol solution

packaging

pkg of 1 × 1 mg (900130E-1mg)
pkg of 1 × 500 μg (900130E-500ug)

manufacturer/tradename

Avanti Research™ - A Croda Brand (900130E)

concentration

1 mg/mL (900130E-1MG)
500 μg/mL (900130E-500UG)

lipid type

neutral glycerides
neutral lipids

shipped in

dry ice

storage temp.

−70°C

SMILES string

O[C@@H](CCCCC)\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

General description

13-S-hydroxyoctadecadienoic acid (13(S)HODE) is a metabolite of 15-lipoxygenase (15-LOX). It is an endogenous ligand of peroxisome proliferator-activated receptorγ (PPARγ).[1]

Biochem/physiol Actions

13-S-hydroxyoctadecadienoic acid (13(S)HODE) inhibits cell proliferation and induces apoptosis in many human cancers.[1] It also enhances the activity of nuclear factor κ light chain enhancer of activated B cells (NF-κB) in keratinocytes.[2]

Packaging

2ml Amber Glass Sealed Ampule

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

55.4 °F

flash_point_c

13 °C

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Huiling Yuan et al.
Thorax, 65(4), 321-326 (2010-04-15)
15-S-Hydroxyeicosatetraenoic acid (15(S)-HETE) and 13-S-hydroxyoctadecadienoic acid (13(S)-HODE), both of which are metabolites of 15-lipoxygenases (15-LOXs), are endogenous ligands for peroxisome proliferator-activated receptor gamma (PPARgamma). The activation of PPARgamma inhibits cell growth and induces apoptosis in some cancers. The role of
Eisaku Ogawa et al.
The Journal of investigative dermatology, 131(3), 604-612 (2010-11-12)
Fatty acid-binding proteins (FABPs) are postulated to serve as lipid shuttles that solubilize hydrophobic fatty acids and deliver them to appropriate intracellular sites. Epidermal FABP (E-FABP/FABP5) is predominantly expressed in keratinocytes and is overexpressed in the actively proliferating tissue characteristic

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