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Merck
CN

900409C

Avanti

9-PAHSA

Avanti Research™ - A Croda Brand

Synonym(s):

9-(palmitoyloxy)octadecanoic acid

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About This Item

Empirical Formula (Hill Notation):
C34H66O4
CAS Number:
1481636-31-0
Molecular Weight:
538.89
MDL number:
MFCD29905056
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

9-PAHSA, Avanti Research™ - A Croda Brand 900409C

InChI

1S/C34H66O4/c1-3-5-7-9-11-12-13-14-15-16-18-23-27-31-34(37)38-32(28-24-20-17-10-8-6-4-2)29-25-21-19-22-26-30-33(35)36/h32H,3-31H2,1-2H3,(H,35,36)

InChI key

MHQWHZLXDBVXML-UHFFFAOYSA-N

SMILES string

CCCCCCCCCC(OC(CCCCCCCCCCCCCCC)=O)CCCCCCCC(O)=O

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (900409C-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 900409C

concentration

1 mg/mL (900409C-1mg)

lipid type

neutral glycerides
neutral lipids

shipped in

dry ice

storage temp.

−20°C

Application

9-(Palmitoyloxy)octadecanoic acid or 9-PAHSA might be used as a standard to confirm the quantification of fatty acid esters of hydroxy fatty acids (FAHFAs) by liquid chromatography–mass spectrometry (LC-MS). It has also been used to study its effect on apoptosis.

Biochem/physiol Actions

Palmitic acid and hydroxystearic acid (PAHSA) levels correlate highly with insulin sensitivity and are reduced in adipose tissue and serum of insulin-resistant humans. In adipocytes, PAHSAs signal through G-protein-coupled receptor 120 (GPR120) to enhance insulin-stimulated glucose uptake. PAHSAs are fatty acid esters of hydroxy fatty acids (FAHFAs), which are endogenous lipids with the potential to treat diabetes and inflammation.

General description

9-(Palmitoyloxy)octadecanoic acid (9-PAHSA) is a palmitic acid ester of 9-hydroxystearic acid.

Packaging

5 mL Clear Glass Sealed Ampule (900409C-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system, Liver,Kidney

wgk

WGK 3

Regulatory Information

危险化学品
易制毒化学品（2类）
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Thu Huong Pham et al.
Molecules (Basel, Switzerland), 24(2) (2019-01-13)
Fatty acid esters of hydroxy fatty acids (FAHFA), diglycerides (DG) and monoacetyldiglycerides (MAcDG) are gaining interest as functional lipids in pharmaceuticals and functional food formulations for managing and treating metabolic or inflammatory diseases. Herein, we investigated whether the antler and/or
Yan-Mei Wang et al.
Biochemical and biophysical research communications, 506(1), 153-160 (2018-10-21)
Browning of white adipose tissue is a novel mechanism to counteract obesity in view of its thermogenic activity. Activation of G-protein-coupled receptor 120 (GPR120) can promote the browning of white fat. 9-PAHSA, an endogenous mammalian lipid, which is acting as
Matthew J Kolar et al.
Analytical chemistry, 90(8), 5358-5365 (2018-03-27)
Fatty acid esters of hydroxy fatty acids (FAHFAs) are a recently discovered class of endogenous lipids with antidiabetic and anti-inflammatory activities. Interest in these lipids is due to their unique biological activites and the observation that insulin-resistant people have lower
Juan P Rodríguez et al.
Cancers, 11(4) (2019-04-25)
Hydroxy fatty acids are known to cause cell cycle arrest and apoptosis. The best studied of them, 9-hydroxystearic acid (9-HSA), induces apoptosis in cell lines by acting through mechanisms involving different targets. Using mass spectrometry-based lipidomic approaches, we show in
Matthew J Kolar et al.
Biochemistry, 55(33), 4636-4641 (2016-08-11)
A recently discovered class of endogenous mammalian lipids, branched fatty acid esters of hydroxy fatty acids (FAHFAs), possesses anti-diabetic and anti-inflammatory activities. Here, we identified and validated carboxyl ester lipase (CEL), a pancreatic enzyme hydrolyzing cholesteryl esters and other dietary
View All Related Papers

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