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900410C

Avanti

5-PAHSA

5-(palmitoyloxy)octadecanoic acid, chloroform

Synonym(s):

(O-acyl)-hydroxy fatty acid (OAHFA) 16:0-(5-O-18:0)

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About This Item

Empirical Formula (Hill Notation):
C34H66O4
CAS Number:
1481636-41-2
Molecular Weight:
538.89
UNSPSC Code:
12352211
NACRES:
NA.25

form

liquid

packaging

pkg of 1 × 1 mL (900410C-1mg)

manufacturer/tradename

Avanti Polar Lipids 900410C

concentration

1 mg/mL (900410C-1mg)

lipid type

neutral glycerides
neutral lipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCC(OC(CCCCCCCCCCCCCCC)=O)CCCC(O)=O

General description

Palmitic acid and hydroxystearic acid (PAHSA) containing (O-acyl)-hydroxy fatty acids are being found in tissues and serum extracts of mouse and human.

Application

5-PAHSA or 5-(palmitoyloxy)octadecanoic acid might be used as (O-acyl)-hydroxy fatty acids (OAHFAs) standard to determine ester position in isomeric OAHFAs by ion trap mass spectrometry. It is also suitable for use as a standard for the quantification of fatty acid esters of hydroxy fatty acids (FAHFAs) by liquid chromatography–mass spectrometry (LC-MS).

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.

Packaging

5 mL Clear Glass Sealed Ampule (900410C-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

also commonly purchased with this product

Product No.
Description
Pricing

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

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

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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David L Marshall et al.
Rapid communications in mass spectrometry : RCM, 30(21), 2351-2359 (2016-08-16)
(O-acyl)-hydroxy fatty acids (OAHFAs) are a recently discovered class of endogenous lipids, generating significant interest for their correlation with enhanced glucose tolerance. Structural variants that differ in the position of the ester linkage have been described, including the ω-OAHFA sub-class
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.
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
Mark M Yore et al.
Cell, 159(2), 318-332 (2014-10-11)
Increased adipose tissue lipogenesis is associated with enhanced insulin sensitivity. Mice overexpressing the Glut4 glucose transporter in adipocytes have elevated lipogenesis and increased glucose tolerance despite being obese with elevated circulating fatty acids. Lipidomic analysis of adipose tissue revealed the

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