807788
palmitic-acid-9-hydroxy-stearic-acid
95%
Synonym(s):
9-PAHSA
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About This Item
Empirical Formula (Hill Notation):
C34H66O4
Molecular Weight:
538.89
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22
Product Name
palmitic-acid-9-hydroxy-stearic-acid, 95%
SMILES string
CCCCCCCCCC(OC(CCCCCCCCCCCCCCC)=O)CCCCCCCC(O)=O
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
assay
95%
form
solid
mp
33.5 °C
storage temp.
2-8°C
Quality Level
Related Categories
Application
9-PAHSA is composed of palmitic acid attached to stearic acid and is in the class of branched lipids referred to as fatty acid esters of hydroxy fatty acids (FAHFAs). 9-PAHSA was found at increased levels in serum and white adipose tissue of insulin-sensitive mice. Levels were found to be lower in white adipose tissue of insulin-resistant humans. Studies of oral administration of 9-PAHSA to obese, diabetic mice showed improved glucose tolerance. In characterizing the mechanism, it was found that 9-PAHSA stimulates insulin and GLP-1 secretion and also enhances glucose transport and the Glut4 transporter through activation of GPR-120. 9-PAHSA was also shown to have anti-inflammatory properties.
General description
Palmitic-acid-9-hydroxy-stearic-acid (9-PAHSA) is an isomeric form of bioactive fatty acid ester of hydroxyl-fatty acid (FAHFA).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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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