ChemicalBook > CAS DataBase List > 5-PAHSA

5-PAHSA

Product Name
5-PAHSA
CAS No.
1481636-41-2
Chemical Name
5-PAHSA
Synonyms
5-PAHSA;QBGKCWKQYJQHJX-UHFFFAOYSA-N;Octadecanoic acid, 5-[(1-oxohexadecyl)oxy]-
CBNumber
CB02756121
Molecular Formula
C34H66O4
Formula Weight
538.89
MOL File
1481636-41-2.mol
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5-PAHSA Property

Melting point:
39°C
storage temp. 
-20°C
solubility 
DMF: 20 mg/ml; DMSO: 15 mg/ml; Ethanol: 20 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
form 
Solid
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H331Toxic if inhaled

H336May cause drowsiness or dizziness

H351Suspected of causing cancer

H372Causes damage to organs through prolonged or repeated exposure

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P273Avoid release to the environment.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
807761
Product name
palmitic-acid-5-hydroxy-stearic-acid
Purity
95%
Packaging
250 mg
Price
$306
Updated
2025/07/31
Cayman Chemical
Product number
17043
Product name
5-PAHSA
Purity
≥95%
Packaging
1mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
17043
Product name
5-PAHSA
Purity
≥95%
Packaging
5mg
Price
$202
Updated
2024/03/01
Cayman Chemical
Product number
17043
Product name
5-PAHSA
Purity
≥95%
Packaging
10mg
Price
$380
Updated
2024/03/01
TRC
Product number
P133850
Product name
5-PAHSA
Packaging
10mg
Price
$230
Updated
2021/12/16
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5-PAHSA Chemical Properties,Usage,Production

Uses

Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are newly identified endogenous lipids regulated by fasting and high-fat feeding and associated with insulin sensitivity. 5-PAHSA is a FAHFA in which palmitic acid is esterified at the 5th carbon of hydroxy stearic acid. PAHSA isoforms are the most abundant forms of FAHFA identified in the adipose tissue of glucose tolerant AG4OX mice. PAHSAs are synthesized in vivo in both mice and humans and are regulated by fasting and high-fat feeding in mice. PAHSA levels correlate highly with insulin sensitivity and are reduced in adipose tissue and serum of insulin-resistant humans. PAHSA administration lowers ambient glycemia, improves glucose tolerance, and stimulates GLP-1 and insulin secretion in mice.[Cayman Chemical]

Uses

5-PAHSA is used in biological studies for the discovery of a class of endogeneous mammalian lipids with anti-diabetic and anti-inflammatory effects.

Definition

ChEBI: 5-PAHSA is a FAHFA obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 5-hydroxystearic acid. It has a role as a human metabolite, an anti-inflammatory agent and a hypoglycemic agent. It is a FAHFA and a long-chain fatty acid. It is functionally related to a hexadecanoic acid and an octadecanoic acid. It is a conjugate acid of a 5-PAHSA(1-).

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.

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.

in vivo

5-PAHSA (50 and 150 mg/kg, oral gavage, 30 days) inhibits lipid peroxidation in DB/DB mice[1].
5-PAHSA (45 mg/kg, oral gavage, 3 days) stimulates De novo lipogenesis and lipid remodeling in epididymal WAT (eWAT) during cold exposure in mice[2].

5-PAHSA Preparation Products And Raw materials

Raw materials

Preparation Products

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5-PAHSA Suppliers

Sigma-Aldrich
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1481636-41-2, 5-PAHSARelated Search:


  • 5-PAHSA
  • QBGKCWKQYJQHJX-UHFFFAOYSA-N
  • Octadecanoic acid, 5-[(1-oxohexadecyl)oxy]-
  • 1481636-41-2