ChemicalBook > CAS DataBase List > 9-PAHSA

9-PAHSA

Product Name
9-PAHSA
CAS No.
1481636-31-0
Chemical Name
9-PAHSA
Synonyms
9-PAHSA;MHQWHZLXDBVXML-UHFFFAOYSA-N;9-[(1-oxohexadecyl)oxy]-octadecanoicacid;Octadecanoic acid, 9-[(1-oxohexadecyl)oxy]-
CBNumber
CB03152528
Molecular Formula
C34H66O4
Formula Weight
538.89
MOL File
1481636-31-0.mol
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9-PAHSA Property

Boiling point:
619.2±38.0 °C(Predicted)
Density 
0.916±0.06 g/cm3(Predicted)
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
pka
4.78±0.10(Predicted)
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

Cayman Chemical
Product number
17037
Product name
9-PAHSA
Purity
≥95%
Packaging
1mg
Price
$62
Updated
2024/03/01
Cayman Chemical
Product number
17037
Product name
9-PAHSA
Purity
≥95%
Packaging
5mg
Price
$270
Updated
2024/03/01
Cayman Chemical
Product number
17037
Product name
9-PAHSA
Purity
≥95%
Packaging
10mg
Price
$477
Updated
2024/03/01
AK Scientific
Product number
0427DW
Product name
9-Pahsa
Packaging
5mg
Price
$398
Updated
2021/12/16
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9-PAHSA Chemical Properties,Usage,Production

Description

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. Structurally, these esters are comprised of a C-16 or C-18 fatty acid (e.g., palmitoleic, palmitic, oleic, or stearic acid) linked to a hydroxylated C-16 or C-18 lipid. 9-PAHSA is a FAHFA in which palmitic acid is esterified to 9-hydroxy stearic acid. PAHSAs are the most abundant forms of FAHFA in serum as well as white and brown adipose tissues of glucose tolerant AG4OX mice, which overexpress Glut4 specifically in adipose tissue. 9-PAHSA is the predominant isomer of PAHSA in wild type and AG4OX mice. It is found in humans and is reduced in the serum and adipose tissues of insulin-resistant humans. 9-PAHSA improves glucose tolerance, stimulates insulin secretion, and has anti-inflammatory effects in mice.

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. Structurally, these esters are comprised of a C-16 or C-18 fatty acid (e.g., palmitoleic, palmitic, oleic, or stearic acid) linked to a hydroxylated C-16 or C-18 lipid. 9-PAHSA is a FAHFA in which palmitic acid is esterified to 9-hydroxy stearic acid. PAHSAs are the most abundant forms of FAHFA in serum as well as white and brown adipose tissues of glucose tolerant AG4OX mice, which overexpress Glut4 specifically in adipose tissue. 9-PAHSA is the predominant isomer of PAHSA in wild type and AG4OX mice. It is found in humans and is reduced in the serum and adipose tissues of insulin-resistant humans. 9-PAHSA improves glucose tolerance, stimulates insulin secretion, and has anti-inflammatory effects in mice.[Cayman Chemical]

Uses

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.

Definition

ChEBI: 9-PAHSA is a FAHFA (fatty acid ester of a hydroxy fatty acid) obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 9-hydroxyoctadecanoic acid (9-hydroxystearic acid). It has a role as a human metabolite, a hypoglycemic agent and an anti-inflammatory 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 9-PAHSA(1-).

General Description

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

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.

9-PAHSA Preparation Products And Raw materials

Raw materials

Preparation Products

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9-PAHSA Suppliers

Sigma-Aldrich
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1481636-31-0, 9-PAHSARelated Search:


  • 9-PAHSA
  • MHQWHZLXDBVXML-UHFFFAOYSA-N
  • Octadecanoic acid, 9-[(1-oxohexadecyl)oxy]-
  • 9-[(1-oxohexadecyl)oxy]-octadecanoicacid
  • 1481636-31-0