Skip to Content
Merck
All Photos(1)

Key Documents

Safety Information

791056P

Avanti

2-OHOA

2-hydroxyoleic acid (sodium salt), powder

Synonym(s):

Minerval; NaCHOleate; 2OHOA

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C18H33NaO3
CAS Number:
1229114-68-4
Molecular Weight:
320.44
MDL number:
MFCD00057815
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 g (791056P-1g)

manufacturer/tradename

Avanti Research™ - A Croda Brand 791056P

lipid type

neutral lipids
neutral glycerides

shipped in

dry ice

storage temp.

−20°C

General description

2-hydroxyoleic acid (2-OHOA) is a synthetic and non-β oxidation-metabolizable oleic acid derivative. It contains 18 carbon atoms in its fatty acid chain length.

Application

2-hydroxyoleic acid (2-OHOA) is suitable for use:
  • to study its antihypertensive action in adult spontaneously hypertensive rats (SHRs)
  • to study the chemical structure-effect relation of 2-OHOA in the reduction of body weight in rats
  • as an antitumor compound, to study its effect on xenografts lipidome based on imaging mass spectrometry (IMS)

Biochem/physiol Actions

2-Hydroxy Oleic Acid is an inducer of cell cycle arrest and apoptosis in several cancer cell lines, including glioma, leukemia, breast and colon cancer lines. 2-Hydroxy Oleic Acid increases sphingomyelin (SM) levels in the membranes of tumor cells, which typically display decreased SM membrane content, and remodeled membranes, compared with normal cells. The compound has no effect on SM levels in non-cancer cells.
2-hydroxyoleic acid (2-OHOA) acts as a potential antihypertensive agent. Oral administration of 2-OHOA is used to reduce body weight.

Packaging

20 mL Clear Glass Screw Cap Vial (791056P-1g)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

791056P-BULK:
791056P-VAR:
791056P-1G:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Optimized protocol to analyze changes in the lipidome of xenografts after treatment with 2-hydroxyoleic acid
Ferna?ndez R, et al.
Analytical Chemistry, 88(1), 1022-1029 (2015)
2-Hydroxyoleic acid: a new hypotensive molecule
Alemany R, et al.
Hypertension, 43(2), 249-254 (2004)
Stefano Piotto et al.
Biochimica et biophysica acta, 1838(6), 1628-1637 (2014-01-15)
The complex dual mechanism of action of 2-hydroxyoleic acid (2OHOA), a potent anti-tumor compound used in membrane lipid therapy (MLT), has yet to be fully elucidated. It has been demonstrated that 2OHOA increases the sphingomyelin (SM) cell content via SM
Structure-effect relation of C18 long-chain fatty acids in the reduction of body weight in rats
Vogler O, et al.
International Journal of Obesity, 32(3), 464-464 (2008)
Victoria Llado et al.
Journal of cellular and molecular medicine, 14(3), 659-670 (2009-05-06)
Minerval is an oleic acid synthetic analogue that impairs lung cancer (A549) cell proliferation upon modulation of the plasma membrane lipid structure and subsequent regulation of protein kinase C localization and activity. However, this mechanism does not fully explain the
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service