Minerval

Names

[ Name ]:
Minerval

[Synonym ]:
(Z)-2-hydroxyoctadec-9-enoic acid

Biological Activity

[Description]:

Minerval (2-Hydroxyoleic acid) is a synthetic oleic acid (OA) derivative that binds to the plasma membrane and alters lipid organization. Minerval has anti-tumor effect[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

[In Vitro]

Minerval (25-75 μM; 72 hours) impairs Jurkat cell growth in a time- and concentration-dependent manner, with an IC50 of ~40 μM[1]. Minerval (25-50 μM; 72 hours) also induces a marked and concentration-dependent increase in the proteolytic cleavage of PARP, a molecular marker of apoptosis[1]. Cell Viability Assay[1] Cell Line: Jurkat cells Concentration: 25 μM, 50 μM, 75 μM Incubation Time: 24 hours, 48 hours, 72 hours Result: Impaired Jurkat cell growth in a time- and concentration-dependent manner. Western Blot Analysis[1] Cell Line: Jurkat cells Concentration: 25 μM, 50 μM Incubation Time: 72 hours Result: Induced a marked and concentration-dependent increase in the proteolytic cleavage of PARP.

[In Vivo]

Minerval markedly and significantly inhibits tumour growth in nude mice infected with Jurkat cells[1]. Animal Model: 6-week-old nude male mice (Jurkat cells xenograft model)[1] Dosage: 600 mg/kg Administration: Oral administration; daily; for 21 days Result: Markedly and significantly inhibited tumour growth.

[References]

[1]. Llado V, et al. Minerval induces apoptosis in Jurkat and other cancer cells. J Cell Mol Med. 2010 Mar;14(3):659-70.

Chemical & Physical Properties

[ Molecular Formula ]:
C₁₈H₃₄O₃

[ Molecular Weight ]:
298.46100

[ Exact Mass ]:
298.25100

[ PSA ]:
57.53000

[ LogP ]:
5.07930

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS05

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H318

[ Precautionary Statements ]:
P280-P305 + P351 + P338

[ Hazard Codes ]:
C

[ Safety Phrases ]:
26-39

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

2-Hydroxyoleic acid induces ER stress and autophagy in various human glioma cell lines.

PLoS ONE 7 , e48235, (2012)

2-Hydroxyoleic acid is a synthetic fatty acid with potent anti-cancer activity which does not induce undesired side effects. However, the molecular and cellular mechanisms by which this compound selec...

Sustained activation of sphingomyelin synthase by 2-hydroxyoleic acid induces sphingolipidosis in tumor cells.

J. Lipid Res. 54 , 1457-65, (2013)

The mechanism of action of 2-hydroxyoleic acid (2OHOA), a potent antitumor drug, involves the rapid and specific activation of sphingomyelin synthase (SMS), leading to a 4-fold increase in SM mass in ...