2-Hydroxy Oleic Acid

For research use only. Not for therapeutic Use.

  • CAT Number: R052383
  • CAS Number: 56472-29-8
  • Molecular Formula: C18H34O3
  • Molecular Weight: 298.467
  • Purity: ≥95%
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Minerval, also known as 2-OHOA, is a fatty acid amide hydrolase inhibitor and a protein kinase C activator potentially for the treatment of tumors.


Catalog Number R052383
CAS Number 56472-29-8
Synonyms

(9Z)-2-Hydroxy-9-octadecenoic Acid; (Z)-2-Hydroxyoctadec-9-enoic acid; 2-Hydroxyoleic Acid; Minerval; cis-2-Hydroxy-9-octadecenoic Acid; α-Hydroxyoleic Acid;

Molecular Formula C18H34O3
Purity ≥95%
Target Apoptosis
Storage -20°C
IUPAC Name (Z)-2-hydroxyoctadec-9-enoic acid
InChI InChI=1S/C18H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h9-10,17,19H,2-8,11-16H2,1H3,(H,20,21)/b10-9-
InChIKey JBSOOFITVPOOSY-KTKRTIGZSA-N
SMILES CCCCCCCCC=CCCCCCCC(C(=O)O)O
Reference

</br>1: Llado V, Gutierrez A, Martínez J, Casas J, Terés S, Higuera M, Galmés A, Saus C, Besalduch J, Busquets X, Escribá PV. Minerval induces apoptosis in Jurkat and other cancer cells. J Cell Mol Med. 2010 Mar;14(3):659-70. doi: 10.1111/j.1582-4934.2008.00625.x. PubMed PMID: 19413889; PubMed Central PMCID: PMC3823464.</br>2: Martínez J, Gutiérrez A, Casas J, Lladó V, López-Bellan A, Besalduch J, Dopazo A, Escribá PV. The repression of E2F-1 is critical for the activity of Minerval against cancer. J Pharmacol Exp Ther. 2005 Oct;315(1):466-74. PubMed PMID: 16027227.</br>3: Martínez J, Vögler O, Casas J, Barceló F, Alemany R, Prades J, Nagy T, Baamonde C, Kasprzyk PG, Terés S, Saus C, Escribá PV. Membrane structure modulation, protein kinase C alpha activation, and anticancer activity of minerval. Mol Pharmacol. 2005 Feb;67(2):531-40. PubMed PMID: 15531732.</br>4: Torgersen ML, Klokk TI, Kavaliauskiene S, Klose C, Simons K, Skotland T, Sandvig K. The anti-tumor drug 2-hydroxyoleic acid (Minerval) stimulates signaling and retrograde transport. Oncotarget. 2016 Dec 27;7(52):86871-86888. doi: 10.18632/oncotarget.13508. PubMed PMID: 27894086.</br>5: Lladó V, Terés S, Higuera M, Alvarez R, Noguera-Salva MA, Halver JE, Escribá PV, Busquets X. Pivotal role of dihydrofolate reductase knockdown in the anticancer activity of 2-hydroxyoleic acid. Proc Natl Acad Sci U S A. 2009 Aug 18;106(33):13754-8. doi: 10.1073/pnas.0907300106. PubMed PMID: 19666584; PubMed Central PMCID: PMC2720411.</br>6: Lladó V, López DJ, Ibarguren M, Alonso M, Soriano JB, Escribá PV, Busquets X. Regulation of the cancer cell membrane lipid composition by NaCHOleate: effects on cell signaling and therapeutical relevance in glioma. Biochim Biophys Acta. 2014 Jun;1838(6):1619-27. doi: 10.1016/j.bbamem.2014.01.027. Review. PubMed PMID: 24525074.</br></br>

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