Passa al contenuto
Merck
Tutte le immagini(1)

Documenti fondamentali

SML0256

Sigma-Aldrich

2OHOA

≥98% (HPLC)

Sinonimo/i:

(9Z)-2-Hydroxy-9-octadecenoic acid; cis-2-Hydroxy-9-octadecenoic acid, 2-Hydroxy Oleic Acid, Minerval

Autenticatiper visualizzare i prezzi riservati alla tua organizzazione & contrattuali

Scegli un formato

5 MG
120,00 €
25 MG
468,00 €

120,00 €


Per informazioni sulla disponibilità, contatta il Servizio Clienti.

Richiedi un ordine bulk

Scegli un formato

Cambia visualizzazione
5 MG
120,00 €
25 MG
468,00 €

About This Item

Formula empirica (notazione di Hill):
C18H34O3
Numero CAS:
Peso molecolare:
298.46
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

120,00 €


Per informazioni sulla disponibilità, contatta il Servizio Clienti.

Richiedi un ordine bulk

Saggio

≥98% (HPLC)

Condizioni di stoccaggio

protect from light

Colore

white to tan

Solubilità

DMSO: >20 mg/mL

Temperatura di conservazione

room temp

Stringa SMILE

CCCCCCCC\C=C/CCCCCCC(O)C(O)=O

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-
JBSOOFITVPOOSY-KTKRTIGZSA-N

Applicazioni

2OHOA has been used as:
  • a modulator of the sphingolipid and glycerophospholipid pathway to study its effects on myelination in mice Charcot–Marie–Tooth type 1A (CMT1A) myelinopathy and myelinating dorsal root ganglia cultures[1]
  • in biophysical studies to study its effects on artificial membranes[2]
  • to study its interactions with major membrane lipid films[3]

Azioni biochim/fisiol

2-Hydroxy oleic acid (2OHOA) is a derivative of oleic acid. It plays a role in membrane organization, alterations in membrane fluidity, an increase of the tendency to form non-lamellar structures, and remodeling of microdomains by interacting with the lipids in membranes of pathological cells.[3]
2OHOA induces cell cycle arrest and apoptosis in several cancer cell lines, including glioma, leukemia, breast and colon cancer lines. 2OHOA 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.
2OHOA is an antitumor agent; sphingomyelin synthase activator.

Pittogrammi

Corrosion

Avvertenze

Danger

Indicazioni di pericolo

Consigli di prudenza

Classi di pericolo

Eye Dam. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Scegli una delle versioni più recenti:

Certificati d'analisi (COA)

Lot/Batch Number

Non trovi la versione di tuo interesse?

Se hai bisogno di una versione specifica, puoi cercare il certificato tramite il numero di lotto.

Possiedi già questo prodotto?

I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

Visita l’Archivio dei documenti

Karolina Węder et al.
Biochimica et biophysica acta. Biomembranes, 1860(11), 2329-2336 (2018-06-05)
2-Hydroxyoleic acid (2OHOA, Minerval), a derivative of oleic acid, is the lipid used in Membrane Lipid Therapy. This compound is of confirmed anticancer effect, however its exact mechanism of action has not been fully elucidated. In this work the interactions
Amaia Marcilla-Etxenike et al.
PloS one, 7(10), e48235-e48235 (2012-11-08)
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 selectively kills human glioma cancer cells without killing normal cells is not
Maria Laura Martin et al.
Journal of lipid research, 54(5), 1457-1465 (2013-03-09)
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 tumor cells. In the present study, we investigated the
The influence of 2-hydroxyoleic acid--an anticancer drug--on model membranes of different fluidity modulated by the cholesterol content
Olechowska K, et al.
Journal of Molecular Liquids, 283, 756-762 (2019)
Virginia L Bass et al.
Lipids in health and disease, 19(1), 128-128 (2020-06-09)
Inhalation of common air pollutants such as diesel and biodiesel combustion products can induce vascular changes in humans which may contribute to increased mortality and morbidity associated with fine particulate matter exposures. Diesel, biodiesel, and other combustion byproducts contain fatty

Domande

Recensioni

Nessuna valutazione

Filtri attivi

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.