2OHOA
SIGMA/SML0256 - ≥98% (HPLC)
Synonym: (9Z)
CAS Number: 56472-29-8
Empirical Formula (Hill Notation): C18H34O3
Molecular Weight: 298.46
MDL Number: MFCD07778553
Linear Formula: C18H34O3
Product Type: Chemical
| assay | ≥98% (HPLC) |
| color | white to tan |
| InChI | 1S/C18H34O3/c1-2-3-4-5-6- |
| InChI key | JBSOOFITVPOOSY-KTKRTIGZSA |
| Quality Level | 100  |
| SMILES string | CCCCCCCCC=C/CCCCCCC(O)C( |
| solubility | DMSO: >20 mg/mL |
| storage condition | protect from light |
| storage temp. | room temp |
| Application: | 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 • in biophysical studies to study its effects on artificial membranes • to study its interactions with major membrane lipid films |
| Biochem/physiol Actions: | 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. |
| Biochem/physiol Actions: | 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. |
| Packaging: | 5, 25 mg in glass bottle |
| Symbol |  GHS05 |
| Signal word | Danger |
| Hazard statements | H318 |
| Precautionary statements | P280 - P305 + P351 + P338 |
| Hazard Codes | Xi |
| Risk Statements | 41 |
| Safety Statements | 26-39 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | room temp |
| UNSPSC | 12352200 |