N-Oleoyldopamine (OLDA)CAS: 105955-11-1
MF: C26H43NO3
MW: 417.62
A VR activator and 5-LO inhibitor.

N-Oleoyldopamine (OLDA) (CAS 105955-11-1)

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Synonym: N-[2-(3,4-dihydroxyphenyl)ethyl]-9Z-octadecenamide; ODA
Application: A VR activator and 5-LO inhibitor
CAS Number: 105955-11-1
Molecular Weight: 417.62
Molecular Formula: C26H43NO3
* Refer to Certificate of Analysis for lot specific data (including water content).
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N-Oleoyldopamine (OLDA) is an endogenous lipid compund in the mammalian brain. It has been found to be a VR1 (TRPV1) activator and potent 5-LO inhibitor. Activation of the VR1 receptor induces glutamate release and paraventricular nucleus postsynaptic firing. OLDA has been reported to induce the influx of calcium in VR1-transfected human embryonic kindey 293 cells. It has also been reported to induce the accumulation of cAMP in GPR119-transfected cells. OLDA has been also been observed to stimulate the release of insulin in HIT-T15 cells that endogenously express GPR119.


References

1. Chu, C.J., et al. 2003. J. Biol. Chem. 278: 13633-13639. PMID: 12569099
2. Li, D.P., et al. 2004. J. Neurophysiol. 92: 1807-1816. PMID: 15115794
3. Chu, Z.L., et al. 2010. Mol. Endocrinol. 24: 161-170. PMID: 19901198

Usage :
It is not recommended to store solutions for more than 1 day.
Physical State :
Solid
Solubility :
Soluble in DMSO (≥20 mg/ml), DMF (~20 mg/ml), ethanol (50 mM), and ethanol: PBS pH 7.2 (1:1) (500 µg/ml).
Storage :
Desiccate at -20° C
Melting Point :
253.73° C (Predicted)
Boiling Point :
619.48° C at 760 mmHg (Predicted)
Density :
1.00 g/cm3 (Predicted)
Refractive Index :
n20D 1.52 (Predicted)
IC50 :
5-LO: IC50 = 7.5 nM; VR1: EC5050 = 36 nM; J774.A1: IC50 = 5 µM (mouse); Plasmodium falciparum: IC50 = 7.94 µM; Anthrax lethal factor: IC50 = 15 µM (Bacillus anthracis)
Ki Data :
VR1: Ki= 36 nM; CB1 receptor: Ki= 1.6 µM (rat); Anthrax lethal factor: Ki= 3 µM (Bacillus anthracis)
pK Values :
pKa: 9.79 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
5282106
MDL Number :
MFCD05665144
SMILES :
CCCCCCCCC=CCCCCCCCC(=O)NCCC1=CC(=C(C=C1)O)O

Download SDS (MSDS)

Certificate of Analysis

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