| Identification | Back Directory | [Name]
Octanamide, N-[2-(3,4-dihydroxyphenyl)ethyl]- | [CAS]
105026-81-1 | [Synonyms]
N-Octanoyl dopamine >=95% (HPLC)
N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide
Octanamide, N-[2-(3,4-dihydroxyphenyl)ethyl]- | [Molecular Formula]
C16H25NO3 | [MDL Number]
MFCD09289123 | [MOL File]
105026-81-1.mol | [Molecular Weight]
279.37 |
| Chemical Properties | Back Directory | [Boiling point ]
515.8±40.0 °C(Predicted) | [density ]
1.086±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: 20mg/mL, clear | [form ]
powder | [pka]
9.79±0.10(Predicted) | [color ]
white to beige | [InChI]
1S/C16H25NO3/c1-2-3-4-5-6-7-16(20)17-11-10-13-8-9-14(18)15(19)12-13/h8-9,12,18-19H,2-7,10-11H2,1H3,(H,17,20) | [InChIKey]
MGRVMTGNRVNIEL-UHFFFAOYSA-N | [SMILES]
OC1=C(O)C=CC(CCNC(CCCCCCC)=O)=C1 |
| Hazard Information | Back Directory | [Uses]
N-Octanoyl dopamine is superior to dopamine in protecting graft contractile function when administered to the heart transplant recipients from brain-dead donors. N-Octanoyl dopamine inhibits cytokine production in activated T-cells and diminishes MHC-class-II expression as well as adhesion molecules in IFNγ-stimulated endothelial cells[1][2]. | [Biological Activity]
N-Octanoyl dopamine (NOD) protects cell cultures and tissues from cold storage inflicted damage. N-Octanoyl dopamine decreases lactate-dehydrogenase (LDH) release during cold storage of cardiomyocytes in vitro. NOD did not induce a significant elevation of intracellular cAMP and is devoid of dopaminergic and adrenergic action. | [References]
[1] Sivakkanan Loganathan, et al. N-octanoyl dopamine is superior to dopamine in protecting graft contractile function when administered to the heart transplant recipients from brain-dead donors. Pharmacol Res. 2019 Dec:150:104503. DOI:10.1016/j.phrs.2019.104503
[2] Bj?rn B Hofmann, et al. N-Octanoyl-Dopamine inhibits cytokine production in activated T-cells and diminishes MHC-class-II expression as well as adhesion molecules in IFNγ-stimulated endothelial cells. Sci Rep. 2019 Dec 18;9(1):19338. DOI:10.1038/s41598-019-55983-1 |
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