N-Octadeca-9,12,15-trienoyltyrosine
Basic information
- CAS
259143-19-6- Standard SMILES
CCC=CCC=CCC=CCCCCCCCC(=O)NC(Cc1ccc(O)cc1)C(=O)O- InChIKey
DEQLZTQITSWABQ-UHFFFAOYSA-N- Molecular formula
- C27H39NO4
- Average molar mass
- 441.6 g/mol
- Monoisotopic mass
- 441.28790873
Names & identifiers
- Preferred name
- N-Octadeca-9,12,15-trienoyltyrosine
- IUPAC
- 3-(4-hydroxyphenyl)-2-(octadeca-9,12,15-trienoylamino)propanoic acid
- English name
- N(L-tyrosine)-9z,12z,15z-octadecatrienamide
- Molecular formula
- C27H39NO4
- Molecular weight
- 441.6
Names & synonyms
N-(.alpha.-Linolenoyl) TyrosineDTXSID50693966N-Octadeca-9,12,15-trienoyltyrosineN-(Octadeca-9,12,15-trienoyl)tyrosineNALTN-(α-Linolenoyl) TyrosineDEQLZTQITSWABQ-GMOGWPNXSA-NN-(ALPHA-LINOLEOYL) TYROSINEN(L-tyrosine)-9z,12z,15z-octadecatrienamideN-(α-Linolenoyl) tyrosine {α-Linolenoyl}-YN-(α-Linolenoyl) Tyrosine(solution in ethanol)N (α Linolenoyl) Tyrosine,N(αLinolenoyl) Tyrosine
Show more names
L-Tyrosine, N-[(9Z,12Z,15Z)-1-oxo-9,12,15-octadecatrien-1-yl]-
Database identifiers
- CAS
259143-19-6- PubChem CID
- 53393992
- DTXSID
DTXSID50693966
Properties
Computed structural properties
- XLogP
- 6.9
- Topological polar surface area
- 86.6 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 17
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 588
Physicochemical properties
- Boiling point
- 660.67 · 660.670±55.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.061 · 1.061±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 30 mg/ml; · DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 1 mg/ml
- pka
- 3.142 · 3.142±0.10(predicted)
- Sequence
- {α-Linolenoyl}-Tyr
- Symbol(GHS)
- 2 · GHS02
- Signal word
- Danger
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS02
Chemistry & industry
Applications
DescriptionCertain chronic neurologic disorders, such as Parkinson’s disease, are caused by an insufficiency of the neurotransmitter dopamine secondary to the degeneration of substantia nigra dopaminergic neurons.1 N-(α-Linolenoyl) tyrosine (NALT) is a simple α-amide conjugate between the ω-3 essential fatty acid α-linolenate and the amino acid tyrosine. α-Linolenate is an important precursor to docosahexaenoic acid (DHA), a prominent brain polyunsaturated fatty acid, while tyrosine is the metabolic precursor for neuronal dopamine synthesis. NALT was prepared as a method for enhancing central nervous system (CNS) dopamine content by facilitated transport of the tyrosine precursor across the blood-brain barrier.2 In experimental rat models of dopamine insufficiency, NALT increased CNS dopamine levels and exhibited an activity profile consistent with an anti-Parkinson’s therapeutic agent.2
UsesN-(α-Linolenoyl) tyrosine (NLT) is atyrosine derivatives.
Additional notes
DefinitionChEBI: N-(alpha-Linolenoyl) Tyrosine is a tyrosine derivative.
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…