2-Amino-5-octoxy-5-oxopentanoic acid
Completing data — refresh the page later to see the latest
Basic information
- CAS
4852-91-9- Standard SMILES
CCCCCCCCOC(=O)CCC(N)C(=O)O- InChIKey
UCDDOKSXLQWTOD-UHFFFAOYSA-N- Molecular formula
- C13H25NO4
- Average molar mass
- 259.34 g/mol
- Monoisotopic mass
- 259.17835828
Names & identifiers
- Preferred name
- 2-Amino-5-octoxy-5-oxopentanoic acid
- IUPAC
- 2-amino-5-octoxy-5-oxopentanoic acid
- English name
- 5-Octyl L-glutamate
- Molecular formula
- C13H25NO4
- Molecular weight
- 259.34
Names & synonyms
NSC5226452-Amino-5-(octyloxy)-5-oxopentanoic acid2-amino-5-octoxy-5-oxopentanoic acidSCHEMBL17010637DTXSID20326012NSC-522645PD045183DS-0163435-Octyl L-glutamateUCDDOKSXLQWTOD-NSHDSACASA-N5-Octyl hydrogen L-glutamateL-Glutamic acid, 5-octyl ester
Database identifiers
- CAS
4852-91-9- PubChem CID
- 351676
- DTXSID
DTXSID20326012
Properties
Computed structural propertiesFilling in
- XLogP
- 0.2
- Topological polar surface area
- 89.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 12
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 243
Physicochemical properties
- Melting point
- 184.5 · 184.5-185.85 °C
- Boiling point
- 402.4 · 402.4±40.0 °C(Predicted)
- Density
- 1.057 · 1.057±0.06 g/cm3(Predicted)
- solubility
- 1 mg/ml · Methanol: 1 mg/ml (heated)
- form
- A crystalline solid
- pka
- 2.2 · 2.20±0.10(Predicted)
Chemistry & industry
Applications
DescriptionWhile extracellular glutamic acid is an excitatory neurotransmitter, intracellular glutamic acid is an amino acid that serves numerous metabolic roles, including as a precursor for α-ketoglutarate. 5-Octyl L-glutamate, also known as 5-octyl ester glutamic acid, is a stable, cell-permeable molecule which generates free glutamic acid upon hydrolysis of the ester bond by cytoplasmic esterases. It may be used in experiments to increase levels of cytoplasmic glutamic acid. Alternatively, 5-octyl L-glutamate can be used to synthesize 5-octyl ester derivatives, including 5-octyl α-ketoglutarate, for delivery to cells.
Uses5-Octyl L-Glutamate is a stable cell-permeable molecule which generates free glutamic acid upon hydrolysis of the ester bond by cytoplasmic esterase.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…