L-homoserine zwitterion
Basic information
- CAS
672-15-1- Standard SMILES
[NH3+][C@@H](CCO)C(=O)[O-]- InChIKey
UKAUYVFTDYCKQA-VKHMYHEASA-N- Molecular formula
- C4H9NO3
- Average molar mass
- 119.12 g/mol
- Monoisotopic mass
- 119.05824315
Overview
L-homoserine zwitterion is zwitterionic form of L-homoserine. It is a tautomer of a L-homoserine.
Names & identifiers
- Preferred name
- L-homoserine zwitterion
- IUPAC
- (2S)-2-azaniumyl-4-hydroxybutanoate
- English name
- L-Homoserine
- Molecular formula
- C4H9NO3
- Molecular weight
- 119.12
Names & synonyms
homo-serL-homoserine zwitterionCHEBI:57476HOMOSERINEHSE(S)-2-AMINO-4-HYDROXYBUTANOIC ACIDH-HOMOSER-OHH-HSE-OH(2S)-2-Amino-4-hydroxybutanoic acidH-HOSER-OHH-HOMOSERINERODH
Show more names
SDR9C6
Database identifiers
- CAS
672-15-1- PubChem CID
- 6971022
- ChEBI
CHEBI:57476
Properties
Computed structural properties
- XLogP
- -3
- Topological polar surface area
- 88 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 77.8
Experimental & physicochemical properties
Solubility1000.0 mg/mL
Melting Point203 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 203 °C · 203 °C (dec.)(lit.)
- alpha
- -8.5 · -8.5 º (c=2, H2O 22 ºC)
- Boiling point
- 222.38 °C · 222.38°C (rough estimate)
- Density
- 1.3126 · 1.3126 (rough estimate)
- refractive index
- 1.4183 · 1.4183 (estimate)
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 1100 g/l · 1100g/l
- pka
- 2.71 · 2.71(at 25℃)
- form
- Crystalline Powder
- color
- White to light yellow
- optical activity
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
- F
- 10
- wgk
- 3
- hs_code
- 29225000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25-44-35-26-28-7-4-3/9
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P271-P280
Chemistry & industry
Pharmacology
Tissue LocationsProstate
Cellular LocationsExtracellular
Metabolite PathwaysCystathionine Beta-Synthase Deficiency
Applications
UsesL-Homoserine is used in the biosynthesis of methionine, threonine and isoleucine. It is also used as an internal standard for neurotransmitter analysis and amino acids quantification.
General DescriptionL-Homoserine is a variant of serine with an additional carbon on its side chain.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: L-homoserine is the L-enantiomer of homoserine. It has a role as a human metabolite, an algal metabolite, a Saccharomyces cerevisiae metabolite and an Escherichia coli metabolite. It is an enantiomer of a D-homoserine. It is a tautomer of a L-homoserine zwitterion.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…