(2R)-2-azaniumyl-3-(5-hydroxy-1H-indol-3-yl)propanoate
Basic information
- CAS
4350-07-6- Standard SMILES
[NH3+][C@H](Cc1c[nH]c2ccc(O)cc12)C(=O)[O-]- InChIKey
LDCYZAJDBXYCGN-SECBINFHSA-N- Molecular formula
- C11H12N2O3
- Average molar mass
- 220.22 g/mol
- Monoisotopic mass
- 220.08479225
Overview
See also: 5-Hydroxy-D-tryptophan (preferred).
Names & identifiers
- Preferred name
- (2R)-2-azaniumyl-3-(5-hydroxy-1H-indol-3-yl)propanoate
- IUPAC
- (2R)-2-azaniumyl-3-(5-hydroxy-1H-indol-3-yl)propanoate
- English name
- D-2-Amino-3-(5-hydroxyindolyl)propionic acid
- Molecular formula
- C11H12N2O3
- Molecular weight
- 220.22
Names & synonyms
D-5-HTP(R)-2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acidD-5-HYDROXYTRYPTOPHAN5-hydroxy-d-tryptophaTryptophan Impurity 42D-Tryptophan, 5-hydroxy-D-2-Amino-3-(5-hydroxyindolyl)propionic acid(2R)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propionic acid(2R)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid(2R)-2-azanyl-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
Database identifiers
- CAS
4350-07-6- PubChem CID
- 6971055
Properties
Computed structural properties
- XLogP
- -0.5
- Topological polar surface area
- 104 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 266
Physicochemical properties
- Melting point
- 270 C · 270C
- Boiling point
- 520.6 · 520.6±50.0 °C(Predicted)
- Density
- 1.484 · 1.484±0.06 g/cm3(Predicted)
- storage temp.
- 2 · Sealed in dry,2-8°C
- pka
- 2.22 · 2.22±0.10(Predicted)
- FDA UNII
- 0 ZQ5SQ239Q · 0ZQ5SQ239Q
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 332 · H332-H312
- Precautionary statements
- 261 · P261-P271-P304+P340-P312-P280-P302+P352-P312-P322-P363-P501
- Hazard Codes
- Xn,Xi
- Risk Statements
- 20 · 20/21-20/21/22-36/37/38-65
- Safety Statements
- 26 · 26-36
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
- risk_code
- 20/21-20/21/22-36/37/38-65
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,Xi
- safety_code
- 26-36
- Hazard statements
- H332-H312
- Precautionary statements
- P261-P271-P304+P340-P312-P280-P302+P352-P312-P322-P363-P501
Chemistry & industry
Applications
UsesD-5-Hydroxytryptophan (D-5-HTP) is the D-isomer of 5-HTP and can be isolated from DL-5-hydroxytryptophan by continuous separation. Compared with intraperitoneal administration of L-5-Hydroxytryptophan, which can induce dose-dependent backward walking behavior in mice, D-5-Hydroxytryptophan has no significant effect on mouse behavior and is a negative control. D-5-Hydroxytryptophan is also a 5-HT ligand, capable of binding to the 5-HT site with affinity in the micromolar range[1][2][3].
Additional notes
DefinitionChEBI: The D-enantiomer of 5-hydroxytryptophan.
Related reactions
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Compound notes
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