2-azaniumyl-3-(1H-indol-3-yl)propanoate
Basic information
- CAS
54-12-6- Standard SMILES
[NH3+]C(Cc1c[nH]c2ccccc12)C(=O)[O-]- InChIKey
QIVBCDIJIAJPQS-UHFFFAOYSA-N- Molecular formula
- C11H12N2O2
- Average molar mass
- 204.22 g/mol
- Monoisotopic mass
- 204.08987763
Overview
Tryptophan zwitterion is an amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of tryptophan; major species at pH 7.3. It is a tautomer of a tryptophan.
Names & identifiers
- Preferred name
- 2-azaniumyl-3-(1H-indol-3-yl)propanoate
- IUPAC
- 2-azaniumyl-3-(1H-indol-3-yl)propanoate
- English name
- DL-Tryptophan
- Molecular formula
- C11H12N2O2
- Molecular weight
- 204.23
Names & synonyms
2-azaniumyl-3-(1H-indol-3-yl)propanoateD-Tryptophan, 20L-Tryptophan, 5tryptophan zwitterionBDBM92685CHEBI:645542-ammonio-3-(1H-indol-3-yl)propanoateDL-Trp-OHryptophanDL-TrpDL-3β-DL-Tryptphan
Show more names
DL-TrytophanDL-TryptohanDL-TrytophaneDL-TryptophanDL-Tryptoplaan
Database identifiers
- CAS
54-12-6- PubChem CID
- 4099458
- ChEBI
CHEBI:64554- Nikkaji
- J338.339C
Properties
Computed structural properties
- XLogP
- -0.4
- Topological polar surface area
- 83.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 239
Experimental & physicochemical properties
DrugsPharmaceuticals
LogP-1.05
Boiling Point289.00 to 291.00 °C. @ 760.00 mm Hg
Melting Point293 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 289 · 289-290 °C (dec.)(lit.)
- Boiling point
- 342.72 °C · 342.72°C (rough estimate)
- alpha
- 20 · [α]D20 -1~1°(c=1, dil. HCl)
- Density
- 1.1754 · 1.1754 (rough estimate)
- refractive index
- 1.52 · 1.5200 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- methanol: water (7:3): soluble
- pka
- 2.3 · 2.30±0.10(Predicted)
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
- 8
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- YN6129200
- hs_code
- 29339990
- risk_code
- 22-36/37/38-37/38-41
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 24/25-36/37/39-36-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
UsesDL-Tryptophan is an amino acid precursor of serotonin and melatonin. It is a dietary supplement for use as an antidepressant, anxiolytic, and sleep aid. DL-tryptophan also can be used as feed nutrition enhancer, antioxidants.
General DescriptionTryptophan is the precursor for 5-hydroxy-tryptamin and an essential α-amino acid. DL-Tryptophan exists as a zwitterion during crystallization.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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