N-((1H-Indol-3-yl)acetyl)-L-tryptophan
Basic information
- CAS
57105-53-0- Standard SMILES
O=C(Cc1c[nH]c2ccccc12)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O- InChIKey
FOSPCYZZRVNHJS-IBGZPJMESA-N- Molecular formula
- C21H19N3O3
- Average molar mass
- 361.4 g/mol
- Monoisotopic mass
- 361.14264148
Overview
N-[(1H-Indol-3-yl)acetyl]-L-tryptophan has been reported in Glycine max and Solanum lycopersicum with data available.
Names & identifiers
- Preferred name
- N-((1H-Indol-3-yl)acetyl)-L-tryptophan
- IUPAC
- (2S)-3-(1H-indol-3-yl)-2-[[2-(1H-indol-3-yl)acetyl]amino]propanoic acid
- English name
- Tryptophan, N-indol-3-ylacetyl- (6CI)
- Molecular formula
- C21H19N3O3
- Molecular weight
- 361.39
Names & synonyms
57105-53-0DTXSID90349334N-((1H-Indol-3-yl)acetyl)-L-tryptophanN-[(1H-Indol-3-yl)acetyl]-L-tryptophanRefChem:1090656DTXCID90300405Indole-3-acetyl-L-tryptophan(2-(1H-Indol-3-yl)acetyl)-L-tryptophanTryptophan, N-indol-3-ylacetyl- (6CI)n-(3-indolylacetyl)-l-tryptophan(2S)-3-(1H-indol-3-yl)-2-[[2-(1H-indol-3-yl)acetyl]amino]propanoic acidL-tryptophan, N-(1H-indol-3-ylacetyl)-
Show more names
N-(1H-indol-3-ylacetyl)-L-tryptophanINDOLE-3-ACETYL-L-TRYPTOPHAN (IATrp)Tryptophan, N-indol-3-ylacetyl- (6CI), 10 mM in DMSON-(3-Indolylacetyl)-L-tryptophan, Indole-3-acetyl-L-tryptophan
MFCD18641983(S)-N-(1H-Indole-3-acetyl)tryptophan(S)-2-(2-(1H-indol-3-yl)acetamido)-3-(1H-indol-3-yl)propanoic acidHMS2850H12IAA-L-TrpIndole-3-acetyl-Trp-OHL-Tryptophan, N-[2-(1H-indol-3-yl)acetyl]-Indole-3-acetyl-L-tryptopha
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 98 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 6
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 555
Physicochemical properties
- Melting point
- 181 · 181-183 °C
- Boiling point
- 767.2 · 767.2±60.0 °C(Predicted)
- Density
- 1.399 · 1.399±0.06 g/cm3(Predicted)
- solubility
- 1 · DMSO: Sparingly soluble: 1-10 mg/mlEthanol: Slightly soluble: 0.1-1 mg/ml
- pka
- 3 · 3+-.0.10(Predicted)
Chemistry & industry
Applications
UsesIndole-3-acetyl-L-tryptophan is an indole-3-acetyl-amino acid conjugate involved in regulatory mechanisms for the control of auxin activity during physiological and pathophysiological responses. It may also be used in the synthesis of β-D-galactosidase and β-D-glucosidase inhibitors.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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