N-Acetyltryptophan
Basic information
- CAS
1218-34-4- Standard SMILES
CC(=O)NC(Cc1c[nH]c2ccccc12)C(=O)O- InChIKey
DZTHIGRZJZPRDV-UHFFFAOYSA-N- Molecular formula
- C13H14N2O3
- Average molar mass
- 246.26 g/mol
- Monoisotopic mass
- 246.10044231
Overview
N-acetyltryptophan is an N-acetylamino acid that is the N-acetyl derivative of tryptophan. It has a role as a metabolite. It is a N-acetyl-amino acid and a tryptophan derivative. It is a conjugate acid of a N-acetyltryptophanate.
Names & identifiers
- Preferred name
- N-Acetyltryptophan
- IUPAC
- 2-acetamido-3-(1H-indol-3-yl)propanoic acid
- English name
- N-Acetyl-DL-tryptophan
- Molecular formula
- C13H14N2O3
- Molecular weight
- 246.26
Names & synonyms
N-Acetyl-DL-tryptophan87-32-1N-AcetyltryptophanacetyltryptophanDL-N-AcetyltryptophanDL-Acetyltryptophan2-acetamido-3-(1H-indol-3-yl)propanoic acidN-Acetyl-DL-tryptophaneTryptophan, N-acetyl-n-acetyltryptophaneNSC49124d,l-alpha-Acetylamino-3-indolepropionic acid
Show more names
AC-DL-TRP-OHAC-DL-TrpAURORA 2470N-Ac-DL-Trp-OHN-ACETYL-DL-TRPAKOS BBS-00007672N-Ac-DL-Tryptophan
EINECS 201-739-3NSC 491244460NBV53FAC-TryNSC-49124ACETYLTRYPTOPHAN, DL-Acetyl tryptophanCHEBI:70976
Database identifiers
- CAS
1218-34-4、87-32-1- PubChem CID
- 2002
- DTXSID
DTXSID40861672- ChEMBL
CHEMBL1905494、CHEMBL54170- ChEBI
CHEBI:70976
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 82.2 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 332
Experimental & physicochemical properties
Chemical ClassesBiological Agents -> Amino Acids and Derivatives
Physical DescriptionBeige powder; [Sigma-Aldrich MSDS]
Collision Cross Section
151.44 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
158.3 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
158.1 Ų [M+Na]+
Physicochemical properties
- Melting point
- 204 · 204-206 °C (dec.) (lit.)
- Boiling point
- 389.26 °C · 389.26°C (rough estimate)
- alpha
- -0.5 · -0.5~+0.5°(20℃/D)(c=2,C2H5OH)
- Density
- 1.1855 · 1.1855 (rough estimate)
- vapor pressure
- 0.00005 mPa · <0.00005 mPa ( 20 °C)
- refractive index
- 1.645 · 1.6450 (estimate)
- storage temp.
- 2 · 2-8°C
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 97.6% (41 of 42) of all reports.
Not Classified
Aggregated GHS information provided per 42 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
REACH registered substance: Nα-acetyl-DL-tryptophan (EC: 201-739-3)
Tryptophan, N-acetyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS] See Tryptophan.
Hazard Classes and CategoriesNot Classified
Safety data
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29339990
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_note
- Keep Cold
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationCompounds which inhibit or antagonize biosynthesis or actions of proteases (ENDOPEPTIDASES).
Uses & manufacturing
General Manufacturing InformationTryptophan, N-acetyl-: ACTIVE
Applications
UsesN-Acetyl-DL-tryptophan is produced via chemical synthesis using the standard amino acid, tryptophan. It can be used in downstream applications of biopharmaceutical production as a transfer agent or stabilizer.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: An N-acetylamino acid that is the N-acetyl derivative of tryptophan.
Related reactions
7 records
Compound notes
Loading…