N-Acetyl-L-tryptophan

HCID 700653

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Basic information

CAS: 1218-34-4
Standard SMILES: CC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O
InChIKey: DZTHIGRZJZPRDV-LBPRGKRZSA-N
Molecular formula: C13H14N2O3
Average molar mass: 246.26 g/mol
Monoisotopic mass: 246.10044231

Overview

N-acetyl-L-tryptophan is a N-acetyl-L-amino acid that is the N-acetyl derivative of L-tryptophan. It has a role as a metabolite. It is a N-acetyl-L-amino acid and a L-tryptophan derivative. It is a conjugate acid of a N-acetyl-L-tryptophanate. It is an enantiomer of a N-acetyl-D-tryptophan.

Names & identifiers

Preferred name: N-Acetyl-L-tryptophan
IUPAC: (2S)-2-acetamido-3-(1H-indol-3-yl)propanoic acid

Names & synonyms

N-Acetyl-L-tryptophan1218-34-4Acetyl-L-tryptophanL-Tryptophan, N-acetyl-(2S)-2-acetamido-3-(1H-indol-3-yl)propanoic acidL-ACETYLTRYPTOPHANAcetyltryptophan, L-U9264T8OAECHEBI:74640DTXSID10883669NSC-90726RefChem:828886

Show more names

DTXCID801023176214-935-9Ac-Trp-OH(S)-N-AcetyltryptophanAcetyl-L-trpMFCD00065976TRYPTOPHAN, N-ACETYL-, L-(S)-2-Acetamido-3-(1H-indol-3-yl)propanoic acid

Database identifiers

CAS: 1218-34-4
PubChem CID: 700653
DTXSID: DTXSID10883669
ChEMBL: CHEMBL54170
ChEBI: CHEBI:74640
UNII: U9264T8OAE
EC Number: 214-935-9
Nikkaji: J61.737G

Properties

Computed structural propertiesFilling in

XLogP: 1.1
Topological polar surface area: 82.2 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 3
Rotatable bonds: 4
Heavy atoms: 18
Formal charge: 0
Complexity: 332

Experimental & physicochemical properties

LogP0.57

Melting Point189.5 °C

Physical DescriptionSolid

Collision Cross Section152.3 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.