CHEBI:27897 - tryptophan

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ChEBI Name tryptophan
ChEBI ID CHEBI:27897
Definition An α-amino acid that is alanine bearing an indol-3-yl substituent at position 3.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:27163, CHEBI:9769
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Formula C11H12N2O2
Net Charge 0
Average Mass 204.22526
Monoisotopic Mass 204.090
InChI InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)
InChIKey QIVBCDIJIAJPQS-UHFFFAOYSA-N
SMILES NC(Cc1c[nH]c2ccccc12)C(O)=O
Metabolite of Species Details
Daphnia magna (NCBI:35525) See: Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing tryptophan (CHEBI:27897) has part 1H-indol-3-ylmethyl group (CHEBI:50337)
tryptophan (CHEBI:27897) has role Daphnia magna metabolite (CHEBI:83056)
tryptophan (CHEBI:27897) is a α-amino acid (CHEBI:33704)
tryptophan (CHEBI:27897) is a aminoalkylindole (CHEBI:38631)
tryptophan (CHEBI:27897) is a aromatic amino acid (CHEBI:33856)
tryptophan (CHEBI:27897) is conjugate acid of tryptophanate (CHEBI:32727)
tryptophan (CHEBI:27897) is conjugate base of tryptophanium (CHEBI:32728)
tryptophan (CHEBI:27897) is tautomer of tryptophan zwitterion (CHEBI:64554)
Incoming tryptophan derivative (CHEBI:27164) has functional parent tryptophan (CHEBI:27897)
tryptophanyl radical (CHEBI:32730) has functional parent tryptophan (CHEBI:27897)
tryptophanyl radical cation (CHEBI:32729) has functional parent tryptophan (CHEBI:27897)
D-tryptophan (CHEBI:16296) is a tryptophan (CHEBI:27897)
L-tryptophan (CHEBI:16828) is a tryptophan (CHEBI:27897)
tryptophanium (CHEBI:32728) is conjugate acid of tryptophan (CHEBI:27897)
tryptophanate (CHEBI:32727) is conjugate base of tryptophan (CHEBI:27897)
1-tryptophano group (CHEBI:32731) is substituent group from tryptophan (CHEBI:27897)
tryptophan residue (CHEBI:32732) is substituent group from tryptophan (CHEBI:27897)
tryptophano group (CHEBI:27165) is substituent group from tryptophan (CHEBI:27897)
tryptophyl group (CHEBI:37899) is substituent group from tryptophan (CHEBI:27897)
tryptophan zwitterion (CHEBI:64554) is tautomer of tryptophan (CHEBI:27897)
IUPAC Name
tryptophan
Synonyms Sources
2-amino-3-(1H-indol-3-yl)propanoic acid IUPAC
alpha-Amino-beta-(3-indolyl)-propionic acid KEGG COMPOUND
α-amino-β-3-indolepropionic acid ChEBI
β-3-indolylalanine ChEBI
Htrp IUPAC
triptófano ChEBI
Trp ChEBI
Tryptophan KEGG COMPOUND
tryptophane ChEBI
W ChEBI
Database Links Databases
C00001396 KNApSAcK
C00806 KEGG COMPOUND
LSM-36836 LINCS
Tryptophan Wikipedia
View more database links
Registry Numbers Types Sources
4532 Gmelin Registry Number Gmelin
54-12-6 CAS Registry Number NIST Chemistry WebBook
54-12-6 CAS Registry Number ChemIDplus
86196 Reaxys Registry Number Reaxys
86196 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
17439666 PubMed citation Europe PMC
22264337 PubMed citation Europe PMC
Last Modified
26 February 2016