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ChEBI
> Main
CHEBI:27897 - tryptophan
Main
ChEBI Ontology
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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
Supplier Information
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Molfile
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Molfile
Wikipedia
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Read full article at Wikipedia
Formula
C11H12N2O2
Net Charge
0
Average Mass
204.22526
Monoisotopic Mass
204.08988
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:txid35525)
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 base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted 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
1
H
-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 a
polar amino acid (
CHEBI:26167
)
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-(1
H
-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
Manual Xrefs
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
Types
Sources
17439666
PubMed citation
Europe PMC
22264337
PubMed citation
Europe PMC
Last Modified
13 August 2019