CHEBI:16828 - L-tryptophan

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ChEBI Name L-tryptophan
ChEBI ID CHEBI:16828
ChEBI ASCII Name L-tryptophan
Definition The L-enantiomer of tryptophan.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:21407, CHEBI:45988, CHEBI:46125, CHEBI:46086, CHEBI:46225, CHEBI:184633, CHEBI:6310, CHEBI:13178
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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)/t9-/m0/s1
InChIKey QIVBCDIJIAJPQS-VIFPVBQESA-N
SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Homo sapiens (NCBI:9606) See: DOI
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): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
micronutrient
Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
(via tryptophan )
Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
nutraceutical
A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-tryptophan (CHEBI:16828) has role Escherichia coli metabolite (CHEBI:76971)
L-tryptophan (CHEBI:16828) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
L-tryptophan (CHEBI:16828) has role antidepressant (CHEBI:35469)
L-tryptophan (CHEBI:16828) has role human metabolite (CHEBI:77746)
L-tryptophan (CHEBI:16828) has role micronutrient (CHEBI:27027)
L-tryptophan (CHEBI:16828) has role mouse metabolite (CHEBI:75771)
L-tryptophan (CHEBI:16828) has role nutraceutical (CHEBI:50733)
L-tryptophan (CHEBI:16828) has role plant metabolite (CHEBI:76924)
L-tryptophan (CHEBI:16828) is a L-α-amino acid (CHEBI:15705)
L-tryptophan (CHEBI:16828) is a erythrose 4-phosphate/phosphoenolpyruvate family amino acid (CHEBI:73690)
L-tryptophan (CHEBI:16828) is a proteinogenic amino acid (CHEBI:83813)
L-tryptophan (CHEBI:16828) is a tryptophan (CHEBI:27897)
L-tryptophan (CHEBI:16828) is conjugate acid of L-tryptophanate (CHEBI:32702)
L-tryptophan (CHEBI:16828) is conjugate base of L-tryptophanium (CHEBI:32704)
L-tryptophan (CHEBI:16828) is enantiomer of D-tryptophan (CHEBI:16296)
L-tryptophan (CHEBI:16828) is tautomer of L-tryptophan zwitterion (CHEBI:57912)
Incoming 5-methoxytryptophan (CHEBI:74049) has functional parent L-tryptophan (CHEBI:16828)
L-tryptophan derivative (CHEBI:47994) has functional parent L-tryptophan (CHEBI:16828)
L-tryptophanyl radical (CHEBI:32712) has functional parent L-tryptophan (CHEBI:16828)
L-tryptophanyl radical cation (CHEBI:32713) has functional parent L-tryptophan (CHEBI:16828)
Ala-Phe-Trp-Asn (CHEBI:73379) has functional parent L-tryptophan (CHEBI:16828)
Ala-Trp-Asn-Asp (CHEBI:73382) has functional parent L-tryptophan (CHEBI:16828)
Arg-Trp-Ser-Tyr (CHEBI:73405) has functional parent L-tryptophan (CHEBI:16828)
Asn-Met-Trp-Asn (CHEBI:73412) has functional parent L-tryptophan (CHEBI:16828)
Asn-Trp-Asp-Ser (CHEBI:73414) has functional parent L-tryptophan (CHEBI:16828)
Asn-Trp-Cys-His (CHEBI:73415) has functional parent L-tryptophan (CHEBI:16828)
Asp-Trp-Trp-Val (CHEBI:73440) has functional parent L-tryptophan (CHEBI:16828)
Gln-Phe-Trp-Tyr (CHEBI:73464) has functional parent L-tryptophan (CHEBI:16828)
Glu-Ala-Trp (CHEBI:73490) has functional parent L-tryptophan (CHEBI:16828)
Glu-Glu-Gln-Trp (CHEBI:73484) has functional parent L-tryptophan (CHEBI:16828)
Glu-Gly-Trp (CHEBI:73496) has functional parent L-tryptophan (CHEBI:16828)
Glu-Lys-Trp-Ala (CHEBI:73487) has functional parent L-tryptophan (CHEBI:16828)
Glu-Trp (CHEBI:73512) has functional parent L-tryptophan (CHEBI:16828)
Ile-Leu-Trp-Trp (CHEBI:73518) has functional parent L-tryptophan (CHEBI:16828)
Leu-Trp (CHEBI:73590) has functional parent L-tryptophan (CHEBI:16828)
Lys-Thr-Trp-Tyr (CHEBI:73597) has functional parent L-tryptophan (CHEBI:16828)
Phe-Trp-Ala (CHEBI:73640) has functional parent L-tryptophan (CHEBI:16828)
Phe-Trp-Trp (CHEBI:73642) has functional parent L-tryptophan (CHEBI:16828)
Pro-Trp-Val-Gly (CHEBI:73650) has functional parent L-tryptophan (CHEBI:16828)
proviolacein (CHEBI:131916) has functional parent L-tryptophan (CHEBI:16828)
Thr-Trp (CHEBI:73666) has functional parent L-tryptophan (CHEBI:16828)
Thr-Trp-Asp (CHEBI:73660) has functional parent L-tryptophan (CHEBI:16828)
Trp-Ala (CHEBI:73710) has functional parent L-tryptophan (CHEBI:16828)
Trp-Ala-Asp (CHEBI:73671) has functional parent L-tryptophan (CHEBI:16828)
Trp-Ala-Gly (CHEBI:73691) has functional parent L-tryptophan (CHEBI:16828)
Trp-Asp-Ser (CHEBI:73692) has functional parent L-tryptophan (CHEBI:16828)
Trp-Ser (CHEBI:73694) has functional parent L-tryptophan (CHEBI:16828)
Trp-Trp (CHEBI:74876) has functional parent L-tryptophan (CHEBI:16828)
L-tryptophanium (CHEBI:32704) is conjugate acid of L-tryptophan (CHEBI:16828)
L-tryptophanate (CHEBI:32702) is conjugate base of L-tryptophan (CHEBI:16828)
D-tryptophan (CHEBI:16296) is enantiomer of L-tryptophan (CHEBI:16828)
1-L-tryptophano group (CHEBI:32710) is substituent group from L-tryptophan (CHEBI:16828)
L-tryptophan residue (CHEBI:29954) is substituent group from L-tryptophan (CHEBI:16828)
L-tryptophano group (CHEBI:32708) is substituent group from L-tryptophan (CHEBI:16828)
L-tryptophyl group (CHEBI:32706) is substituent group from L-tryptophan (CHEBI:16828)
L-tryptophan zwitterion (CHEBI:57912) is tautomer of L-tryptophan (CHEBI:16828)
IUPAC Name
L-tryptophan
INN Source
tryptophan KEGG DRUG
Synonyms Sources
(2S)-2-amino-3-(1H-indol-3-yl)propanoic acid IUPAC
(S)-α-amino-1H-indole-3-propanoic acid NIST Chemistry WebBook
(S)-alpha-Amino-beta-(3-indolyl)-propionic acid KEGG COMPOUND
(S)-tryptophan NIST Chemistry WebBook
L-(−)-tryptophan NIST Chemistry WebBook
L-β-3-indolylalanine NIST Chemistry WebBook
L-Tryptophan KEGG COMPOUND
L-tryptophan ChEBI
Trp ChEBI
Tryptophan KEGG COMPOUND
TRYPTOPHAN PDBeChem
W ChEBI
Database Links Databases
2780 DrugCentral
C00001396 KNApSAcK
C00078 KEGG COMPOUND
D00020 KEGG DRUG
DB00150 DrugBank
ECMDB00929 ECMDB
HMDB0000929 HMDB
TRP PDBeChem
TRP MetaCyc
Tryptophan Wikipedia
YMDB00126 YMDB
View more database links
Registry Numbers Types Sources
51434 Gmelin Registry Number Gmelin
73-22-3 CAS Registry Number KEGG COMPOUND
73-22-3 CAS Registry Number ChemIDplus
73-22-3 CAS Registry Number NIST Chemistry WebBook
86197 Reaxys Registry Number Reaxys
86197 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017