CHEBI:16828 - L-tryptophan

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name L-tryptophan
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
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
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
SMILES N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) 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 ).
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.
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)
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 ChEBI
Database Links Databases
2780 DrugCentral
C00001396 KNApSAcK
DB00150 DrugBank
HMDB0000929 HMDB
TRP MetaCyc
Tryptophan Wikipedia
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
11395471 PubMed citation Europe PMC
11750787 PubMed citation Europe PMC
11888576 PubMed citation Europe PMC
12766158 PubMed citation Europe PMC
12830226 PubMed citation Europe PMC
12871129 PubMed citation Europe PMC
15206750 PubMed citation Europe PMC
16740930 PubMed citation Europe PMC
16934873 PubMed citation Europe PMC
17127472 PubMed citation Europe PMC
17177562 PubMed citation Europe PMC
17430113 PubMed citation Europe PMC
17585690 PubMed citation Europe PMC
17690425 PubMed citation Europe PMC
17826001 PubMed citation Europe PMC
18234569 PubMed citation Europe PMC
18419734 PubMed citation Europe PMC
18949702 PubMed citation Europe PMC
19896323 PubMed citation Europe PMC
21856896 PubMed citation Europe PMC
22071091 PubMed citation Europe PMC
22162421 PubMed citation Europe PMC
22299628 PubMed citation Europe PMC
22386992 PubMed citation Europe PMC
22402312 PubMed citation Europe PMC
22415302 PubMed citation Europe PMC
22415306 PubMed citation Europe PMC
2917974 PubMed citation Europe PMC
Last Modified
17 January 2018