TRP

TRYPTOPHAN

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is present as a standalone ligand in 220 entries

as a non-polymer is covalently linked to polymer or other heterogen groups 15 entries

is present in a polymer sequence 198,737 entries

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Chemical Component Summary
Name	TRYPTOPHAN
Identifiers	(2S)-2-amino-3-(1H-indol-3-yl)propanoic acid
Formula	C₁₁ H₁₂ N₂ O₂
Molecular Weight	204.225
Type	L-PEPTIDE LINKING
Isomeric SMILES	c1ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)O)N
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

Chemical Details
Formal Charge	0
Atom Count	27
Chiral Atom Count	1
Bond Count	28
Aromatic Bond Count	10

Drug Info: DrugBank

DrugBank ID	DB00150
Name	Tryptophan
Groups	approved withdrawn nutraceutical
Description	An essential amino acid that is necessary for normal growth in infants and for nitrogen balance in adults. It is a precursor of indole alkaloids in plants. It is a precursor of serotonin (hence its use as an antidepressant and sleep aid). It can be a precursor to niacin, albeit inefficiently, in mammals.
Synonyms	(2S)-2-amino-3-(1H-indol-3-yl)propanoic acid L-(-)-Tryptophan (S)-Tryptophan Tryptophanum Triptofano L-(−)-tryptophan (S)-alpha-Amino-beta-(3-indolyl)-propionic acid (S)-α-amino-1H-indole-3-propanoic acid Trp W L-β-3-indolylalanine Tryptophan Tryptophane L-Tryptophan
Brand Names	4.25% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Premasol - sulfite-free (Amino Acid) Aminosyn-PF 10% FreAmine III Travasol E Renamin (amino Acids) Injection 5% Travasol Amino Acid Injection Without Electrolytes In 20% Dextrose ProcalAmine 2.5% Travasol Amino Acid Injection Without Electrolytes In 10% Dextrose Quickmix Aminosyn Sulfite Free Travasol 2.5% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Olimel 3.3% E Aminosyn RF Injection Clinisol Primene 10%-liq IV 4.25% Travasol Amino Acid Injection With Electrolytes In 5% Dextrose Quickmix Aminosyn II with Electrolytes Smofkabiven Vamin N Dom-tryptophan Smofkabiven Extra Nitrogen Electrolyte Free Teva-tryptophan 4.25%trav. Amino Acid InJ.W.O.elect.5%dext. Periolimel 2.5% E 2.5%travasol Amino Acid InJ.W.eleC.W.25%dex Plenamine Aminosyn 5% PHL-tryptophan RenAmin 2.5% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Clinimix 2.75% Travasol Amino Acid Injection With Electrolytes In 25% Dextrose Quickmix Primene 10% Novamine Aminosyn II 7% M In 10% Dextrose(dual Chamber) Perikabiven Olimel 5.7% E 2.75% Travasol Amino Acid Injection With Electrolytes In 5% Dextrose Quickmix 2.75%travasol Amino Acid InJ.W.eleC.W.5%dex. Aminosyn RF Essepna 4.25% Travasol Amino Acid Injection Without Electrlytes In 10% Dextrose 5% Travasol Amino Acid Injection Without Electrolytes In 25% Dextrose 4.25% Travasol Amino Acid Injection With Electrolytes In 25% Dextrose Aminosyn 10% W Electrolytes Aminosyn Aminosyn II 5% Inj Olimel 4.4% Aminosyn II Aminosyn II in Dextrose PMS-tryptophan HepatAmine Aminosyn II 7% With 10% Dextrose 4.25% Travasol Amino Acid Injection Without Electrolytes In 20% Dextrose Quick Mix 2.5% Travasol Aa With Electrolytes With 25% Dextrose Injec Travasol Amino Acid Inj 8.5% 8.5% Freamine III 4.25% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Quickmix Smofkabiven Peripheral Aminosyn 7% Travasol Amino Acid Inj 5.5% 4.25% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Aminosyn II 8.5% Injection Clinimix 2.5% Travasol Aa Without Electrolytes In 10% Dextrose Injec Olimel 4.4% E Olimel 5.7% Nephramine Liq IV 2.75% Travas. Amino Acid InJ.W.elecw.25%dex Synthamin Aminosyn 8.5% Vamin 18 Electrolyte-free Tryptan Smofkabiven Extra Nitrogen 4.25% Travasol Amino Acid Without Electrolytes In 5% Dextrose Quickmix Aminosyn II 8.5% With 50% Dextrose Nutrineal Pd4 Aminosyn II with Electrolytes in Dextrose with Calcium Aminosyn II In Dextrose Injection Aminosyn II 8.5% M In 20% Dextrose (dual Chamber) Apo-tryptophan Primene Smofkabiven Electrolyte Free Aminosyn HF 4.25% Amino Acid Injection Without Electrolytes In 20% Dextrose Quickmix Travasol Inj Without Electrolytes 8.5% Kabiven 20% Prosol Hepatasol Travasol Inj Without Electrolytes 5.5% Aminosyn-PF Aminosyn II and Dextrose Aminosyn 3.5% M ProSol NephrAmine Aminosyn II 7% Injection Clinimix FreAmine HBC Aminosyn 8.5% Injection With Electrolytes Aminosyn II 7% With 50% Dextrose Aminosyn II 10% With Electrolytes 5% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Aminosyn-PF 7% Clinimix E TrophAmine Olimel 7.6% Olimel 7.6% E 4.25% Travasol Amino Acid Injection Without Electrolytes In 25% Dextrose 4.25%travasol Amino Acid InJ.W.elecw.5%dex.
Indication	Tryptophan may be useful in increasing serotonin production, promoting healthy sleep, managing depression by enhancing mental and emotional well-being, managing pain tolerance, and managing weight.
Categories	Amino Acids Amino Acids, Aromatic Amino Acids, Cyclic Amino Acids, Essential Amino Acids, Peptides, and Proteins Antidepressive Agents Antidepressive Agents, Second-Generation Central Nervous System Agents Central Nervous System Depressants Dietary Supplements Miscellaneous Antidepressants Nervous System Proteinogenic Amino Acids Psychoanaleptics Psychotropic Drugs Serotonergic Drugs Shown to Increase Risk of Serotonin Syndrome Supplements
ATC-Code	N06AX02
CAS number	73-22-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Tryptophan--tRNA ligase, cytoplasmic	MPNSEPASLLELFNSIATQGELVRSLKAGNASKDEIDSAVKMLVSLKMSY...	unknown	inhibitor
Tryptophan--tRNA ligase	MKTIFSGIQPSGVITIGNYIGALRQFVELQHEYNCYFCIVDQHAITVWQD...	unknown	inhibitor
Tryptophan--tRNA ligase, mitochondrial	MALHSMRKARERWSFIRALHKGSAAAPALQKDSKKRVFSGIQPTGILHLG...	unknown	inhibitor
Tryptophan--tRNA ligase	MKTIFSGIQPSGVITIGNYIGALRQFVELQHEYNCYFCIVDQHAITVWQD...	unknown	substrate,inhibitor
Tryptophan--tRNA ligase, mitochondrial	MALHSMRKARERWSFIRALHKGSAAAPALQKDSKKRVFSGIQPTGILHLG...	unknown	substrate,inhibitor
Tryptophan 5-hydroxylase 1	MIEDNKENKDHSLERGRASLIFSLKNEVGGLIKALKIFQEKHVNLLHIES...	unknown	substrate
Tryptophan 5-hydroxylase 2	MQPAMMMFSSKYWARRGFSLDSAVPEEHQLLGSSTLNKPNSGKNDDKGNK...	unknown	substrate
Tryptophan--tRNA ligase, cytoplasmic	MPNSEPASLLELFNSIATQGELVRSLKAGNASKDEIDSAVKMLVSLKMSY...	unknown	substrate,inhibitor
Indoleamine 2,3-dioxygenase 1	MAHAMENSWTISKEYHIDEEVGFALPNPQENLPDFYNDWMFIAKHLPDLI...	unknown	substrate
Tryptophan 2,3-dioxygenase	MSGCPFLGNNFGYTFKKLPVEGSEEDKSQTGVNRASKGGLIYGNYLHLEK...	unknown	substrate
Aromatic-L-amino-acid decarboxylase	MNASEFRRRGKEMVDYMANYMEGIEGRQVYPDVEPGYLRPLIPAAAPQEP...	unknown	substrate
Monocarboxylate transporter 8	MALQSQASEEAKGPWQEADQEQQEPVGSPEPESEPEPEPEPEPVPVPPPE...	unknown	inhibitor
Monocarboxylate transporter 10	MVLSQEEPDSARGTSEAQPLGPAPTGAAPPPGPGPSDSPEAAVEKVEVEL...	unknown	inhibitor
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource Name	Reference
PubChem	6923516, 6305
ChEMBL	CHEMBL54976
ChEBI	CHEBI:16828, CHEBI:57912
CCDC/CSD	TAJSUV, QQQBTP02, RODSOU, IMENAR, TAKKAU, TRYPTB, TRYPTF10, XAMCEW, BEBCAP, TPTPCM, TRYPTC, HUKDEZ, HUKDID, KELKAO01, TRYPTC02, TRYPTD11, PUKBEE, KELKAO, GOSWOC, QQQBTP05, TAKJOH, BEBCET, PUKFAE, TAKJUN, CEBPUV, NUYDOB, HAGBOG, ZAKPOU

RCSB PDB Core Operations are funded by the U.S. National Science Foundation (DBI-2321666), the US Department of Energy (DE-SC0019749), and the National Cancer Institute, National Institute of Allergy and Infectious Diseases, and National Institute of General Medical Sciences of the National Institutes of Health under grant R01GM157729.

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TRP

TRYPTOPHAN

Chemical Component Summary

Chemical Details

Drug Info: DrugBank

Drug Targets

Related Resource References