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 198,379 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Groups	approved withdrawn nutraceutical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	W (S)-α-amino-1H-indole-3-propanoic acid (S)-Tryptophan (2S)-2-amino-3-(1H-indol-3-yl)propanoic acid Tryptophan (S)-alpha-Amino-beta-(3-indolyl)-propionic acid Triptofano L-(-)-Tryptophan L-Tryptophan L-β-3-indolylalanine Tryptophanum Trp Tryptophane L-(?)-tryptophan
Brand Names	Olimel 5.7% 20% Prosol Essepna 8.5% Freamine III Aminosyn 10% W Electrolytes Teva-tryptophan Tryptan Aminosyn II 10% With Electrolytes Aminosyn 5% Aminosyn II in Dextrose Aminosyn II 7% Injection Olimel 7.6% E ProSol Travasol Amino Acid Inj 5.5% Travasol Inj Without Electrolytes 5.5% Aminosyn II 7% M In 10% Dextrose(dual Chamber) 4.25% Travasol Amino Acid Injection With Electrolytes In 5% Dextrose Quickmix Aminosyn II 8.5% With 50% Dextrose Kabiven 2.5% Travasol Amino Acid Injection Without Electrolytes In 10% Dextrose Quickmix Vamin N FreAmine HBC Perikabiven Nephramine Liq IV Aminosyn II and Dextrose 4.25% Travasol Amino Acid Injection Without Electrlytes In 10% Dextrose HepatAmine Aminosyn II 7% With 50% Dextrose 2.75% Travas. Amino Acid InJ.W.elecw.25%dex ProcalAmine Aminosyn II 8.5% Injection FreAmine III Olimel 4.4% Clinimix Aminosyn II 5% Inj Clinimix E Olimel 7.6% 2.75% Travasol Amino Acid Injection With Electrolytes In 5% Dextrose Quickmix PHL-tryptophan Aminosyn 3.5% M Aminosyn-PF 4.25% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Aminosyn II Aminosyn II with Electrolytes Aminosyn NephrAmine Hepatasol Aminosyn II 8.5% M In 20% Dextrose (dual Chamber) Synthamin Plenamine Aminosyn II with Electrolytes in Dextrose with Calcium Smofkabiven Extra Nitrogen Electrolyte Free 4.25%trav. Amino Acid InJ.W.O.elect.5%dext. 4.25%travasol Amino Acid InJ.W.elecw.5%dex. Aminosyn Sulfite Free Clinisol Vamin 18 Electrolyte-free Travasol Inj Without Electrolytes 8.5% Premasol - sulfite-free (Amino Acid) Olimel 4.4% E Primene 10%-liq IV Aminosyn-PF 10% Primene Novamine 2.5% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Clinimix Periolimel 2.5% E 4.25% Amino Acid Injection Without Electrolytes In 20% Dextrose Quickmix Aminosyn 8.5% Aminosyn RF Injection 4.25% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Travasol Amino Acid Inj 8.5% 5% Travasol Amino Acid Injection Without Electrolytes In 25% Dextrose Travasol Nutrineal Pd4 Olimel 3.3% E Aminosyn-PF 7% Quick Mix 2.5% Travasol Aa With Electrolytes With 25% Dextrose Injec 4.25% Travasol Amino Acid Without Electrolytes In 5% Dextrose Quickmix Dom-tryptophan 4.25% Travasol Amino Acid Injection Without Electrolytes In 25% Dextrose Aminosyn HF Aminosyn 7% Apo-tryptophan 2.5% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Olimel 5.7% E Smofkabiven Aminosyn II In Dextrose Injection 5% Travasol Amino Acid Injection Without Electrolytes In 20% Dextrose Aminosyn 8.5% Injection With Electrolytes 5% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose 2.5%travasol Amino Acid InJ.W.eleC.W.25%dex 4.25% Travasol Amino Acid Injection With Electrolytes In 25% Dextrose Smofkabiven Electrolyte Free 2.75% Travasol Amino Acid Injection With Electrolytes In 25% Dextrose Quickmix 4.25% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Quickmix Smofkabiven Extra Nitrogen Clinimix 2.5% Travasol Aa Without Electrolytes In 10% Dextrose Injec 2.75%travasol Amino Acid InJ.W.eleC.W.5%dex. Primene 10% Travasol E Renamin (amino Acids) Injection Aminosyn II 7% With 10% Dextrose Aminosyn RF TrophAmine Smofkabiven Peripheral PMS-tryptophan 4.25% Travasol Amino Acid Injection Without Electrolytes In 20% Dextrose RenAmin
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	6305, 6923516
ChEMBL	CHEMBL54976
ChEBI	CHEBI:57912, CHEBI:16828
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