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QuickView for tryptophan (compound)


PubChem
Name: Tryptophan
PubChem Compound ID: 10130455
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.
Molecular formula: C11H12N2O2
Molecular weight: 205.218 g/mol
DrugBank
Identification
Name: Tryptophan
Name (isomeric): DB00150
Drug Type: small molecule
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:
alpha-Amino-beta-(3-indolyl)-propionic acid; Tryptophane; (S)-Tryptophan; 3-Indol-3-ylalanine; Tryptophan; (-)-Tryptophan; L-(-)-Tryptophan; l-b-3-Indolylalanine; (S)-a-Amino-1H-indole-3-propanoic acid; 2-Amino-3-indolylpropanoic acid.
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Brand: Lyphan, Alti-Tryptophan
Category: Micronutrient, Dietary supplement, Essential Amino Acids, Antidepressive Agents, Second-Generation
CAS number: 73-22-3
Pharmacology
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.
Pharmacology:
Tryptophan is critical for the production of the body's proteins, enzymes and muscle tissue. It is also essential for the production of niacin, the synthesis of the neurotransmitter serotonin and melatonin. Tryptophan supplements can be used as natural relaxants to help relieve insomnia. Tryptophan can also reduce anxiety and depression and has bee...
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Mechanism of Action:
A number of important side reactions occur during the catabolism of tryptophan on the pathway to acetoacetate. The first enzyme of the catabolic pathway is an iron porphyrin oxygenase that opens the indole ring. The latter enzyme is highly inducible, its concentration rising almost 10-fold on a diet high in tryptophan. Kynurenine is the first key b...
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Biotransformation: Hepatic.
Toxicity: Oral rat LD50: > 16 gm/kg. Investigated as a tumorigen, mutagen, reproductive effector. Symptoms of overdose include agitation, confusion, diarrhea, fever, overactive reflexes, poor coordination, restlessness, shivering, sweating, talking or acting with excitement you cannot control, trembling or shaking, twitching, and vomiting.
Affected organisms: Humans and other mammals
Interactions
Drug interaction:
VilazodoneDue to risks of enhanced serotonin activity and/or adverse reactions (e.g., serotonin syndrome), concomitant use of selective serotonin reuptake inhibitors (SSRIs) and tryptophan is not recommended. Avoid combination.
IsocarboxazidPossible severe adverse reaction with this combination
DesvenlafaxineIncreased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
ZolmitriptanUse of two serotonin modulators, such as zolmitriptan and L-tryptophan, increases the risk of serotonin syndrome. Consider alternate therapy or monitor for serotonin syndrome during concomitant therapy.

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