Compound
D-tryptophan
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.
Structure
No depiction stored
Loading the model…
- Class
- Organic compound
- Formula
- C11H12N2O2
- Mass
- 204.229 g/mol
- Charge
- 0
- InChIKey
- QIVBCDIJIAJPQS-SECBINFHSA-N
- SMILES
- [NH3+][C@H](Cc1cnc2ccccc12)C(=O)[O-]
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
1 entity
1 entities reached.
0 reported hops1 assembled from the scaffold
What the reference databases state
Statements
3 statements
3 statements · 1 reference database · Subject: D-tryptophan · Sources: Rhea
- D-tryptophan is converted to indole-3-pyruvateCompoundRhea RHEA:78247Inferred only
- indole-3-pyruvate is converted to D-tryptophanCompoundRhea RHEA:78247Inferred only
- D-tryptophan is a substrate of DAOProteinRhea RHEA:78247Inferred only
Reactions
9 reactions
D-tryptophan+acetyl-CoACHEBI:57877+coenzyme A(4-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:10060CC BY 4.0Reference data
D-tryptophan+dioxygenCHEBI:60051
Catalysed by IDO1
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:14189CC BY 4.0Reference data
D-tryptophan+malonyl-CoACHEBI:57549+coenzyme A(4-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:23320CC BY 4.0Reference data
D-tryptophan+FADH2(2-)+chloride+dioxygenCHEBI:140509+FAD(3-)+2water
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:56528CC BY 4.0Reference data
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:60516CC BY 4.0Reference data
L-tryptophan+ATP(4-)+waterD-tryptophan+AMP+diphosphate(3-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:63892CC BY 4.0Reference data
CHEBI:188450+waterCHEBI:78442+D-tryptophan
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:69799CC BY 4.0Reference data
D-tryptophan+chloride+2sodium(1+)D-tryptophan+chloride+2sodium(1+)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:75327CC BY 4.0Reference data
D-tryptophan+dioxygen+waterindole-3-pyruvate+hydrogen peroxide+ammonium
Catalysed by DAO
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:78247CC BY 4.0Reference data
On the label
Labelled products
6 products
Source: NIH DSLD · Ingredient: D-tryptophan · 6 products · Declared amount per serving: 70–1,050 mg (5 products)
5 labels state an amount1 does not
- Garden of LifeRaw Organic Fit Chocolate FlavorEssential Amino Acids290 mgper 45.5 Gram(s)DSLD:297638
- Lidtke MilitaryCombat StressL-Tryptophan · USP1,050 mgper 1 Capsule(s)DSLD:292297
- Mt. CapraDouble Bonded Protein Chocolate70 mgper 33.5 Gram(s)DSLD:19314
- Pure VeganVegan Complete Vanilla280 mgper 43 Gram(s)DSLD:32881
- Systemic FormulaseNRG LQ Quantum Cellular ATP Energyamount not statedper 0.5 Dropper(s)DSLD:22506
- ZHOUDriftoff100 mgper 2 Vegetable Capsule(s)DSLD:200047
Label record: NIH Office of Dietary Supplements · CC0
Other names
3 names
Resolves to: D-tryptophan
- Also called
- (2R)-2-ammonio-3-(1H-indol-3-yl)propanoatetryptophan
- Systematic name
- (2R)-2-azaniumyl-3-(1H-indol-3-yl)propanoate