Record Information |
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Version | 1.0 |
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Creation date | 2015-10-09 22:30:35 UTC |
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Update date | 2017-01-19 02:36:22 UTC |
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FoodComEx ID | PC000414 |
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FoodDB Record | FDB006231 |
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Chemical Information |
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Name | 5-Hydroxy-L-tryptophan |
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Description | 5-Hydroxytryptophan (5-HTP), also known as oxitriptan (INN), is a naturally-occurring amino acid and chemical precursor as well as metabolic intermediate in the biosynthesis of the neurotransmitters serotonin and melatonin from tryptophan. 5-Hydroxy-L-tryptophan is found in french plantain. |
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CAS Number | 4350-09-8 |
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Structure | |
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Synonyms | Synonym | Source |
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(+-)-5-Hydroxytryptophan | ChEBI | (S)-5-Hydroxytryptophan | biospider | 5-HTP | ChEBI | 5-Hydroxy-DL-tryptophan | ChEBI | 5-Hydroxy-L-tryptophan | biospider | 5-Hydroxy-tryptophan | HMDB | 5-Hydroxyl-L-tryptophan | HMDB | 5-Hydroxytryptophan | ChEBI | 5-Hydroxytryptophan DL-form | ChEBI | 5-Hydroxytryptophan L form | HMDB | 5-Hydroxytryptophan L-form | HMDB | Cincofarm | HMDB | DL-5-HTP | ChEBI | DL-5-Hydroxytryptophan | ChEBI | Hydroxytryptophan | HMDB | L-5-Hydroxytryptophan | biospider | L-Tryptophan, 5-hydroxy- | biospider | Levothym | HMDB | Levotinine | HMDB | Oxitriptan | manual | Oxyfan | HMDB | Oxytryptophan | HMDB | Pretonine | HMDB | Quietim | HMDB | Serotonyl | HMDB | Telesol | HMDB | Triptene | HMDB | Tryptophan, 5-hydroxy-, L- | biospider |
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Chemical Formula | C11H12N2O3 |
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IUPAC name | (2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid |
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InChI Identifier | InChI=1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)/t9-/m0/s1 |
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InChI Key | LDCYZAJDBXYCGN-VIFPVBQESA-N |
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Isomeric SMILES | N[C@@H](CC1=CNC2=C1C=C(O)C=C2)C(O)=O |
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Average Molecular Weight | 220.2246 |
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Monoisotopic Molecular Weight | 220.08479226 |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as serotonins. Serotonins are compounds containing a serotonin moiety, which consists of an indole that bears an aminoethyl a position 2 and a hydroxyl group at position 5. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Indoles and derivatives |
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Sub Class | Tryptamines and derivatives |
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Direct Parent | Serotonins |
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Alternative Parents | |
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Substituents | - Serotonin
- Indolyl carboxylic acid derivative
- Alpha-amino acid
- Alpha-amino acid or derivatives
- 3-alkylindole
- L-alpha-amino acid
- Hydroxyindole
- Indole
- Aralkylamine
- 1-hydroxy-2-unsubstituted benzenoid
- Benzenoid
- Substituted pyrrole
- Heteroaromatic compound
- Pyrrole
- Amino acid
- Amino acid or derivatives
- Azacycle
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Hydrocarbon derivative
- Organonitrogen compound
- Primary aliphatic amine
- Organic oxygen compound
- Organic nitrogen compound
- Organooxygen compound
- Primary amine
- Carbonyl group
- Organopnictogen compound
- Amine
- Organic oxide
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Physico-Chemical Properties - Experimental |
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Property | Value | Reference |
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Experimental logP | -2.051 | |
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Experimental Water Solubility | Not Available | |
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Melting Point | 293-298 oC | |
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Foods of Origin |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Production Data |
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Production Method | commercial |
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Production Method Reference | Not Available |
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Production Method Reference File | Not Available |
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Quantity Available | Production upon request, up to 700 mg |
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Delivery Time | Not Available |
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Storage Form | solid |
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Storage Conditions | -80°C |
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Stability | Not Available |
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Purity | Not Available |
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Spectra |
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Spectral Data Upon Request | Not Available |
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Provider Information |
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Commercial Vendors |
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AKSci | E703 |
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AKSci | J91091 |
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AKSci | X3942 |
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