(±)-5-Hydroxytryptophan
Also known as 5-hydroxytryptophan, (+-)-5-Hydroxytryptophan, Tryptophan, 5-hydroxy-
Key facts
What buyers check first
- Appearance
- Minute rods or needles from ethanol
- Melting point
- 298 to 300
- Solubility
- Solubilities: 2.5 g/100 mL in 50% boiling alcohol, 5.5 g/100 mL in water at 100 °C
- HS code
- 293399
- Category
- Amino acids and derivatives

What is (±)-5-Hydroxytryptophan?
Plain description, key identifiers and synonyms
5-hydroxytryptophan is a tryptophan derivative that is tryptophan substituted by a hydroxy group at position 5. It has a role as a neurotransmitter and a human metabolite.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
- CAS number
- 56-69-9 CAS number cross-checkedOther or deprecated CAS: 114-03-4, 72572-98-6
- EC numbers
- 200-284-8, 204-039-6
- Molecular formula
- C11H12N2O3
- UNII
- 9181P3OI6N
- MDL number
- MFCD00005651
- INCI name
- HYDROXYTRYPTOPHAN
- InChIKey
- LDCYZAJDBXYCGN-UHFFFAOYSA-N
- InChI
- 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)
- SMILES (canonical and isomeric)
- C1=CC2=C(C=C1O)C(=CN2)CC(C(=O)O)N
Synonyms
- 5-hydroxytryptophan
- (+-)-5-Hydroxytryptophan
- Tryptophan, 5-hydroxy-
- 5 Hydroxytryptophan
- 2-azaniumyl-3-(5-hydroxy-1H-indol-3-yl)propanoate
- Tryptophan, 5 Hydroxy
- 5-hydroxytryptophan DL-
- Oxytryptophan
- 5-Hydroxy-DL-tryptophan
- DL-5-Hydroxytryptophan
- 2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
- DL-Hydroxytryptophan
- H-DL-Trp(5-OH)-OH
- D,L-5-hydroxytryptophan
- 5-Hydroxytryptophan DL-form
- 5-hydroxy tryptophan
- 5-HTP/5-Hydroxytryptophan
- (+/-)-5-Hydroxytryptophan
- 5-hydroxytryptophan (5-HTP)
- DL-Pretonine
- Dl-oxitriptan
- USAF CB-96
- H-L-Trp(5-OH)-OH
- 5-hydroxytryptophan, dl-
- 5-Hydroxytryptophan L form
Show all 37 synonymsShow fewer synonyms
- Tryptophan, 5-hydroxy-, dl
- 5-22-14-00278 (Beilstein Handbook Reference)
- Tryptophan, 5-hydroxy-, L-
- DL-Tryptophan, 5-hydroxy-
- (+/-)-5-Hydroxytryptophan, 5-HTP, 5-Hydroxy-DL-tryptophan, DL-Hydroxytryptophan, NSC 92523,
- 5-Hydroxytryptophan #
- dl-5-Hydroxytryptophane
- 5-Hydroxytryptophan/5-HTP
- 2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoicacid
- (.+-.)-5-Hydroxytryptophan
- 5-Hydroxytryptophan, AldrichCPR
- 5-Hydroxy-L-tryptophan from fermentation
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Minute rods or needles from ethanolexp.Measured value |
|---|---|
| Melting point | 298 to 300exp.Measured value |
| Solubility | Solubilities: 2.5 g/100 mL in 50% boiling alcohol, 5.5 g/100 mL in water at 100 °Cexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 220.23 g/molcalc.Computed value |
|---|---|
| Exact mass | 220.0848 Dacalc.Computed value |
| LogP (octanol/water) | 0.83calc.Computed value |
| Topological polar surface area | 99.34 Ųcalc.Computed value |
| Hydrogen bond donors | 4calc.Computed value |
| Hydrogen bond acceptors | 3calc.Computed value |
| Rotatable bonds | 3calc.Computed value |
| Heavy atoms | 16calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.18calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 1calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H226Flammable liquid and vapour.
- H301Toxic if swallowed.
- H302Harmful if swallowed.
- H319Causes serious eye irritation.
- H332Harmful if inhaled.
Precautionary statements (25)
- P210Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
- P233Keep container tightly closed.
- P240Ground and bond container and receiving equipment.
- P241Use explosion-proof electrical, ventilating and lighting equipment.
- P242Use non-sparking tools.
- P243Take action to prevent static discharges.
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P301 + P317If swallowed: Get medical help.
- P303 + P361 + P353If on skin (or hair): Take off immediately all contaminated clothing. Rinse skin with water or shower.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P317Get medical help.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P337 + P317If eye irritation persists: Get medical help.
- P370 + P378In case of fire: Use appropriate media to extinguish.
- P403 + P235Store in a well-ventilated place. Keep cool.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aid(±)-5-Hydroxytryptophan suppliers
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- United StatesUnclaimed profile(+-)-5-HydroxytryptophanGrade, purity and minimum order on requestPrice on request
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- China, Ningbo ManufacturerUnclaimed profile(+-)-5-HydroxytryptophanGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
107 suppliers in 17 countries
- China41
- United States35
- Germany5
- United Kingdom4
- Spain3
- India3
- and 11 more countries
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(±)-5-Hydroxytryptophan price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Antidepressant, in treatment of myoclonus.
Industries and functions
Cosmetic ingredient, INCI name HYDROXYTRYPTOPHAN(skin conditioning)
Pharmacological actions
- Antidepressive Agents, Second-Generation
Roles
- animal metabolite
- eukaryotic metabolite
- human metabolite
- mammalian metabolite
- metabolite
- molecular messenger
- neurotransmitter
Functional uses
- Softener and conditioner
Cosmetic functions
- Skin conditioning
Pharmacology
5-Hydroxytryptophan, DL- is a racemic mixture of 5-hydroxytryptophan (5-HTP), a precursor to the neurotransmitter serotonin with anti-depressant, analgesic and appetite-suppressant activities. DL-5-HTP is decarboxylated to serotonin by aromatic-L-amino-acid decarboxylase, and results in increased serotonin levels within the brain. Mediated through serotonin receptors, elevated levels of serotonin causes increased serotonin neurotransmissions, hence leading to release of depression, pain and appetite.
How it is made
Mannich condensation of 5-benzyloxyindole, catalytic hydrogenolysis of 5-benzyloxytryptophan, enzymatic hydroxylation of tryptophan
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- EU cosmetic ingredient inventory
United States
- TSCA inventory (USA)Status: Inactive in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code (±)-5-Hydroxytryptophan is traded under.
Heterocyclic compounds with nitrogen hetero-atom(s) only, other
- Slovenia31.7%
- Italy24.2%
- United States5.0%
* Partner reported figures, a lower bound.
The HS code shown for (±)-5-Hydroxytryptophan is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about (±)-5-Hydroxytryptophan, based on the data on this page
What is (±)-5-Hydroxytryptophan?
What is the CAS number of (±)-5-Hydroxytryptophan?
What is the molecular formula and weight of (±)-5-Hydroxytryptophan?
What is (±)-5-Hydroxytryptophan used for?
Is (±)-5-Hydroxytryptophan hazardous?
What is the HS code of (±)-5-Hydroxytryptophan?
Where can I buy (±)-5-Hydroxytryptophan?
Where can I buy (±)-5-Hydroxytryptophan in India?
What is the price of (±)-5-Hydroxytryptophan?
Guides for buyers
Practical guides that help when you source, ship or handle (±)-5-Hydroxytryptophan
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
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