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(±)-5-Hydroxytryptophan chemical structure, C11H12N2O3, CAS 56-69-9
2D chemical structure

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
Illustrative photo, drums, an IBC tote and sacks in a chemical warehouse in a warehouse
Typical packagingIllustrative packaging image, not the actual product

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 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.
Melting point
298 to 300exp.
Solubility
Solubilities: 2.5 g/100 mL in 50% boiling alcohol, 5.5 g/100 mL in water at 100 °Cexp.

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.
Exact mass
220.0848 Dacalc.
LogP (octanol/water)
0.83calc.
Topological polar surface area
99.34 Ųcalc.
Hydrogen bond donors
4calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
3calc.
Heavy atoms
16calc.
Rings
2calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.18calc.
Formal charge
0calc.
Stereocentres
1calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, c1ccc2[nH]ccc2c1

c1ccc2[nH]ccc2c1

2 rings, 9 atoms, the Indole ring system.

25,097 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS02: Flammable
Flammable
GHS06: Acute toxicity (severe)
Acute toxicity (severe)
GHS07: Harmful or irritant
Harmful or irritant

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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Where suppliers are based

107 suppliers in 17 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.

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.

HS 2933.99Indicative HS code

Heterocyclic compounds with nitrogen hetero-atom(s) only, other

World exports in 2024
$12.1B
−31.0% vs 2023, imports $28.8B
2019 to 2024
Top exporters
  1. China30.5%
  2. India * partner reported16.3%
  3. Ireland9.0%
Top importers
  1. Slovenia31.7%
  2. Italy24.2%
  3. United States5.0%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

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?

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.

What is the CAS number of (±)-5-Hydroxytryptophan?

The CAS registry number of (±)-5-Hydroxytryptophan is 56-69-9. Other or deprecated CAS numbers: 114-03-4, 72572-98-6.

What is the molecular formula and weight of (±)-5-Hydroxytryptophan?

The molecular formula of (±)-5-Hydroxytryptophan is C11H12N2O3 and its molar mass is 220.23 g/mol.

What is (±)-5-Hydroxytryptophan used for?

Antidepressant, in treatment of myoclonus.

Is (±)-5-Hydroxytryptophan hazardous?

(±)-5-Hydroxytryptophan carries the GHS signal word "Danger". Main hazards: flammable liquid and vapour, toxic if swallowed, harmful if swallowed. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of (±)-5-Hydroxytryptophan?

(±)-5-Hydroxytryptophan is usually classified under HS code 293399 (Heterocyclic compounds with nitrogen hetero-atom(s) only, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy (±)-5-Hydroxytryptophan?

CompoundList lists 107 suppliers of (±)-5-Hydroxytryptophan in China, United States, Germany, United Kingdom and 13 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy (±)-5-Hydroxytryptophan in India?

3 suppliers in India list (±)-5-Hydroxytryptophan on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of (±)-5-Hydroxytryptophan?

Suppliers quote (±)-5-Hydroxytryptophan on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle (±)-5-Hydroxytryptophan

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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