Contact us: +91 9550333722 040 - 40102781
Structured search
India
Choose your country
Different countries will display different contents
Try our best to find the right business for you.
My chemicalbook

Welcome back!

HomeProduct name list5-HYDROXYINDOLE-3-ACETIC ACID

5-HYDROXYINDOLE-3-ACETIC ACID

  • CAS NO.:54-16-0
  • Empirical Formula: C10H9NO3
  • Molecular Weight: 191.18
  • MDL number: MFCD00005639
  • EINECS: 200-195-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 23:02:33
5-HYDROXYINDOLE-3-ACETIC ACID Structural

What is 5-HYDROXYINDOLE-3-ACETIC ACID?

Description

5-hydroxy Indole-3-acetic acid (5-HIAA) is the primary metabolite of serotonin (5-HT; ). It is formed when 5-HT is metabolized by monamine oxidase and aldehyde dehydrogenase in the liver. 5-HIAA is excreted in urine and has been used as a biomarker for detection of neuroendocrine tumors and an internal standard for the quantification of serotonin metabolism in rat brain using mass spectrometry. 5-HIAA has also been associated with autism, insomnia, and chronic migraine.

Chemical properties

beige crystalline powder

The Uses of 5-HYDROXYINDOLE-3-ACETIC ACID

5-Hydroxyindole-3-acetic acid is a major serotonin metabolite.

The Uses of 5-HYDROXYINDOLE-3-ACETIC ACID

5-Hydroxyindole-3-acetic acid is an impurity of chlorpheniramine (C424300), an antihistaminic agent.

Definition

ChEBI: A member of the class of indole-3-acetic acids that is indole-3-acetic acid substituted by a hydroxy group at C-5.

What are the applications of Application

5-Hydroxyindole-3-acetic acid is a major serotonin metabolite

General Description

5-Hydroxyindole-3-acetic acid (5-HIAA) is the catabolic end product of serotonin pathway. 5-HIAA is present in body fluids like cerebrospinal fluid (CSF), blood and urine. The expression levels of 5-HIAA is different among the normal and cancer patients. Sepiapterin reductase deficiency results in low level of 5-HIAA in CSF. 5-HIAA level is low in CSF in patients with bipolar 1 disorder with childhood attention-deficit hyperactivity disorder (ADHD).

Mechanism of action

The primary product of the metabolism of serotonin. Formed by the oxidative deamination of serotonin by monoamine oxidase, presumably the A isozyme, 5-HIAA is subsequently cleared by an active transport mechanism. Unlike serotonin, 5-HIAA is not a neurotransmitter and thus its formation contributes to the termination of the synaptic actions of serotonin. Inhibition of monoamine oxidase activity enhances and prolongs the actions of serotonin.

Properties of 5-HYDROXYINDOLE-3-ACETIC ACID

Melting point: 161-164 °C (dec.) (lit.)
Boiling point: 326.92°C (rough estimate)
Density  1.2722 (rough estimate)
refractive index  1.5310 (estimate)
storage temp.  -20°C
solubility  Soluble in ethanol (50 mg/ml).
pka 4.54±0.30(Predicted)
form  crystalline
color  off-white to purple
Sensitive  Light Sensitive
BRN  168797
Stability: Air Sensitive, Light Sensitive
CAS DataBase Reference 54-16-0

Safety information for 5-HYDROXYINDOLE-3-ACETIC ACID

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for 5-HYDROXYINDOLE-3-ACETIC ACID

InChIKey DUUGKQCEGZLZNO-UHFFFAOYSA-N

Related products of tetrahydrofuran

You may like

Statement: All products displayed on this website are only used for non medical purposes such as industrial applications or scientific research, and cannot be used for clinical diagnosis or treatment of humans or animals. They are not medicinal or edible.