ChemicalBook > CAS DataBase List > 5-HYDROXYINDOLE-3-ACETIC ACID

5-HYDROXYINDOLE-3-ACETIC ACID

Product Name
5-HYDROXYINDOLE-3-ACETIC ACID
CAS No.
54-16-0
Chemical Name
5-HYDROXYINDOLE-3-ACETIC ACID
Synonyms
5-HIAA;HIAA;2-(5-hydroxy-1H-indol-3-yl)acetic acid;5-oxyindoleaceticacid;5-HYDROXY-3-INDOLEACETIC ACID;5'5-HO-IAA;NSC 90432;Nature Product;TIMTEC-BB SBB003639
CBNumber
CB0362913
Molecular Formula
C10H9NO3
Formula Weight
191.18
MOL File
54-16-0.mol
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5-HYDROXYINDOLE-3-ACETIC ACID Property

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
InChIKey
DUUGKQCEGZLZNO-UHFFFAOYSA-N
CAS DataBase Reference
54-16-0
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
NL3650000
8-10-23
HS Code 
29339980
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
H8876
Product name
5-Hydroxyindole-3-acetic acid
Purity
≥98% (HPLC), crystalline
Packaging
100mg
Price
$36.1
Updated
2024/03/01
Sigma-Aldrich
Product number
H8876
Product name
5-Hydroxyindole-3-acetic acid
Purity
≥98% (HPLC), crystalline
Packaging
1g
Price
$178
Updated
2024/03/01
TCI Chemical
Product number
H0355
Product name
5-Hydroxyindole-3-acetic Acid
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$320
Updated
2024/03/01
TCI Chemical
Product number
H0355
Product name
5-Hydroxyindole-3-acetic Acid
Purity
>98.0%(HPLC)(T)
Packaging
100mg
Price
$43
Updated
2024/03/01
Alfa Aesar
Product number
J61435
Product name
5-Hydroxyindole-3-acetic acid, 98%
Packaging
500mg
Price
$77.65
Updated
2024/03/01
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5-HYDROXYINDOLE-3-ACETIC ACID Chemical Properties,Usage,Production

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

Uses

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

Uses

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.

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.

5-HYDROXYINDOLE-3-ACETIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-HYDROXYINDOLE-3-ACETIC ACID manufacturers

Career Henan Chemical Co
Product
(5-hydroxyindol-3-yl)acetic acid 54-16-0
Price
US $1.00/KG
Min. Order
1KG
Purity
98% HPLC
Supply Ability
10 tons
Release date
2020-02-14

54-16-0, 5-HYDROXYINDOLE-3-ACETIC ACIDRelated Search:


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