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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
Molecular Weight:
191.18
MDL Number:
MFCD00005639
MOL File:
54-16-0.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:03

5-HYDROXYINDOLE-3-ACETIC ACID Properties

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
EWG's Food Scores 1
NCI Dictionary of Cancer Terms 5-hydroxyindoleacetic acid
FDA UNII YHC763JY1P

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
Safety Statements  22-24/25
WGK Germany  3
RTECS  NL3650000
8-10-23
HS Code  29339980
NFPA 704
1
1 0

5-HYDROXYINDOLE-3-ACETIC ACID price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich H8876 5-Hydroxyindole-3-acetic acid ≥98% (HPLC), crystalline 54-16-0 100mg $36.1 2024-03-01 Buy
Sigma-Aldrich H8876 5-Hydroxyindole-3-acetic acid ≥98% (HPLC), crystalline 54-16-0 1g $178 2024-03-01 Buy
TCI Chemical H0355 5-Hydroxyindole-3-acetic Acid >98.0%(HPLC)(T) 54-16-0 1g $320 2024-03-01 Buy
TCI Chemical H0355 5-Hydroxyindole-3-acetic Acid >98.0%(HPLC)(T) 54-16-0 100mg $43 2024-03-01 Buy
Alfa Aesar J61435 5-Hydroxyindole-3-acetic acid, 98% 54-16-0 500mg $77.65 2024-03-01 Buy
Product number Packaging Price Buy
H8876 100mg $36.1 Buy
H8876 1g $178 Buy
H0355 1g $320 Buy
H0355 100mg $43 Buy
J61435 500mg $77.65 Buy

5-HYDROXYINDOLE-3-ACETIC ACID Chemical Properties,Uses,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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(5-hydroxyindol-3-yl)acetic acid pictures 2020-02-17 (5-hydroxyindol-3-yl)acetic acid
54-16-0
US $1.00 / KG 1KG 98% HPLC 10 tons Career Henan Chemical Co
TIMTEC-BB SBB003639 HYDROXYINDOLYL-3-ACETIC ACID, 5- 5-hydroxyindol-3-ylacetic acid 5-HYDROXYINDOLE-3-ACETIC ACID FREE ACID 5-Hydroxy-3-indolyl acetic acid 1H-Indole-3-acetic acid, 5-hydroxy- Hydroxyindoleacetic Acid 5-HYDROXYINDOLE-3-ACETIC ACID 5-HYDROXYINDOLYACETIC ACID 5-HYDROXYINDOLYL-3-ACETIC ACID (5-HYDROXY-1H-INDOL-3-YL)-ACETIC ACID 5-hydroxy-1h-indole-3-aceticaci 5-hydroxyheteroauxin 5-hydroxyindoleaceticacid 5-hydroxyindolylaceticacid 5-HYDROXYINDOLE-3-ACETIC ACID 99% 5-HO-IAA Tryptophan Metabolite (HIAA) NSC 90432 5-Hydroxy-1H-indole-3-acetic acid 5-HYDROXYINDOLE-3-ACETIC ACID(5OHIAA) 5-Hydroxyindole-3-acetic acid,99% 5-Hydroxyindole-3-acetic acid,5-HIAA Tryptophan Impurity 15 Nature Product 5-Hydroxyindole-3-acetic Acid (Solution) 5-Hydroxyindole-3-aceticAcid> 5-Hydroxyindoleacetic Acid (5HIAA) (Solution) 5-HYDROXYINDOLE-3-ACETIC ACID UNLABELED 100 UG/ML IN METHANOL 5-Hydroxyindo 1e-3-acetic acid (5-hydroxyindol-3-yl)aceticaci 2-(5-hydroxy-1H-indol-3-yl)acetic acid 5-oxyindoleaceticacid 5-HYDROXY-3-INDOLEACETIC ACID 5-HIAA HIAA 2H5]-5-Hydroxyindoleacetic acid inhibit,5HYDROXYINDOLE3ACETIC ACID,Inhibitor,Endogenous Metabolite,5 HYDROXYINDOLE 3 ACETIC ACID 5&#039 -Hydroxyindole-3-acetic acid 54-16-0 HOC8H5NCH2COOH Indoles Simple Indoles Indoles Simple Indoles