| Identification | Back Directory | [Name]
5-HYDROXYINDOLE-3-ACETIC ACID | [CAS]
54-16-0 | [Synonyms]
5-HIAA
5-HO-IAA
NSC 90432
TIMTEC-BB SBB003639
5-hydroxyheteroauxin
5-oxyindoleaceticacid
Hydroxyindoleacetic Acid
5-hydroxyindoleaceticacid
5-hydroxyindolylaceticacid
5-HYDROXYINDOLYACETIC ACID
Tryptophan Metabolite (HIAA)
5-HYDROXY-3-INDOLEACETIC ACID
5-HYDROXYINDOLE-3-ACETIC ACID
5-HYDROXYINDOLYL-3-ACETIC ACID
5-hydroxyindol-3-ylacetic acid
5-Hydroxy-3-indolyl acetic acid
5-hydroxy-1h-indole-3-aceticaci
HYDROXYINDOLYL-3-ACETIC ACID, 5-
5-HYDROXYINDOLE-3-ACETIC ACID 99%
5-Hydroxy-1H-indole-3-acetic acid
5-Hydroxyindole-3-acetic acid,99%
1H-Indole-3-acetic acid, 5-hydroxy-
5-Hydroxyindole-3-acetic acid,5-HIAA
5-HYDROXYINDOLE-3-ACETIC ACID(5OHIAA)
(5-HYDROXY-1H-INDOL-3-YL)-ACETIC ACID
2-(5-hydroxy-1H-indol-3-yl)acetic acid
5-HYDROXYINDOLE-3-ACETIC ACID FREE ACID | [EINECS(EC#)]
200-195-4 | [Molecular Formula]
C10H9NO3 | [MDL Number]
MFCD00005639 | [MOL File]
54-16-0.mol | [Molecular Weight]
191.18 |
| Chemical Properties | Back Directory | [Appearance]
beige crystalline powder | [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. ]
2-8°C
| [solubility ]
Soluble in ethanol (50 mg/ml). | [form ]
crystalline
| [pka]
4.54±0.30(Predicted) | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
beige crystalline powder | [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. | [Description]
5-hydroxy Indole-3-acetic acid (5-HIAA) is the primary metabolite of serotonin (5-HT; Item No. 14332).1 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.2 5-HIAA has also been associated with autism, insomnia, and chronic migraine.3,4,5 | [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. | [storage]
Store at 2-8°C |
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