5-HYDROXYINDOLE-3-ACETIC ACID
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5-HYDROXYINDOLE-3-ACETIC ACID
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CAS No:
54-16-0
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Formula:
C10H9NO3
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Chemical Name:
5-HYDROXYINDOLE-3-ACETIC ACID
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Synonyms:
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-;2-(5-hydroxy-1H-indol-3-yl)acetic acid;Hydroxyindoleacetic Acid
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CAS No:
Description
5-Hydroxyindole-3-acetic acid is the main metabolite of serotonin or metanephrines, which can be used as a biomarker of neuroendocrine tumors.
Solid
(5-hydroxyindol-3-yl)acetic acid is a member of the class of indole-3-acetic acids that is indole-3-acetic acid substituted by a hydroxy group at C-5. It has a role as a drug metabolite, a human metabolite and a mouse metabolite. It is a conjugate acid of a (5-hydroxyindol-3-yl)acetate.
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.
beige crystalline powder
5-HYDROXYINDOLE-3-ACETIC ACID Basic Attributes
191.18
191.18
168797
200-195-4
YHC763JY1P
90432
off-white to purple
29339980
Characteristics
73.3
1.1
Solid
1.2722 (rough estimate)
161-164 °C (dec.) (lit.)
326.92°C (rough estimate)
254.4±24.6 °C
1.5310 (estimate)
>28.7 [ug/mL]
2-8ºC
4.54±0.30(Predicted)
140.9 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|140.9 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|148.4 Ų [M+Na]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|137.1 Ų [M-H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|137.3 Ų [M-H]-
-20°C
5-HYDROXYINDOLE-3-ACETIC ACID Use and Manufacturing
5-Hydroxyindole-3-acetic acid is an impurity of chlorpheniramine (C424300), an antihistaminic agent.
5-Hydroxyindole-3-acetic acid is a major serotonin metabolite.
Computed Properties
Molecular Weight:191.18
XLogP3:1.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:191.058243149
Monoisotopic Mass:191.058243149
Topological Polar Surface Area:73.3
Heavy Atom Count:14
Complexity:231
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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