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H8876

Sigma-Aldrich

5-Hydroxyindole-3-acetic acid

≥98% (HPLC), crystalline

Synonym(s):
5-HIAA
Empirical Formula (Hill Notation):
C10H9NO3
CAS Number:
Molecular Weight:
191.18
Beilstein:
168797
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

crystalline

color

white to purple

mp

161-164 °C (dec.) (lit.)

storage temp.

−20°C

SMILES string

OC(=O)Cc1c[nH]c2ccc(O)cc12

InChI

1S/C10H9NO3/c12-7-1-2-9-8(4-7)6(5-11-9)3-10(13)14/h1-2,4-5,11-12H,3H2,(H,13,14)

InChI key

DUUGKQCEGZLZNO-UHFFFAOYSA-N

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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).

Application

5-Hydroxyindole-3-acetic acid has been used as standard for the measurement of 5-HIAA in the brain tissue of mice using high performance liquid chromatography (HPLC).

Packaging

500 mg in poly tube
100 mg in poly bottle
1 g in poly bottle

Biochem/physiol Actions

Major serotonin metabolite.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Makoto Tsunoda et al.
Biomedical chromatography : BMC, 33(11), e4650-e4650 (2019-07-18)
Solid-phase extraction technologies are widely used for sample pretreatment in bioanalysis. Monolithic silica disk-packed spin columns modified with phenylboronate moieties have been developed for the selective extraction of cis-diol compounds such as catecholamines. However, in our preliminary studies, serotonin was
Progression and recovery of Parkinsonism in a chronic progressive MPTP-induction model in the marmoset without persistent molecular and cellular damage
Franke SK, et al.
Neuroscience, 312, 247-259 (2016)
Lower CSF HVA and 5-HIAA in bipolar disorder type 1 with a history of childhood ADHD
Ryden E, et al.
Journal of neural transmission (Vienna, Austria : 1996), 116(12), 1667-1674 (2009)
Chronic high dose of captopril induces depressive-like behaviors in mice: possible mechanism of regulatory T cell in depression
Park HS, et al.
Oncotarget, 8(42), 72528-72543 (2017)
Combining tissue transcriptomics and urine metabolomics for breast cancer biomarker identification
Nam H, et al.
Bioinformatics, 25(23), 3151-3157 (2009)

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