H8876

5-Hydroxyindole-3-acetic acid

≥98% (HPLC), crystalline

• Synonym(s): 5-HIAA
• Empirical Formula (Hill Notation): C₁₀H₉NO₃
• CAS Number: 54-16-0
• Molecular Weight: 191.18
• Beilstein/REAXYS Number: 168797
• EC Number: 200-195-4
• MDL number: MFCD00005639
• UNSPSC Code: 12352106
• PubChem Substance ID: 24278130
• NACRES: NA.77

Properties

• product name: 5-Hydroxyindole-3-acetic acid, ≥98% (HPLC), crystalline
• Quality Level: 200
• 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
• Gene Information: human ... HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355) , HTR2A(3356) , HTR2B(3357) , HTR2C(3358) , HTR3A(3359) , HTR3B(9177) , HTR3C(170572) , HTR3D(200909) , HTR3E(285242) , HTR4(3360) , HTR5A(3361) , HTR5B(645694) , HTR6(3362) , HTR7(3363)

Description

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).

Biochem/physiol Actions

Major serotonin metabolite.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)