H8876

5-Hydroxyindole-3-acetic acid

Name: 5-Hydroxyindole-3-acetic acid
Brand: SIGMA

≥98% (HPLC), crystalline

Synonym(s):

5-HIAA

Select a Size

All Photos(1)

About This Item

Empirical Formula (Hill Notation):

C₁₀H₉NO₃

CAS Number:

54-16-0

Molecular Weight:

191.18

NACRES:

NA.77

PubChem Substance ID:

24278130

UNSPSC Code:

12352106

EC Number:

200-195-4

MDL number:

MFCD00005639

Beilstein/REAXYS Number:

168797

Product Name

5-Hydroxyindole-3-acetic acid, ≥98% (HPLC), crystalline

InChI key

DUUGKQCEGZLZNO-UHFFFAOYSA-N

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)

SMILES string

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

assay

≥98% (HPLC)

form

crystalline

color

white to purple

mp

161-164 °C (dec.) (lit.)

storage temp.

−20°C

Quality Level

200

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)

Looking for similar products? Visit Product Comparison Guide

Related Categories

Bioactive Small Molecules

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.

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).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

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)

Combining tissue transcriptomics and urine metabolomics for breast cancer biomarker identification

Nam H, et al.

Bioinformatics, 25(23), 3151-3157 (2009)

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)

Effect of a derived herbal recipe from an ancient Chinese formula, Danggui Buxue Tang, on ovariectomized rats.

Qing-Feng Xie et al.

Journal of ethnopharmacology, 144(3), 567-575 (2012-10-06)

Radix Astragali (root of Astragalus membranaceus (Fisch.) Bge. var. mongholicus (Bge.) Hsiao, RA), Radix Angelicae sinensis (root of Angelica sinensis (Oliv.) Diels, RAS) and Folium Epimedii (leaves of Epimedium brevicomum Maxim., FE) are three of the extensively applied herbal remedies

View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service