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H8876

5-Hydroxyindole-3-acetic acid

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

≥98% (HPLC), crystalline

Synonym(s):

5-HIAA

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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

Assay:

≥98% (HPLC)

Form:

crystalline

Quality level:

200

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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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Articles

血清素合成及代谢

血清素（5-羟色胺）主要存在于三种主要细胞类型中：i）中杻神经系统（CNS）和肠肌间神经丛中的血清素能神经元，ii）胃肠道粘膜中的肠嗜铬细胞，和iii）血小板。血清素的代谢主要通过外部线粒体膜酶单胺氧化酶（MAO）进行，它以两种分子亚型存在，分别称为MAO-A和MAO-B。

Serotonin Synthesis & Metabolism

Serotonin is stored in cells and metabolized by MAO, influencing CNS, GI, and platelet functions.

Combining tissue transcriptomics and urine metabolomics for breast cancer biomarker identification

Nam H, et al.

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

Investigation of the interaction between serotonin-related compounds and phenylboronate moieties in monolithic silica disk-packed spin columns.

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

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)

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Global Trade Item Number

SKU	GTIN
H8876-100MG	04061833811290
H8876-1G	04061833811306
H8876-500MG	04061833811313