5-Hydroxyindoleacetic acid

5-Hydroxyindoleacetic acid
Names
	Preferred IUPAC name (5-Hydroxy-1H-indol-3-yl)acetic acid
Identifiers
CAS Number	54-16-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:27823 ;
ChEMBL	ChEMBL395915 ;
ChemSpider	1760 ;
ECHA InfoCard	100.000.179
KEGG	C05635 ;
MeSH	Hydroxyindoleacetic+Acid
PubChem CID	1826;
UNII	YHC763JY1P ;
CompTox Dashboard (EPA)	DTXSID50861582 ;
	InChI 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) Key: DUUGKQCEGZLZNO-UHFFFAOYSA-N ; InChI=1/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) Key: DUUGKQCEGZLZNO-UHFFFAOYAY;
	SMILES c1cc2c(cc1O)c(c[nH]2)CC(=O)O;
Properties
Chemical formula	C10H9NO3
Molar mass	191.186 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

5-Hydroxyindoleacetic acid (5-HIAA) is the main metabolite of serotonin. The metabolic intermediate 5-hydroxyindoleacetaldehyde (5-HIAL) is formed from serotonin by monoamine oxidase (MAO) and then 5-HIAA is formed from 5-HIAL via aldehyde dehydrogenase (ALDH). In chemical analysis of urine samples, 5-HIAA is used to determine serotonin levels in the body.