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5-Hydroxyindole-3-acetic acid (PC000216)

Record Information
Version1.0
Creation date2015-10-09 22:29:17 UTC
Update date2017-01-19 02:36:17 UTC
FoodComEx IDPC000216
FoodDB RecordFDB001403
Chemical Information
Name5-Hydroxyindole-3-acetic acid
Description5-Hydroxyindoleacetic acid (5-HIAA) is the main metabolite of serotonin in the human body. In chemical analysis of urine samples, 5-HIAA is used to determine the body's levels of serotonin. 5-Hydroxyindole-3-acetic acid is found in many foods, some of which are pitanga, dandelion, coconut, and white cabbage.
CAS Number54-16-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(5-hydroxy-1H-indol-3-yl)acetic acidbiospider
(5-hydroxyindol-3-yl)acetic acidbiospider
5-HIAAbiospider
5-Hydroxy-1H-indole-3-acetatebiospider
5-Hydroxy-1H-indole-3-acetic acidbiospider
5-Hydroxy-3-indoleacetic acidbiospider
5-Hydroxy-3-indolylacetatebiospider
5-Hydroxy-IAAbiospider
5-Hydroxy-indole-3-acetatebiospider
5-Hydroxy-indole-3-acetic acidbiospider
5-Hydroxyheteroauxinbiospider
5-Hydroxyindol-3-ylacetatebiospider
5-Hydroxyindol-3-ylacetic acidbiospider
5-Hydroxyindolacetic acidbiospider
5-Hydroxyindole acetatemanual
5-Hydroxyindole-3-acetatebiospider
5-Hydroxyindoleacetatebiospider
5-Hydroxyindoleacetic acidbiospider
5-Hydroxyindolylacetic acidbiospider
5-Oxyindoleacetatebiospider
5-Oxyindoleacetic acidbiospider
5HIAAHMDB
Hydroxyindoleacetatebiospider
Hydroxyindoleacetic acidbiospider
Chemical FormulaC10H9NO3
IUPAC name2-(5-hydroxy-1H-indol-3-yl)acetic acid
InChI IdentifierInChI=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 KeyDUUGKQCEGZLZNO-UHFFFAOYSA-N
Isomeric SMILESOC(=O)CC1=CNC2=CC=C(O)C=C12
Average Molecular Weight191.1834
Monoisotopic Molecular Weight191.058243159
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indole-3-acetic acid derivatives. Indole-3-acetic acid derivatives are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndolyl carboxylic acids and derivatives
Direct ParentIndole-3-acetic acid derivatives
Alternative Parents
Substituents
  • Indole-3-acetic acid derivative
  • 3-alkylindole
  • Hydroxyindole
  • Indole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Substituted pyrrole
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting Point161-163 oC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 15 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci X6993
Cayman Chemical 22889
MetaSci HMDB0000763
Sigma-Aldrich HMDB0000763
Toronto Research Chemicals H953605