Back to Compounds

1H-Indole-3-acetic acid (PC000007)

Record Information
Version1.0
Creation date2015-10-09 22:27:15 UTC
Update date2017-01-19 02:36:09 UTC
FoodComEx IDPC000007
FoodDB RecordFDB000933
Chemical Information
Name1H-Indole-3-acetic acid
DescriptionWidely distributed in higher plants Indole-3-acetic acid, also known as IAA, is a heterocyclic compound that is a phytohormone called auxin. This colourless solid is probably the most important plant auxin. The molecule is derived from indole, containing a carboxymethyl group (acetic acid). 1H-Indole-3-acetic acid is found in many foods, some of which are lettuce, cherry tomato, chinese bayberry, and okra.
CAS Number87-51-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(1H-Indol-3-yl)-acetatebiospider
(1H-Indol-3-yl)-acetic acidbiospider
(indol-3-yl)AcetateChEBI
(indol-3-yl)Acetic acidChEBI
β-Indole-3-acetic acidbiospider
β-indoleacetic acidbiospider
β-indolylacetic acidbiospider
1H-indol-3-ylacetatebiospider
1H-indol-3-ylacetic acidbiospider
1H-Indole-3-acetatebiospider
1H-Indole-3-acetic acid (9CI)biospider
2-(1H-indol-3-yl)acetatebiospider
2-(1H-indol-3-yl)acetic acidbiospider
2-(3-Indolyl)acetatebiospider
2-(3-Indolyl)acetic acidbiospider
2-(3-Indolyl)acetic acid 3-(Carboxymethyl)-1H-indolebiospider
2-(indol-3-yl)EthanoateGenerator
2-(indol-3-yl)ethanoic acidbiospider
3-(Carboxymethyl)indolebiospider
3-IAAHMDB
3-Indole-Acetic acidbiospider
3-Indoleacetatebiospider
3-Indoleacetic acidbiospider
3-Indolylacetatebiospider
3-Indolylacetic aciddb_source
3-IndolylessigsaeureChEBI
3-Indolylmethylcarboxylic acidbiospider
Acetic acid, indolyl-biospider
alpha-Indol-3-yl-acetic acidbiospider
B-indoleacetatebiospider
B-indoleacetic acidbiospider
B-indolylacetatebiospider
B-indolylacetic acidbiospider
beta-Indole-3-acetic acidbiospider
Beta-indoleacetatebiospider
Beta-indoleacetic acidbiospider
Beta-indolylacetatebiospider
Beta-indolylacetic acidbiospider
Heteroauxindb_source
IAAdb_source
IESChEBI
indol-3-YlacetateHMDB
indol-3-Ylacetic acidHMDB
Indole acetic acidbiospider
Indole-3-acetatebiospider
Indole-3-acetic acidbiospider
Indole-3-acetic acid (8CI)biospider
Indoleacetatebiospider
Indoleacetic acidbiospider
Indolyacetic acidbiospider
Indolyl-3-acetatebiospider
Indolyl-3-acetic acidbiospider
Indolylacetatebiospider
Indolylacetic acidbiospider
Kyselina 3-indolyloctovaHMDB
Rhizipon Adb_source
Rhizopindb_source
Rhizopon abiospider
Skatole carboxylateHMDB
Skatole carboxylic acidHMDB
Chemical FormulaC10H9NO2
IUPAC name2-(1H-indol-3-yl)acetic acid
InChI IdentifierInChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)
InChI KeySEOVTRFCIGRIMH-UHFFFAOYSA-N
Isomeric SMILESOC(=O)CC1=CNC2=C1C=CC=C2
Average Molecular Weight175.184
Monoisotopic Molecular Weight175.063328537
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
  • Indole
  • Substituted pyrrole
  • Benzenoid
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Carbonyl group
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP1.41HANSCH,C ET AL. (1995)
Experimental Water Solubility1.5 mg/mL at 20 oCSHIU,WY et al. (1990)
Melting PointMp 164-165°DFC
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 2 g
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 D160
AKSci J91439
Glentham GT2044
Toronto Research Chemicals I577340