Indole-3-acetic acid

Indole-3-acetic acid (IAA, 3-IAA) is the most common naturally occurring plant hormone of the auxin class. It is the best known of the auxins, and has been the subject of extensive studies by plant physiologists. IAA is a derivative of indole, containing a carboxymethyl substituent. It is a colorless solid that is soluble in polar organic solvents.

Indole-3-acetic acid
Names
Preferred IUPAC name
(1H-Indol-3-yl)acetic acid
Other names
Indole-3-acetic acid,
indolylacetic acid,
1H-Indole-3-acetic acid,
indoleacetic acid,
heteroauxin,
IAA
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.001.590
KEGG
PubChem CID
UNII
  • InChI=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) Y
    Key: SEOVTRFCIGRIMH-UHFFFAOYSA-N Y
  • InChI=1/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)
    Key: SEOVTRFCIGRIMH-UHFFFAOYAT
SMILES
  • O=C(O)Cc1c[nH]c2ccccc12
Properties
C10H9NO2
Molar mass 175.187 g·mol−1
Appearance White solid
Melting point 168 to 170 °C (334 to 338 °F; 441 to 443 K)
insoluble in water. Soluble in ethanol to 50mg/ml
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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