Indole-3-acetic acid

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 Edit this at Wikidata
KEGG
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) checkY
    Key: SEOVTRFCIGRIMH-UHFFFAOYSA-N checkY
  • 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
  • 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).
checkY verify (what is checkY☒N ?)

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.[1] IAA is a derivative of indole, containing a carboxymethyl substituent. It is a colorless solid that is soluble in polar organic solvents.

  1. ^ Simon, Sibu; Petrášek, Jan (2011). "Why plants need more than one type of auxin". Plant Science. 180 (3): 454–60. doi:10.1016/j.plantsci.2010.12.007. PMID 21421392.