Stereochemistry | ACHIRAL |
Molecular Formula | C10H9NO2 |
Molecular Weight | 175.184 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CC1=CNC2=C1C=CC=C2
InChI
InChIKey=SEOVTRFCIGRIMH-UHFFFAOYSA-N
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)
Molecular Formula | C10H9NO2 |
Molecular Weight | 175.184 |
Charge | 0 |
Count |
MOL RATIO
1 MOL RATIO (average) |
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Indoleacetic acid is the most abundant and basic plant hormone of auxin class. In plants, it plays a key role in both roots and shoots development. In mammals, indoleacetic acid is often produced by the action of gut bacteria. Elevated levels of indoleacetic acid have been found in the urine of patients with phenylketonuria. Indoleacetic acid was evaluated as a photosensitizer for acne treatment.
Originator
Approval Year
PubMed
Patents
Sample Use Guides
As a photosensitizer for the treatment of acne, 0.015% formulation of indoleacetic acid was applied topically.
Route of Administration:
Topical
To determine the level of indoleacetic acid in the urine, 4 ml of urine in a 40-ml glass-stoppered centrifuge tube wase acidified by the addition of 0.36 ml. of 12 N HCI. 10 ml. of CHCl3 were added and the tube was shaken for 5 minutes. After centrifugation 9 ml. of the CHCl3 were transferred to another 40 ml glass-stoppered centrifuge tube containing 0.6 ml. of 0.5 M phosphate buffer, pH 7.0. The tube was shaken for 5 minutes and the CHCl3 layer was aspirated and discarded. An aliquot of the buffer was then assayed calorimetrically by the use of a modification of the xanthydrol reaction of Dickman and Crockett (4) as follows: 0.4 ml. of the pH 7.0 buffer extract was transferred to a test tube containing 0.4 ml. of 12 N HCl; 1 ml. of the xanthydrol reagent was added, followed 5 minutes later by 0.5 ml. of the bisulfite reagent. The solution was mixed and the pink color measured within 5 to 10 minutes at 520 nm in a spectrophotometer.