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Indole-3-acetic acid

CAS No.
87-51-4
Chemical Name:
Indole-3-acetic acid
Synonyms
IAA;INDOLEACETIC ACID;2-(1H-INDOL-3-YL)ACETIC ACID;3-INDOLEACETIC ACID;Gap;Indolylacetic acid;INDOL-3-YLACETIC ACID;HETEROAUXINE;Indoleacetate;indole-3-acetic
CBNumber:
CB8783347
Molecular Formula:
C10H9NO2
Molecular Weight:
175.18
MDL Number:
MFCD00005636
MOL File:
87-51-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-10 19:52:18

Indole-3-acetic acid Properties

Melting point 165-169 °C (lit.)
Boiling point 306.47°C (rough estimate)
Density 1.1999 (rough estimate)
bulk density 620kg/m3
refractive index 1.5460 (estimate)
Flash point 171°C
storage temp. -20°C
solubility DMSO:30.0(Max Conc. mg/mL);171.25(Max Conc. mM)
pka 4.75(at 25℃)
form crystalline
color off-white to tan
Water Solubility Soluble in ethanol (50 mg/ml), methanol, DMSO, and chloroform (sparingly). Insoluble in water.
Decomposition 167 ºC
Sensitive Light Sensitive
Merck 14,4964
BRN 143358
Stability Stable. Incompatible with strong oxidizing agents. Light sensitive.
Major Application agriculture
environmental
Cosmetics Ingredients Functions SKIN CONDITIONING
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)
InChIKey SEOVTRFCIGRIMH-UHFFFAOYSA-N
SMILES OC(=O)Cc1c[nH]c2ccccc12
LogP 1.410
CAS DataBase Reference 87-51-4(CAS DataBase Reference)
FDA UNII 6U1S09C61L
NIST Chemistry Reference Indole-3-acetic acid(87-51-4)
EPA Substance Registry System Indole-3-acetic acid (87-51-4)
UNSPSC Code 41116107
NACRES NA.72

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE Eyeshields, Gloves, type N95 (US)
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25
WGK Germany  3
RTECS  NL3150000
F  8-10-23
Hazard Note  Irritant
TSCA  TSCA listed
HS Code  29339990
Storage Class 11 - Combustible Solids
Toxicity LD50 intraperitoneal in mouse: 150mg/kg
REACH Registrations Active
NFPA 704
1
2 1

Indole-3-acetic acid price More Price(74)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich I3750 3-Indoleacetic acid 98% 87-51-4 5G $31.3 2026-04-30 Buy
Sigma-Aldrich I3750 3-Indoleacetic acid 98% 87-51-4 25g $112 2026-04-30 Buy
Sigma-Aldrich I3750 3-Indoleacetic acid 98% 87-51-4 100g $283 2026-04-30 Buy
Sigma-Aldrich I2886 3-Indoleacetic acid plant cell culture tested, crystalline 87-51-4 5g $38.8 2026-04-30 Buy
Sigma-Aldrich 45533 3-Indoleacetic acid PESTANAL , analytical standard 87-51-4 250mg $58.2 2026-04-30 Buy
Product number Packaging Price Buy
I3750 5G $31.3 Buy
I3750 25g $112 Buy
I3750 100g $283 Buy
I2886 5g $38.8 Buy
45533 250mg $58.2 Buy

Indole-3-acetic acid Chemical Properties, Uses, Production

Chemical Properties

white to tan crystals

Uses

Plant growth regulator.

Uses

It is applied as plant growth hormone. is an inducer of plant cell elongation and division shown to cause uncontrolled growth.

Definition

ChEBI: A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1H-indol-3-yl group.

Biosynthesis

3-Indolylacetic acid is biosynthesised in plants from tryptophan by two pathways, the indolylpyruvic acid pathway being quantitatively the more important. Experiments with tomato shoots have shown the existence of a tryptophan transaminase, which catalyses the formation of indolylpyruvic acid, and a tryptophan decarboxylase, which catalyses the formation of tryptamine. The decarboxylation of indolylpyruvic acid is catalysed by indolylpyruvate decarboxylase, while indolylacetaldehyde dehydrogenase catalyses the oxidation of indolylacetaldehyde to indolylacetic acid.
The biosynthesis of 3-indolylacetic acid
The biosynthesis of 3-indolylacetic acid

Biological Functions

3-Indolylacetic acid (indole-3-acetic acid, IAA) is one of the auxins, which together with the gibberellins and abscisic acid, cyto- kinins and ethylene are hormones regulating the growth and development of plants. IAA is a ubiquitous constituent of higher plants and the most important auxin. Some other, non-indolic compounds, including phenyl- acetic acid biosynthesised in plants from phenylalanine, have similar properties and synthetic auxins have also been prepared.
In the plant, IAA conjugates with many compounds, including glucose and other sugars, and with aspartic and glutamic acids. This is probably a way of storing the hormone for future use.
IAA initiates many growth effects in plants, including geotropism and phototropism, development of the ovary, division of cells, enlargement in callus tissue, root formation and apical dominance. When fed to plants, the hormone causes growth up to a maximum, which depends on the type of tissue being fed, and thereafter inhibits further growth, probably through the formation of ethylene, which is growth-inhibitory. Stern tissues tolerate the highest levels of IAA and root tissues the lowest. In the plant, the most active sites of IAA synthesis are the young, expanding leaves.

General Description

3-Indoleacetic acid is a highly effective, growth promotor in lower plant life, formed by a variety of fungi, including yeast and has been isolated from Aspergillus niger and Rhizopus sp. It is commonly employed in horticulture and industry.

Agricultural Uses

Indoleacetic acid (IAA), synthesized in the plant shoot tips, is a naturally occurring auxin. It is a plant growth promoter.

storage

Store at -20°C

Purification Methods

Recrystallise heteroauxin from EtOH/water [James & Ware J Phys Chem 89 5450 1985]. [Beilstein 22 III/IV 65.] Alternatively recrystallise 30g of the acid with 10g of charcoal in 1L of hot water, filter and cool when 22g of colourless acid separate. Dry it and store it in a dark bottle away from direct sunlight [Johnson & Jacoby Org Synth Coll Vol V 654 1973]. The picrate has m 178-180o. [Beilstein 22 H 66, 22 I 508, 22 II 50, 22 III/IV 1088.] It is a plant growth substance.

526-55-6
87-51-4
Synthesis of Indole-3-acetic acid from Tryptophol
Global Suppliers ( 947)
Supplier Tel Email Country ProdList Advantage
Hubei Harvest chemical Co.,Ltd. 13277936479 2381448056@qq.com China 549 58
Shanghai Jinshi Biochemical Technology Co., Ltd 18601717983 18601717983 291017736@qq.com China 499 58
Wuhu NuoweiChemistry Co., Ltd. 0553-8233716 18055326116 2209551708@qq.com China 400 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Jiangsu Huayu Chemical Co., Ltd. 25-83241163 sales@elegantnutri.com China 55 55
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
INTATRADE GmbH +49 3493/605464 sales@intatrade.de Germany 3563 66
future industrial shanghai co., ltd 400-0066400 13621662912 sales@jonln.com China 1989 65
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
TAIYUAN RHF CO.,LTD. +86 351 7031519 sales@RHFChem.com China 2334 56

View Latest Price from Indole-3-acetic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Indole-3-acetic acid pictures 2026-10-14 Indole-3-acetic acid
87-51-4
0.99 RongNa Biotechnology Co.,Ltd
Indole-3-acetic acid pictures 2026-10-14 Indole-3-acetic acid
87-51-4
1KG 98%min 1000kg/month WUHAN FORTUNA CHEMICAL CO., LTD
Indole-3-acetic acid pictures 2026-08-12 Indole-3-acetic acid
87-51-4
$125.00 1ASSAYS 98% 1-20mt Baoji Guokang Healthchem Co., Ltd.
2,3-dihydro-1H-indol-3-ylacetic acid indolyl-aceticaci Kyselina 3-indolyloctova kyselina3-indolyloctova omega-Skatole carboxylic acid omega-skatolecarboxylicacid Rhizopon A Rhizopon A, AA rhizopona Skatole carboxylic acid INDOLE-3-ACETIC ACID PLANT CELL CULTURE TESTED 3-INDOLYLACETIC ACID PESTANAL, 250 MG Indole-3-acetic acid (3-IAA) 3-IndoleaceticAcid,Indole-3-AceticAcid Indole-3-AceticAcidForBiochemistry Indole-3-acetic acid, 98+% IAA,3-Indoleaceticacid 1H-Indole-3-acetic acid, 99+% INDOLE-3-ACETICACID,(IAA)98%(BULK Indol-3-ylacetic acid 98% 3-INDOLEACCETIC ACID(IAA) INDOLACETICACID 4-(INDOL-3-YL)ACETICACID Indole-3-acetic acid horticultural grade, 99% INDOLE-3-ACETIC AICD IAA, 3-Indoylacetic acid Indole-3-acetic acid solution (1 mg/mL) INDOLE-3-ACETIC ACID SOLUTION Indol-3-accetic acid Indole-3-acetic acid in stock Factory RHIZOPIN RARECHEM AL BO 0204 HETEROAUXINE HETEROAUXIN SODIUM SALT HETEROAUXIN HETERAUXIN INDOLYL-3-ACETIC ACID INDOLEACETIC ACID INDOLE-3-ACETIC ACID INDOL-3-YLACETIC ACID IAA SODIUM SALT IAA JAA LABOTEST-BB LT00044476 2-(1H-INDOL-3-YL)ACETIC ACID 1H-INDOLE-3-ACETIC ACID (1H-INDOL-3-YL)-ACETIC ACID 3-INDOLEACETIC ACID 3-INDOLYLACETIC ACID Indole-3-acetic acid,(Heterauxin Indole-3-acetic Acid (1.00353) AKOS NCG1-0097 INDOLE-3-ACETIC ACID pure Heteroauxin, IAA 3-Indolylmethylcarboxylic acid NSC 87514 Silane, trichloro(2,2,4-trimethylpentyl) Indole-3-acetic acid ,99%