INDOLEBUTYRIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H13NO2
Molecular Weight	203.2371
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CCCC1=CNC2=CC=CC=C12

InChI

InChIKey=JTEDVYBZBROSJT-UHFFFAOYSA-N

InChI=1S/C12H13NO2/c14-12(15)7-3-4-9-8-13-11-6-2-1-5-10(9)11/h1-2,5-6,8,13H,3-4,7H2,(H,14,15)

HIDE SMILES / InChI

Molecular Formula	C12H13NO2
Molecular Weight	203.2371
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://link.springer.com/article/10.1023/A:1010746806891
Curator's Comment: Description was created based on several sources, including http://cancerres.aacrjournals.org/content/3/10/702.full | https://toxnet.nlm.nih.gov/cgi-bin/sis/search/a?dbs+hsdb:@term+@DOCNO+7214 | https://www.ncbi.nlm.nih.gov/pubmed/19577605 | http://www.hortus.com/IBAarticles/Epstein_1993.pdf | https://www.ncbi.nlm.nih.gov/pubmed/23315198

Indolebutyric acid (IBA) is a plant hormone in the auxin family. IBA promoted plant rooting and used commercially world wide to root many plant species. IBA considered to be toxic to animals and human. IBA demonstrated antineoplastic action in animal model. According to in silico and in vitro study IBA can act as competitive inhibitor to the phospholipase A₂ and may be used as anti inflammatory agent.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Phospholipase A2 group 1B 4 Target ID: CHEMBL4426 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23315198	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cancer 609 Sources: http://cancerres.aacrjournals.org/content/3/10/702.full	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Binding behavior of amino acid conjugates of indole-3-acetic acid to immobilized human serum albumin.	2007-06-22	17459401
Micropropagation of photinia employing rhizobacteria to promote root development.	2007-06	17205338
IBR3, a novel peroxisomal acyl-CoA dehydrogenase-like protein required for indole-3-butyric acid response.	2007-05	17277896
Influence of IBA and aphidicolin on DNA synthesis and adventitious root regeneration from Malus 'Jork 9' stem discs.	2007-05	17226058
Effect of indole-3-butyric acid on phytoplasmas in infected Catharanthus roseus shoots grown in vitro.	2007-03	17328744
Indole-3-butyric acid synthesis in ecotypes and mutants of Arabidopsis thaliana under different growth conditions.	2007-01	16325963
Transgenic Acacia sinuata from Agrobacterium tumefaciens-mediated transformation of hypocotyls.	2006-11	16807750
Expression of NAC1 up-stream regulatory region and its relationship to the lateral root initiation induced by gibberellins and auxins.	2006-10	17172049
In vitro regeneration and Agrobacterium-mediated genetic transformation of Euonymus alatus.	2006-10	16733742
Effects of autoclaving and charcoal on root-promoting substances present in water extracts made from gelling agents.	2006-10	16274988
[Adventitious root induction and in vitro culture of Panax notoginseng].	2006-09	17144461
A gain-of-function mutation in the Arabidopsis pleiotropic drug resistance transporter PDR9 confers resistance to auxinic herbicides.	2006-09	16877699
Cloning of two splice variants of the rice PTS1 receptor, OsPex5pL and OsPex5pS, and their functional characterization using pex5-deficient yeast and Arabidopsis.	2006-08	16792693
Peroxidases, lignin and anatomy during in vitro and ex vitro rooting of gardenia (Gardenia jasminoides Ellis) microshoots.	2006-07	16777530
Reduction of vitrification in in vitro raised shoots of Chlorophytum borivilianum Sant. & Fernand., a rare potent medicinal herb.	2006-06	16784122
Genetic diversity in seed populations of Echinacea purpurea controls the capacity for regeneration, route of morphogenesis and phytochemical composition.	2006-06	16477405
Transformation of Montmorency sour cherry (Prunus cerasus L.) and Gisela 6 (P. cerasus x P. canescens) cherry rootstock mediated by Agrobacterium tumefaciens.	2006-03	16369768
Mevalonate kinase activity during different stages of plant regeneration from nodular callus cultures in white pine (Pinus strobus).	2006-02	16356916
In vitro clonal propagation of Chlorophytum borivilianum Sant. et Fernand., a rare medicinal herb from immature floral buds along with inflorescence axis.	2006-01	16430096
Identification and functional characterization of Arabidopsis PEROXIN4 and the interacting protein PEROXIN22.	2005-12	16272432
Auxins in the development of an arbuscular mycorrhizal symbiosis in maize.	2005-11	16323272
Induction and characterization of adventitious roots directly from the explants of Panax notoginseng.	2005-11	16314969
The rib1 mutant of Arabidopsis has alterations in indole-3-butyric acid transport, hypocotyl elongation, and root architecture.	2005-11	16258013
In vitro plant regeneration from leaves and internode sections of sweet cherry cultivars (Prunus avium L.).	2005-10	15948004
Stems of the Arabidopsis pin1-1 mutant are not deficient in free indole-3-acetic acid.	2005-10	15918026
Genetic chimerism of Vitis vinifera cv. Chardonnay 96 is maintained through organogenesis but not somatic embryogenesis.	2005-09-29	16194273
Induction of multiple shoots from leaf segments, in vitro-flowering and fruiting of a dwarf tomato (Lycopersicon esculentum).	2005-08	16146322
Analysis of indole-3-butyric acid-induced adventitious root formation on Arabidopsis stem segments.	2005-08	15955788
In vitro micropropagation of Boswellia ovalifoliolata.	2005-07-27	16042352
Involvement of ARM2 in the uptake of indole-3-butyric acid in rice (Oryza sativa L.) roots.	2005-07	15879448
The effect of native and ACC deaminase-containing Azospirillum brasilense Cd1843 on the rooting of carnation cuttings.	2005-06	16121231
Identification and quantification of hypericin and pseudohypericin in different Hypericum perforatum L. in vitro cultures.	2005-06	15979315
Fluctuations of different endogenous phenolic compounds and cinnamic acid in the first days of the rooting process of cherry rootstock 'GiSelA 5' leafy cuttings.	2005-05	15940876
Cytokinin inhibits lateral root initiation but stimulates lateral root elongation in rice (Oryza sativa).	2005-05	15940868
Comparative photocatalytic study of two selected pesticide derivatives, indole-3-acetic acid and indole-3-butyric acid in aqueous suspensions of titanium dioxide.	2005-04-11	15811684
[Comparison of non-protected fluid room temperature phosphorescence and micellar-stabilized room temperature phosphorescence properties of indole-3-butyric acid].	2005-04	16097702
Auxin: regulation, action, and interaction.	2005-04	15749753
Mutations in Arabidopsis acyl-CoA oxidase genes reveal distinct and overlapping roles in beta-oxidation.	2005-03	15743450
An efficient adventitious shoot regeneration system for Zhanhua winter jujube (Zizyphus jujuba Mill.) using leaf explants.	2005-03	15690160
Characterization of an Arabidopsis enzyme family that conjugates amino acids to indole-3-acetic acid.	2005-02	15659623
Effect of phytohormones on the growth dynamics and macromolecular contents of two extreme halophilic Cyanobacteria (Phormidium sps).	2005-01	16114462
In vitro cloning and homestead cultivation of primitive Musa cultivars.	2005-01	15691071
Regeneration of pea (Pisum sativum L.) by a cyclic organogenic system.	2004-12	15372196
In vitro clonal propagation of bird eye chilli (Capsicum frutescens Mill.).	2004-11	15587123
Efficient Agrobacterium tumefaciens-mediated transformation of soybeans using an embryonic tip regeneration system.	2004-10	15605177
Plant regeneration from epicotyl explant of Jatropha curcas.	2004-08	15627699
[Indole butyric acid activates Ca2+-ATPase in Malus hupehensis Rhed. roots by protein phosphorylation].	2004-08	15627695
Evaluation of the possible role of five enzymes in the metabolism of IBA in mustard aphid, Lipaphis erysimi (Kalt.).	2004-04	15529874
[In vitro organogenesis in Dalbergia retusa (Papilonaceae)].	2004-03	17357398
In vitro micropropagation of Baliospermum montanum (Willd.) Muell-Arg--a medicinal plant.	2003-11	15332512

Patents

Sample Use Guides

In Vivo Use Guide

oral 25 and 50 ppm dosages of IBA for 20 and 45 days are toxic to rats.

Route of Administration: Oral

In Vitro Use Guide

Vegetative propagation was achieved using roots (R), stems with leaves (SL) and stems without leaves (S) with different concentrations (0-500 ppm) of indole butyric acid (IBA). Explants S and SL showed maximum shooting response with 300 ppm IBA and explant R showed maximum response with 200 ppm IBA.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:16:08 GMT 2025` Edited by `admin` on `Mon Mar 31 19:16:08 GMT 2025`
Record UNII	061SKE27JP
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

4-INDOL-3-YLBUTYRIC ACID

Preferred Name

English

INDOLEBUTYRIC ACID

Systematic Name

English

4-INDOL-3-YLBUTYRIC ACID [HSDB]

Common Name

English

SERADIX

Brand Name

English

1H-INDOLE-3-BUTANOIC ACID

Systematic Name

English

INDOLE-3-BUTYRIC ACID

Systematic Name

English

4-(3-INDOLYL)BUTYRIC ACID

Systematic Name

English

NSC-3130

Code

English

4-INDOL-3-YLBUTYRIC ACID [ISO]

Common Name

English

INDOLEBUTYRIC ACID [MI]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

46701