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=C1C=CC=C2

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

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 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cancer 592 Sources: http://cancerres.aacrjournals.org/content/3/10/702.full	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Changes in polyamines, auxins and peroxidase activity during in vitro rooting of Fraxinus angustifolia shoots: an auxin-independent rooting model.	2001 Jul	11446994
Transformation of Catalpa ovata by Agrobacterium rhizogenes and phenylethanoid glycosides production in transformed root cultures.	2001 May-Jun	11421453
The Arabidopsis pxa1 mutant is defective in an ATP-binding cassette transporter-like protein required for peroxisomal fatty acid beta-oxidation.	2001 Nov	11706205
In vitro micropropagation of Lawsonia inermis (Lythraceae).	2001 Sep-Dec	12189827
In vitro plantlet regeneration from seedling nodal explants of Acacia catechu.	2002 Sep	12587736
High yield production of salidroside in the suspension culture of Rhodiola sachalinensis.	2003 Dec 5	14636708
Increased Agrobacterium-mediated transformation and rooting efficiencies in canola (Brassica napus L.) from hypocotyl segment explants.	2003 Feb	12789436
High frequency axillary bud multiplication and ex vitro rooting of Wedelia chinensis (Osbeck) Merr.--a medicinal plant.	2003 Mar	15267158
In vitro micropropagation of Baliospermum montanum (Willd.) Muell-Arg--a medicinal plant.	2003 Nov	15332512
Indole-3-butyric acid (IBA) production in culture medium by wild strain Azospirillum brasilense.	2003 Nov 21	14638420
[In vitro organogenesis in Dalbergia retusa (Papilonaceae)].	2004 Mar	17357398
Control of development and valepotriate production by auxins in micropropagated Valeriana glechomifolia.	2004 Oct	15252693
Analysis of indole-3-butyric acid-induced adventitious root formation on Arabidopsis stem segments.	2005 Aug	15955788
In vitro cloning and homestead cultivation of primitive Musa cultivars.	2005 Jan	15691071
The rib1 mutant of Arabidopsis has alterations in indole-3-butyric acid transport, hypocotyl elongation, and root architecture.	2005 Nov	16258013
In vitro plant regeneration from leaves and internode sections of sweet cherry cultivars (Prunus avium L.).	2005 Oct	15948004
Genetic chimerism of Vitis vinifera cv. Chardonnay 96 is maintained through organogenesis but not somatic embryogenesis.	2005 Sep 29	16194273
Expression of NAC1 up-stream regulatory region and its relationship to the lateral root initiation induced by gibberellins and auxins.	2006 Oct	17172049
Effects of autoclaving and charcoal on root-promoting substances present in water extracts made from gelling agents.	2006 Oct	16274988
[Adventitious root induction and in vitro culture of Panax notoginseng].	2006 Sep	17144461
Micropropagation of photinia employing rhizobacteria to promote root development.	2007 Jun	17205338
Binding behavior of amino acid conjugates of indole-3-acetic acid to immobilized human serum albumin.	2007 Jun 22	17459401
Effect of indole-3-butyric acid on phytoplasmas in infected Catharanthus roseus shoots grown in vitro.	2007 Mar	17328744
IBR3, a novel peroxisomal acyl-CoA dehydrogenase-like protein required for indole-3-butyric acid response.	2007 May	17277896
Influence of IBA and aphidicolin on DNA synthesis and adventitious root regeneration from Malus 'Jork 9' stem discs.	2007 May	17226058

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.

Name

Type

Language

INDOLEBUTYRIC ACID

Systematic Name

English

4-INDOL-3-YLBUTYRIC ACID [HSDB]

Common Name

English

4-INDOL-3-YLBUTYRIC ACID

Systematic 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