4-(1H-indol-3-yl)butanoic acid

• ChemBase ID: 2460
• Molecular Formular: C12H13NO2
• Molecular Mass: 203.23712
• Monoisotopic Mass: 203.09462866
• SMILES: [nH]1cc(c2ccccc12)CCCC(=O)O
• Canonical SMILES: OC(=O)CCCc1c[nH]c2c1cccc2
• InChI: 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)
• InChIKey: JTEDVYBZBROSJT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(1H-indol-3-yl)butanoic acid
• IUPAC Traditional name: indole 3-butyric acid; 3-indolebutyric acid
• Synonyms: Indole-3-butyric acid; 4-(3-Indolyl)butyric acid; 4-(1H-Indol-3-yl)butyric acid; 4-(1H-Indol-3-yl)butanoic acid; Indole-3-Butyric Acid; Indolebutyric acid; Hormodin; 4-(Indolyl)butyric acid; 3-Indolebutyric Acid; Indole-3-butyric acid; IBA; 3-Indolebutyric acid(IBA); 3-indolebutyric acid; 4-(3-Indolyl)butanoic acid; 3-Indolebutyric acid; 1H-Indole-3-butanoic Acid; 3-Indolyl-γ-butyric acid; 3-Indolylbutyric Αcid; 4-(1H-Indol-3-yl)butanoic Αcid; 4-(1H-Indol-3-yl)butyric Αcid; 4-(3-Indolyl)butanoic Αcid; 4-(Indol-3-yl)butyric Αcid; Clonex; Oxyberon; Rootex; Seradix; NSC 3130; 4-(3-吲哚基)丁酸; 4-(吲哚-3-基)丁酸; 吲哚-3-丁酸; 3-吲哚丁酸

Database IDs

• CAS Number: 133-32-4
• EC Number: 205-101-5
• MDL Number: MFCD00005664
• Beilstein Number: 171120
• Merck Index: 144965
• PubChem SID: 24896067; 24869054; 160965910; 46505244; 24880671
• PubChem CID: 8617
• CHEBI ID: 33070
• CHEMBL: 582878
• Chemspider ID: 8298
• DrugBank ID: DB02740
• KEGG ID: C11284
• Wikipedia Title: Indole-3-butyric_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.861798
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.8713305
• LogD (pH = 7.4): 0.10162935
• Log P: 2.5988934
• Molar Refractivity: 57.6541 cm^3
• Polarizability: 23.4133 Å^3
• Polar Surface Area: 53.09 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.38
• LOG S: -2.76
• Solubility (Water): 3.56e-01 g/l

PROPERTIES

Physical Property

• Solubility: 0.25 mg/mL at 20 oC [TOMLIN,C (1994)]; DMSO; Methanol
• Apperance: Off-White Solid; white to light yellow crystals
• Melting Point: 116-118°C; 121-125°C; 121-125°C; 122-125 °C; 124-125.5 °C(lit.); 124-125.5°C; 125°C
• Boiling Point: decomposes
• Flash Point: 211.8°C
• Density: 1.252g/cm^3
• Hydrophobicity(logP): 2.30 [HANSCH,C ET AL. (1995)]

Safety Information

• Storage Condition: -20°C; 2-8°C, Protect from light; Refrigerator
• Storage Warning: Air Sensitive; IRRITANT, MOISTURE SENSITIVE; Toxic
• RTECS: NL5250000
• European Hazard Symbols: Toxic (T); Harmful (Xn)
• UN Number: 2811; UN2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Australian Hazchem: 2X
• Risk Statements: 25-36/37/38; R:22; R25 R36/37/38
• Safety Statements: 26-36/37-45; 26-36-45; S:36/37/39; S26 S28 S36/37/39 S38 S45
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: true; 是
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H335
• GHS Precautionary statements: P261-P301 + P310-P305 + P351 + P338; P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (T); 98%
• Grade: PESTANAL®, analytical standard
• Salt Data: Free Base
• Suitability: plant cell culture tested
• Empirical Formula (Hill Notation): C12H13NO2
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02102042

Plant Growth Hormone
Crystalline

DrugBank - DB02740

Drug information: experimental

Selleck Chemicals - S2253

Research Area: Metabolic Disease
Biological Activity:
3-Indolebutyric acid(IBA) is a plant hormone in the auxin family and is an ingredient in many commercial plant rooting horticultural products. For use as such, it should be dissolved in about 75% (or purer) alcohol (as IBA does not dissolve in water), until a concentration from between 10,000 ppm to 50,000 ppm is achieved - this solution should then be diluted to the required concentration using distilled water. IBA is also available as a salt, which is soluble in water. The solution should be kept in a cool, dark place for best results. [1]

Toronto Research Chemicals - I577800

Used to stimulate root formation of plant clippings. Suitable for plant cell culture tested.

Sigma Aldrich - I5386

包装
1, 5, 25 g in poly bottle
Application
Indole-3-butyric acid (IBA) is auxin-family plant hormone (phytohormone). IBA is thought to be a precursor of indole-3-acetic acid (IAA) the most abundant and the basic auxin natively occurring and functioning in plants. IAA generates the majority of auxin effects in intact plants, and is the most potent native auxin.

Sigma Aldrich - 45532

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 57310

Biochem/physiol Actions
A naturally occurring phytohormone auxin (plant growth regulator). Promotes root formation in cuttings, but does not affect ethylene levels.1

REFERENCES

• http://en.wikipedia.org/wiki/Indole-3-butyric_acid
• Rzepka-Plevnes, D., et al.: J. Food Agric. Environ., 5, 194 (1982)
• Handa, A., et al.: Plant Physiol., 69, 514 (1982)
• Polanco, C., et al.: Plant Sci., 162, 817 (1982)