1H-indol-3-yl acetate

• ChemBase ID: 102957
• Molecular Formular: C10H9NO2
• Molecular Mass: 175.18396
• Monoisotopic Mass: 175.06332853
• SMILES: CC(=O)Oc1c[nH]c2c1cccc2
• Canonical SMILES: CC(=O)Oc1c[nH]c2c1cccc2
• InChI: InChI=1S/C10H9NO2/c1-7(12)13-10-6-11-9-5-3-2-4-8(9)10/h2-6,11H,1H3
• InChIKey: JBOPQACSHPPKEP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-indol-3-yl acetate
• IUPAC Traditional name: indole acetic acid
• Synonyms: Indoxyl acetate; 3-ACETOXYINDOLE; 1H-Indol-3-yl acetate; 3-Acetoxyindole; Indoxyl acetate; 1H-Indol-3-ol 3-Acetate; NSC 13964; INDOXYL ACETATE; Indolyl acetate; 3-Indoxyl acetate; 3-吲哚酚乙酸酯

Database IDs

• CAS Number: 608-08-2
• EC Number: 210-154-2
• MDL Number: MFCD00014561
• Beilstein Number: 143086
• PubChem SID: 162089378; 24896038
• PubChem CID: 11841

CALCULATED PROPERTIES

• Acid pKa: 14.889799
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.6792688
• LogD (pH = 7.4): 1.6792687
• Log P: 1.6792688
• Molar Refractivity: 48.2769 cm^3
• Polarizability: 19.969925 Å^3
• Polar Surface Area: 42.09 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Dark Blue Solid
• Melting Point: 125-130 °C; 128 - 130°C; 128-130 °C(lit.); 128-130°C; 128-130°C
• Partition Coefficient: 2.205
• Hydrophobicity(logP): 1.617

Safety Information

• Storage Condition: 0°C, Protect from light
• RTECS: AI3325000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36; 26-36/37-60
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H302-H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95% (TLC); ≥97.0% (TLC); 95%; 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C10H9NO2

DETAILS

MP Biomedicals - 02150066

Useful for detection of esterases.

MP Biomedicals - 05205582

MP Biomedicals Rare Chemical collection

Sigma Aldrich - I3500

Application
Indoxyl acetate has been used as a colorimetric substrate for differentiating esterases from various microbiological species.
包装
1, 5 g in poly bottle
250 mg in poly bottle

Sigma Aldrich - 57420

Other Notes
Fluorogenic substrate for assay of cholinesterase, lipase, acylase and acid phosphatase1
Quantity
λmax. 280 nm, log ε 3.79; (in 96% EtOH)

Toronto Research Chemicals - A165850

A useful synthetic intermediate.

REFERENCES

• Biochem. Soc. Trans. , 1 : 747, (1973).
• Leclerc, S., et al.: J. Biol. Chem., 276, 251 (2001)
• Garcia-Macias, P., et al.: J. Agric. Food Chem., 52, 7891 (2001)
• Substrate for enzyme assay: Anal. Chem., 37, 120 (1965).