1-(4-methoxyphenyl)-2-methyl-3-nitro-1H-indol-6-ol

• ChemBase ID: 154881
• Molecular Formular: C16H14N2O4
• Molecular Mass: 298.29336
• Monoisotopic Mass: 298.09535694
• SMILES: Cc1c(c2ccc(cc2n1c1ccc(cc1)OC)O)[N+](=O)[O-]
• Canonical SMILES: COc1ccc(cc1)n1c2cc(O)ccc2c(c1C)[N+](=O)[O-]
• InChI: InChI=1S/C16H14N2O4/c1-10-16(18(20)21)14-8-5-12(19)9-15(14)17(10)11-3-6-13(22-2)7-4-11/h3-9,19H,1-2H3
• InChIKey: VVZNWYXIOADGSW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-methoxyphenyl)-2-methyl-3-nitro-1H-indol-6-ol
• IUPAC Traditional name: 1-(4-methoxyphenyl)-2-methyl-3-nitroindol-6-ol
• Synonyms: 1-(4-Methoxyphenyl)-2-methyl-3-nitro-1H-indol-6-ol; ID-8; ID-8

Database IDs

• CAS Number: 147591-46-6
• MDL Number: MFCD00593367
• PubChem SID: 162249019
• PubChem CID: 791637

CALCULATED PROPERTIES

• Acid pKa: 9.435969
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.6319013
• LogD (pH = 7.4): 3.6279972
• Log P: 3.6319513
• Molar Refractivity: 92.0524 cm^3
• Polarizability: 32.552254 Å^3
• Polar Surface Area: 77.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL
• Apperance: yellow powder

Safety Information

• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-50
• Safety Statements: 61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H400
• GHS Precautionary statements: P273
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C16H14N2O4

DETAILS

Sigma Aldrich - I1786

Biochem/physiol Actions
ID-8 sustains self-renewal and pluripotency of mouse embryonic stem cells (ESCs) in vitro. Stimulates proliferation at a steady rate (observed in serum-free media supplemented with 10 μM over a 30 day period).