2-(5-methoxy-1H-indol-3-yl)acetic acid

• ChemBase ID: 68737
• Molecular Formular: C11H11NO3
• Molecular Mass: 205.20994
• Monoisotopic Mass: 205.07389322
• SMILES: [nH]1cc(c2cc(ccc12)OC)CC(=O)O
• Canonical SMILES: COc1ccc2c(c1)c(c[nH]2)CC(=O)O
• InChI: InChI=1S/C11H11NO3/c1-15-8-2-3-10-9(5-8)7(6-12-10)4-11(13)14/h2-3,5-6,12H,4H2,1H3,(H,13,14)
• InChIKey: COCNDHOPIHDTHK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(5-methoxy-1H-indol-3-yl)acetic acid
• IUPAC Traditional name: 5-methoxyindoleacetic acid; 5-methoxyindole-3-acetic acid
• Synonyms: 5-Methoxyindole-3-acetic acid; 2-(5-Methoxy-3-indolyl)acetic acid; 5-Methoxy-3-indoleacetic acid; 5-Methoxyindole-3-acetic acid; (5-methoxy-1H-indol-3-yl)acetic acid; 5-Methoxy-3-indoleacetic acid; 5-甲氧基-3-吲哚乙酸; 5-甲氧基吲哚-3-乙酸

Database IDs

• CAS Number: 3471-31-6
• EC Number: 222-438-3
• MDL Number: MFCD00005638
• Beilstein Number: 187161
• PubChem SID: 24896651; 162034467; 24883764
• PubChem CID: 18986

CALCULATED PROPERTIES

• Acid pKa: 4.2961054
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.32389536
• LogD (pH = 7.4): -1.4137409
• Log P: 1.5520848
• Molar Refractivity: 54.9153 cm^3
• Polarizability: 22.232998 Å^3
• Polar Surface Area: 62.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: light yellow to tan crystalline
• Melting Point: 145-148 °C (dec.)(lit.); 145-148°C dec.; 146 - 148°C
• Hydrophobicity(logP): 1.425

Safety Information

• Storage Warning: IRRITANT
• RTECS: NL3660500
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ~99%; ≥99.0% (T); 95%; 95+%; 98%; 98+%
• Grade: purum
• Empirical Formula (Hill Notation): C11H11NO3
• Classification: Rare Genuine Natural Compounds

DETAILS

MP Biomedicals - 02151626

Light yellow to tan crystals
Purity: ~99%

MP Biomedicals - 05210512

MP Biomedicals Rare Chemical collection

Sigma Aldrich - M2251

Application

• Reactant for preparation of aryloxybenzothiazoles as inhibitors of NO production1
• Reactant for preparation of transcription inhibitors of novel Gli1 as antitumor agents
• Reactant for preparation of indole derivatives as NR2B/NMDA receptor antagonists2
• Reactant for preparation of indolyl esters and amides related to indomethacin as selective COX-2 inhibitors3
• Reactant for preparation of quinoline salicylic acid series of P-selectin antagonists4
• Reactant for preparation of prostaglandin D2 receptor antagonists5

Sigma Aldrich - M14935

Packaging
1 g in glass bottle
Application

• Reactant for preparation of aryloxybenzothiazoles as inhibitors of NO production1
• Reactant for preparation of transcription inhibitors of novel Gli1 as antitumor agents
• Reactant for preparation of indole derivatives as NR2B/NMDA receptor antagonists2
• Reactant for preparation of indolyl esters and amides related to indomethacin as selective COX-2 inhibitors3
• Reactant for preparation of quinoline salicylic acid series of P-selectin antagonists4
• Reactant for preparation of prostaglandin D2 receptor antagonists5

Sigma Aldrich - 65060

Application

• Reactant for preparation of aryloxybenzothiazoles as inhibitors of NO production1
• Reactant for preparation of transcription inhibitors of novel Gli1 as antitumor agents
• Reactant for preparation of indole derivatives as NR2B/NMDA receptor antagonists2
• Reactant for preparation of indolyl esters and amides related to indomethacin as selective COX-2 inhibitors3
• Reactant for preparation of quinoline salicylic acid series of P-selectin antagonists4
• Reactant for preparation of prostaglandin D2 receptor antagonists5