3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 2476
• Molecular Formular: C11H11NO2
• Molecular Mass: 189.21054
• Monoisotopic Mass: 189.0789786
• SMILES: C(=O)(O)CCc1c[nH]c2c1cccc2
• Canonical SMILES: OC(=O)CCc1c[nH]c2c1cccc2
• InChI: InChI=1S/C11H11NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2,(H,13,14)
• InChIKey: GOLXRNDWAUTYKT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: indole-3-propionic acid; indolylpropionic acid
• Synonyms: 3-(3-Indolyl)propionic acid; 3-Indolepropionic acid; β-N-INDOLEPROPIONIC ACID; NSC 3252; NSC 47831; Indole-3-propionic acid; 3-(3-Indolyl)propanoic acid; Indole-3-propionic acid; IPA; INDOLE-3-PROPIONIC ACID; 3-(1H-indol-3-yl)propanoic acid; Indolylpropionic Acid; 3-Indolepropionic acid; 吲哚-3-丙酸; 3-吲哚丙酸; 3-(3-吲哚基)丙酸; 吲哚丙酸; 吲哚-3-丙酸

Database IDs

• CAS Number: 830-96-6
• EC Number: 212-600-1
• MDL Number: MFCD00005660
• Beilstein Number: 147733
• PubChem SID: 24880699; 24869058; 46507621; 24880708; 160965926; 24853161
• PubChem CID: 3744

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.8029323
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.3783965
• LogD (pH = 7.4): -0.39584807
• Log P: 2.1543248
• Molar Refractivity: 53.0531 cm^3
• Polarizability: 21.568123 Å^3
• Polar Surface Area: 53.09 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.04
• LOG S: -2.42
• Solubility (Water): 7.27e-01 g/l

PROPERTIES

Physical Property

• Apperance: light yellow
• Melting Point: ~133 °C; 132-135°C; 134-135 °C(lit.); 134-135°C

Safety Information

• Storage Condition: 0°C
• Storage Warning: IRRITANT
• RTECS: NM1329000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~99%; ≥97.0% (T); ≥99.0% (T); 95%; 95+%; 98%; 99%
• Grade: PESTANAL®, analytical standard; ReagentPlus®
• Ignition Residue: ≤0.1%
• Empirical Formula (Hill Notation): C11H11NO2
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02102048

Crystalline
Light yellow
Purity: ~99%

DrugBank - DB02758

Drug information: experimental

Sigma Aldrich - 57410

Packaging
100 g in poly bottle
25 g in glass bottle
Application
Reactant for preparation of:
• Fluorescent analogues of strigolactones1
• Anti-tumor agents2
• Melanocortin receptors ligands3
• Immunosuppressive agents4
• Iinhibitors of hepatitis C virus5
• Histamine H4 receptor agonists6
• NR2B/NMDA receptor antagonists7
• CB1 antagonist for the treatment of obesity8
• Antibacterial agents9
• Inhibitor of TGF-β receptor binding10
Biochem/physiol Actions
Studied as an adjunct to improve perfusion after liver transplant.11

Sigma Aldrich - 45534

Biochem/physiol Actions
Studied as an adjunct to improve perfusion after liver transplant.1
Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - I3125

Biochem/physiol Actions
Studied as an adjunct to improve perfusion after liver transplant.1

Sigma Aldrich - 57400

Biochem/physiol Actions
Studied as an adjunct to improve perfusion after liver transplant.1

Sigma Aldrich - 220027

Packaging
1, 10 g in glass bottle
Application
Reactant for preparation of:
• Fluorescent analogues of strigolactones1
• Anti-tumor agents2
• Melanocortin receptors ligands3
• Immunosuppressive agents4
• Iinhibitors of hepatitis C virus5
• Histamine H4 receptor agonists6
• NR2B/NMDA receptor antagonists7
• CB1 Antagonist for the treatment of obesity8
• Antibacterial agents9
• Inhibitor of TGF-β receptor binding10
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC