3-(9H-carbazol-9-yl)propanoic acid

• ChemBase ID: 12447
• Molecular Formular: C15H13NO2
• Molecular Mass: 239.26922
• Monoisotopic Mass: 239.09462866
• SMILES: c12c3c(n(c1cccc2)CCC(=O)O)cccc3
• Canonical SMILES: OC(=O)CCn1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C15H13NO2/c17-15(18)9-10-16-13-7-3-1-5-11(13)12-6-2-4-8-14(12)16/h1-8H,9-10H2,(H,17,18)
• InChIKey: ZAJJJOMMWPVJMH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(9H-carbazol-9-yl)propanoic acid
• IUPAC Traditional name: 3-(carbazol-9-yl)propanoic acid
• Synonyms: 3-Carbazol-9-yl-propionic acid; 3-(9H-carbazol-9-yl)propanoic acid; 3-(9-Carbazolyl)propionic acid; 9-(2-Carboxyethyl)carbazole; 9-Carbazolepropionic acid

Database IDs

• CAS Number: 6622-54-4
• MDL Number: MFCD00085920
• Beilstein Number: 203268
• PubChem SID: 160975754; 24850802
• PubChem CID: 219301

CALCULATED PROPERTIES

• Acid pKa: 4.8775887
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.3147688
• LogD (pH = 7.4): 0.5466001
• Log P: 3.0295577
• Molar Refractivity: 69.1529 cm^3
• Polarizability: 29.143215 Å^3
• Polar Surface Area: 42.23 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 168 - 170°C; 172-176 °C
• Partition Coefficient: 3.69
• Hydrophobicity(logP): 3.591

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... FABP3(2170), FABP4(2167), FABP5L7(728641)

Product Information

• Purity: ≥99.0% (T); 95%
• Grade: purum
• Empirical Formula (Hill Notation): C15H13NO2

DETAILS

Sigma Aldrich - 17926

Other Notes
Reagent for pre-column derivatization of amino acids for fluorescent determination in HPLC1