(2E)-3-{1-azatricyclo[7.3.1.05,13]trideca-5,7,9(13)-trien-7-yl}-2-cyanoprop-2-enoic acid

• ChemBase ID: 130792
• Molecular Formular: C16H16N2O2
• Molecular Mass: 268.31044
• Monoisotopic Mass: 268.12117776
• SMILES: c1c(cc2c3c1CCCN3CCC2)/C=C(\C#N)/C(=O)O
• Canonical SMILES: N#C/C(=C\c1cc2CCCN3c2c(c1)CCC3)/C(=O)O
• InChI: InChI=1S/C16H16N2O2/c17-10-14(16(19)20)9-11-7-12-3-1-5-18-6-2-4-13(8-11)15(12)18/h7-9H,1-6H2,(H,19,20)/b14-9+
• InChIKey: JXENNHTVELFRHV-NTEUORMPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-{1-azatricyclo[7.3.1.0^5,^1^3]trideca-5,7,9(13)-trien-7-yl}-2-cyanoprop-2-enoic acid
• IUPAC Traditional name: (2E)-3-{1-azatricyclo[7.3.1.0^5,^1^3]trideca-5,7,9(13)-trien-7-yl}-2-cyanoprop-2-enoic acid
• Synonyms: 9-([E]-2-Carboxy-2-cyanovinyl)julolidine; CCVJ; 9-(2-Carboxy-2-cyanovinyl)julolidine

Database IDs

• CAS Number: 142978-18-5
• MDL Number: MFCD00274408
• PubChem SID: 162225070
• PubChem CID: 5353485

CALCULATED PROPERTIES

• Acid pKa: 2.7652545
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.5346365
• LogD (pH = 7.4): -0.44552946
• Log P: 1.2530572
• Molar Refractivity: 78.3633 cm^3
• Polarizability: 28.453712 Å^3
• Polar Surface Area: 64.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - C6081

Application
Fluorescent probe for binding to proteins etc., quantum yield increases by decreasing free rotation: fluorescent molecular rotor.