12-(pyren-1-yl)dodecanoic acid

• ChemBase ID: 133357
• Molecular Formular: C28H32O2
• Molecular Mass: 400.55248
• Monoisotopic Mass: 400.24023026
• SMILES: c1cc2ccc3ccc(c4c3c2c(c1)cc4)CCCCCCCCCCCC(=O)O
• Canonical SMILES: OC(=O)CCCCCCCCCCCc1ccc2c3c1ccc1c3c(cc2)ccc1
• InChI: InChI=1S/C28H32O2/c29-26(30)14-9-7-5-3-1-2-4-6-8-11-21-15-16-24-18-17-22-12-10-13-23-19-20-25(21)28(24)27(22)23/h10,12-13,15-20H,1-9,11,14H2,(H,29,30)
• InChIKey: JORFLUCVQONOPN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 12-(pyren-1-yl)dodecanoic acid
• IUPAC Traditional name: 12-(pyren-1-yl)dodecanoic acid
• Synonyms: 12-(1-Pyrenyl)dodecanoic acid; 1-Pyrenedodecanoic acid

Database IDs

• CAS Number: 69168-45-2
• MDL Number: MFCD00080927
• Beilstein Number: 2481235
• PubChem SID: 162227634; 24888030
• PubChem CID: 115189

CALCULATED PROPERTIES

• Acid pKa: 4.9520197
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 7.711557
• LogD (pH = 7.4): 5.9524217
• Log P: 8.367362
• Molar Refractivity: 124.0402 cm^3
• Polarizability: 52.215553 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 339 nm; λem 377 nm in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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

Product Information

• Purity: ≥98.0% (HPLC)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C28H32O2

DETAILS

Sigma Aldrich - P7209

Analysis Note
Probe for studying uptake into cultured cells by FCM

Sigma Aldrich - 82663

Analysis Note
In addition to the emission maximum at 377 nm, there are lower maxima at 397, 418 and 440 nm.
Other Notes
Anionic membrane probe. Studies on the uptake of fluorescent fatty acids into cultured cells1,2