octadecyl 7-hydroxy-2-oxo-2H-chromene-3-carboxylate

• ChemBase ID: 156678
• Molecular Formular: C28H42O5
• Molecular Mass: 458.63008
• Monoisotopic Mass: 458.30322444
• SMILES: CCCCCCCCCCCCCCCCCCOC(=O)c1cc2ccc(cc2oc1=O)O
• Canonical SMILES: CCCCCCCCCCCCCCCCCCOC(=O)c1cc2ccc(cc2oc1=O)O
• InChI: InChI=1S/C28H42O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-32-27(30)25-21-23-18-19-24(29)22-26(23)33-28(25)31/h18-19,21-22,29H,2-17,20H2,1H3
• InChIKey: ZHFQNJNEJMBTLA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: octadecyl 7-hydroxy-2-oxo-2H-chromene-3-carboxylate
• IUPAC Traditional name: octadecyl 7-hydroxy-2-oxochromene-3-carboxylate
• Synonyms: 7-Hydroxycoumarin-3-carboxylic acid octadecyl ester; Umbelliferone-3-carboxylic acid octadecyl ester; Octadecyl 7-hydroxycoumarin-3-carboxylate

Database IDs

• MDL Number: MFCD00037567
• PubChem SID: 24879224; 162250815
• PubChem CID: 6015157

CALCULATED PROPERTIES

• Acid pKa: 7.672162
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 8.991232
• LogD (pH = 7.4): 8.809684
• Log P: 8.994125
• Molar Refractivity: 132.6605 cm^3
• Polarizability: 52.054657 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: alcohols: soluble; DMF: soluble; DMSO: soluble
• Melting Point: 114-116 °C(lit.)
• Fluorescence: λex 390 nm; λem 445 nm in 0.1 M Tris pH 9.0

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (TLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C28H42O5