7-hydroxy-3-octadecanoyl-2H-chromen-2-one

• ChemBase ID: 158201
• Molecular Formular: C27H40O4
• Molecular Mass: 428.6041
• Monoisotopic Mass: 428.29265976
• SMILES: CCCCCCCCCCCCCCCCCC(=O)c1cc2ccc(cc2oc1=O)O
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)c1cc2ccc(cc2oc1=O)O
• InChI: InChI=1S/C27H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-25(29)24-20-22-18-19-23(28)21-26(22)31-27(24)30/h18-21,28H,2-17H2,1H3
• InChIKey: NNZHEAMUDYOTCO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-hydroxy-3-octadecanoyl-2H-chromen-2-one
• IUPAC Traditional name: 7-hydroxy-3-octadecanoylchromen-2-one
• Synonyms: 7-Hydroxy-3-octadecanoylcoumarin; 3-Octadecanoylumbelliferone

Database IDs

• CAS Number: 164720-09-6
• MDL Number: MFCD00674539
• PubChem SID: 162252337; 24886717
• PubChem CID: 6086297

CALCULATED PROPERTIES

• Acid pKa: 7.318415
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 8.759223
• LogD (pH = 7.4): 8.425319
• Log P: 8.765729
• Molar Refractivity: 126.7968 cm^3
• Polarizability: 49.527267 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: alcohols: soluble; DMF: soluble; DMSO: soluble
• Melting Point: 156-158 °C(lit.)
• Fluorescence: λex 360 nm; λem 455 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

Product Information

• Purity: ≥98.0% (TLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C27H40O4

DETAILS

Sigma Aldrich - 74737

Application
suitable as pH-indicator