3-oxo-3H-phenoxazin-7-yl butanoate

• ChemBase ID: 156020
• Molecular Formular: C16H13NO4
• Molecular Mass: 283.27872
• Monoisotopic Mass: 283.0844579
• SMILES: CCCC(=O)Oc1ccc2c(c1)oc1cc(=O)ccc1n2
• Canonical SMILES: CCCC(=O)Oc1cc2oc3cc(=O)ccc3nc2cc1
• InChI: InChI=1S/C16H13NO4/c1-2-3-16(19)20-11-5-7-13-15(9-11)21-14-8-10(18)4-6-12(14)17-13/h4-9H,2-3H2,1H3
• InChIKey: RGJTZDRUTUWWTD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-oxo-3H-phenoxazin-7-yl butanoate
• IUPAC Traditional name: 7-oxophenoxazin-3-yl butanoate
• Synonyms: Resorufin butyrate

Database IDs

• CAS Number: 15585-42-9
• MDL Number: MFCD00037660
• Beilstein Number: 1140868
• PubChem SID: 24888123; 162250158
• PubChem CID: 5007916

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.83012
• LogD (pH = 7.4): 2.83012
• Log P: 2.8301203
• Molar Refractivity: 80.304 cm^3
• Polarizability: 29.017666 Å^3
• Polar Surface Area: 64.96 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: alcohols: soluble; DMF: soluble; DMSO: soluble
• Melting Point: 136-138 °C(lit.)
• Fluorescence: λex 500 nm; λem 593 nm in 0.1 M phosphate pH 8.0 (lipase); λex 540 nm; λem 590 nm in DMSO

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: ≥95% (TLC)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C16H13NO4

DETAILS

Sigma Aldrich - 83637

Application
suitable as fluorogenic substrate for lipases, choline esterases