1-[2,3-bis(dodecyloxy)propyl] 4-methyl-3-oxo-3H-phenoxazin-7-yl pentanedioate

• ChemBase ID: 154250
• Molecular Formular: C45H69NO8
• Molecular Mass: 752.03126
• Monoisotopic Mass: 751.50231817
• SMILES: CCCCCCCCCCCCOCC(COC(=O)CCCC(=O)Oc1ccc2c(c1)oc1c(c(=O)ccc1n2)C)OCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCOC(COC(=O)CCCC(=O)Oc1ccc2c(c1)oc1c(n2)ccc(=O)c1C)COCCCCCCCCCCCC
• InChI: InChI=1S/C45H69NO8/c1-4-6-8-10-12-14-16-18-20-22-31-50-34-38(51-32-23-21-19-17-15-13-11-9-7-5-2)35-52-43(48)25-24-26-44(49)53-37-27-28-39-42(33-37)54-45-36(3)41(47)30-29-40(45)46-39/h27-30,33,38H,4-26,31-32,34-35H2,1-3H3
• InChIKey: FYOMYGYHAZESGQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2,3-bis(dodecyloxy)propyl] 4-methyl-3-oxo-3H-phenoxazin-7-yl pentanedioate
• IUPAC Traditional name: 1-[2,3-bis(dodecyloxy)propyl] 6-methyl-7-oxophenoxazin-3-yl pentanedioate
• Synonyms: 1,2-Di-O-lauryl-rac-glycero-3-(glutaric acid 6-methylresorufin ester); Lipase Substrate

Database IDs

• CAS Number: 195833-46-6
• MDL Number: MFCD08276995
• PubChem SID: 162248389; 24858101
• PubChem CID: 16211907

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 12.222605
• LogD (pH = 7.4): 12.222605
• Log P: 12.222605
• Molar Refractivity: 218.817 cm^3
• Polarizability: 84.55594 Å^3
• Polar Surface Area: 109.72 Å^2
• Rotatable Bonds: 34
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 529 nm; λem 600 nm in 0.1 M Tris pH 8.4

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% (HPLC)
• Empirical Formula (Hill Notation): C45H69NO8

DETAILS

Sigma Aldrich - 30058

Application
suitable as fluorogenic substrate for lipases