ol

• ChemBase ID: 145308
• Molecular Formular: C22H42NO4
• Molecular Mass: 384.57318
• Monoisotopic Mass: 384.31138383
• SMILES: CCCCCCCCCCCCCC1(N(C(CO1)(C)C)[O])CCCC(=O)O
• Canonical SMILES: CCCCCCCCCCCCCC1(CCCC(=O)O)OCC(N1[O])(C)C
• InChI: InChI=1S/C22H42NO4/c1-4-5-6-7-8-9-10-11-12-13-14-17-22(18-15-16-20(24)25)23(26)21(2,3)19-27-22/h4-19H2,1-3H3,(H,24,25)
• InChIKey: PYDZKXQLRMNQFK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ol
• IUPAC Traditional name: tyrosine(.)
• Synonyms: 5-Doxylstearate; 5-SASL; 2-(3-Carboxypropyl)-4,4-dimethyl-2-tridecyl-3-oxazolidinyloxy, free radical; 5-DOXYL-stearic acid, free radical; 2-(3-羧丙基)-4,4-二甲基-2-十三烷基-3-噁唑烷基氧自由基; 5-DOXYL-硬脂酸，自由基

Database IDs

• CAS Number: 29545-48-0
• MDL Number: MFCD00010544
• PubChem SID: 162239515; 24855317
• PubChem CID: 2724323

CALCULATED PROPERTIES

• Acid pKa: 4.5312996
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 5.297663
• LogD (pH = 7.4): 3.526003
• Log P: 6.309504
• Molar Refractivity: 108.5574 cm^3
• Polarizability: 43.442657 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 51-53 °C(lit.)

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

• Empirical Formula (Hill Notation): C22H42NO4

DETAILS

Sigma Aldrich - 253634

Packaging
10, 25 mg in glass bottle
Application
Lipid spin label used for many types of electron paramagnetic resonance studies including:
• Studies to elucidate the interactions of molecules with the membrane surface1
• Kinetics of lipid transfer between lipid bilayers2
• Behavior of molecules within a lipid bilayer3
• Probing the fluid dynamics of the plasma membrane4