(2-{[(2S,3R)-3-hydroxy-2-{12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecanamido}octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium

• ChemBase ID: 155637
• Molecular Formular: C41H73N6O9P
• Molecular Mass: 825.026881
• Monoisotopic Mass: 824.51766458
• SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@H](COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCNc1ccc(c2c1non2)[N+](=O)[O-])O
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](NC(=O)CCCCCCCCCCCNc1ccc(c2c1non2)[N+](=O)[O-])COP(=O)(OCC[N+](C)(C)C)[O-])O
• InChI: InChI=1S/C41H73N6O9P/c1-5-6-7-8-9-10-11-12-13-15-18-21-24-27-38(48)36(34-55-57(52,53)54-33-32-47(2,3)4)43-39(49)28-25-22-19-16-14-17-20-23-26-31-42-35-29-30-37(46(50)51)41-40(35)44-56-45-41/h24,27,29-30,36,38,48H,5-23,25-26,28,31-34H2,1-4H3,(H2-,42,43,45,49,52,53)/t36-,38+/m0/s1
• InChIKey: FCQMKLRMKNYONQ-KLESUSOLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(2S,3R)-3-hydroxy-2-{12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecanamido}octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: (2-{[(2S,3R)-3-hydroxy-2-{12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecanamido}octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
• Synonyms: N-(NBD-Aminolauroyl)sphingomyelin

Database IDs

• MDL Number: MFCD02259246
• PubChem SID: 162249775
• PubChem CID: 71312179

CALCULATED PROPERTIES

• Acid pKa: 1.8710667
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 7.0392127
• LogD (pH = 7.4): 7.039312
• Log P: 6.1039343
• Molar Refractivity: 238.8586 cm^3
• Polarizability: 88.52066 Å^3
• Polar Surface Area: 204.69 Å^2
• Rotatable Bonds: 36
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: >98%
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C41H73N6O9P

DETAILS

Sigma Aldrich - N3159

General description
Fluorescently labeled fatty acid sphingolipid membrane probe. NBD group excitation 460 nm, emission 534 nm.