N-[(2S,3R)-3-hydroxy-1-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanamide

• ChemBase ID: 155646
• Molecular Formular: C36H59N5O11
• Molecular Mass: 737.88056
• Monoisotopic Mass: 737.42110773
• SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)NC(=O)CCCCCNc1ccc(c2c1non2)[N+](=O)[O-])O
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](NC(=O)CCCCCNc1ccc(c2c1non2)[N+](=O)[O-])CO[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)O
• InChI: InChI=1S/C36H59N5O11/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-28(43)26(24-50-36-35(47)34(46)33(45)29(23-42)51-36)38-30(44)19-16-14-17-22-37-25-20-21-27(41(48)49)32-31(25)39-52-40-32/h15,18,20-21,26,28-29,33-37,42-43,45-47H,2-14,16-17,19,22-24H2,1H3,(H,38,44)/t26-,28+,29+,33-,34-,35+,36+/m0/s1
• InChIKey: ZYEQNDHFYIPTAY-NQYVYXDKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R)-3-hydroxy-1-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanamide
• IUPAC Traditional name: N-[(2S,3R)-3-hydroxy-1-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanamide
• Synonyms: N-(NBD-Aminocaproyl)sphingosine β-D-galactosyl; C6-NBD Galactosyl cerebroside; N-[6-[(7-Nitro-2-1,3-benzoxadiazol-4-yl)amino]caproyl]-D-galactosyl-β1-1′-sphingosine

Database IDs

• MDL Number: MFCD03453619
• PubChem SID: 162249784
• PubChem CID: 71312185

CALCULATED PROPERTIES

• Acid pKa: 12.167701
• H Acceptors: 13
• H Donor: 7
• LogD (pH = 5.5): 4.4667606
• LogD (pH = 7.4): 4.466755
• Log P: 4.466762
• Molar Refractivity: 195.4997 cm^3
• Polarizability: 76.06799 Å^3
• Polar Surface Area: 245.48 Å^2
• Rotatable Bonds: 27
• 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): C36H59N5O11

DETAILS

Sigma Aldrich - N6158

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