N-[(2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]-12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecanamide

• ChemBase ID: 155650
• Molecular Formular: C36H61N5O6
• Molecular Mass: 659.89944
• Monoisotopic Mass: 659.4621847
• SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)NC(=O)CCCCCCCCCCCNc1ccc(c2c1non2)[N+](=O)[O-])O
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](NC(=O)CCCCCCCCCCCNc1ccc(c2c1non2)[N+](=O)[O-])CO)O
• InChI: InChI=1S/C36H61N5O6/c1-2-3-4-5-6-7-8-9-10-12-15-18-21-24-33(43)31(29-42)38-34(44)25-22-19-16-13-11-14-17-20-23-28-37-30-26-27-32(41(45)46)36-35(30)39-47-40-36/h21,24,26-27,31,33,37,42-43H,2-20,22-23,25,28-29H2,1H3,(H,38,44)/t31-,33+/m0/s1
• InChIKey: SNOJCYCOPNIGIK-CQTOTRCISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]-12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecanamide
• IUPAC Traditional name: N-[(2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]-12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecanamide
• Synonyms: C12-NBD Ceramide; N-[12-[(7-Nitro-2-1,3-benzoxadiazol-4-yl)amino]dodecanoyl]-ceramide; N-(NBD-Aminolauroyl)ceramide

Database IDs

• MDL Number: MFCD02259239
• PubChem SID: 162249788
• PubChem CID: 24780116

CALCULATED PROPERTIES

• Acid pKa: 12.63542
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 8.905008
• LogD (pH = 7.4): 8.905009
• Log P: 8.90501
• Molar Refractivity: 190.6924 cm^3
• Polarizability: 73.434944 Å^3
• Polar Surface Area: 166.33 Å^2
• Rotatable Bonds: 30
• 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): C36H61N5O6

DETAILS

Sigma Aldrich - N9158

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