N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanamide

• ChemBase ID: 153597
• Molecular Formular: C30H51N5O6
• Molecular Mass: 577.75584
• Monoisotopic Mass: 577.38393438
• SMILES: CCCCCCCCCCCCCCC[C@H]([C@H](CO)NC(=O)CCCCCNc1ccc(c2c1non2)[N+](=O)[O-])O
• Canonical SMILES: CCCCCCCCCCCCCCC[C@H]([C@@H](NC(=O)CCCCCNc1ccc(c2c1non2)[N+](=O)[O-])CO)O
• InChI: InChI=1S/C30H51N5O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-27(37)25(23-36)32-28(38)19-16-14-17-22-31-24-20-21-26(35(39)40)30-29(24)33-41-34-30/h20-21,25,27,31,36-37H,2-19,22-23H2,1H3,(H,32,38)/t25-,27+/m0/s1
• InChIKey: GEZLBJRDZRUTOE-AHKZPQOWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanamide
• IUPAC Traditional name: N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanamide
• Synonyms: N-[6-[(7-Nitro-2-1,3-benzoxadiazol-4-yl)amino]caproyl]-L-threo-sphinganine; NBD-C6-Safingol; N-(NBD-Aminocaproyl)safingol; C6-NBD Sphinganine; N-[6-[(7-Nitro-2-1,3-benzoxadiazol-4-yl)amino]caproyl]-sphinganine; N-(NBD-Aminocaproyl)sphinganine

Database IDs

• MDL Number: MFCD02259240
• PubChem SID: 162247736
• PubChem CID: 71311691

CALCULATED PROPERTIES

• Acid pKa: 12.635408
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 6.4436107
• LogD (pH = 7.4): 6.4436116
• Log P: 6.443612
• Molar Refractivity: 162.1238 cm^3
• Polarizability: 62.642883 Å^3
• Polar Surface Area: 166.33 Å^2
• Rotatable Bonds: 25
• 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%; ≥98%
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C30H51N5O6

DETAILS

Sigma Aldrich - N5658

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

Sigma Aldrich - N5908

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