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

• ChemBase ID: 153598
• Molecular Formular: C30H49N5O6
• Molecular Mass: 575.73996
• Monoisotopic Mass: 575.36828431
• SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](CO)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)O
• InChI: InChI=1S/C30H49N5O6/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/h15,18,20-21,25,27,31,36-37H,2-14,16-17,19,22-23H2,1H3,(H,32,38)/t25-,27-/m1/s1
• InChIKey: HZIRBXILQRLFIK-XNMGPUDCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R)-1,3-dihydroxyoctadec-4-en-2-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanamide
• IUPAC Traditional name: N-[(2R,3R)-1,3-dihydroxyoctadec-4-en-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-sphingosine; NBD-C6-L-Threo-sphingosine; N-(NBD-Aminocaproyl)-L-threo-sphingosine

Database IDs

• MDL Number: MFCD03452988
• PubChem SID: 162247737
• PubChem CID: 71311692

CALCULATED PROPERTIES

• Acid pKa: 12.635408
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 6.2375965
• LogD (pH = 7.4): 6.2375975
• Log P: 6.237598
• Molar Refractivity: 163.0864 cm^3
• Polarizability: 62.3988 Å^3
• Polar Surface Area: 166.33 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 1888
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-38-40-48/20/22
• Safety Statements: 36/37
• RID/ADR: UN 1888 6.1/PG 3
• Storage Temperature: -20°C

Product Information

• Purity: >98%
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C30H49N5O6

DETAILS

Sigma Aldrich - N6033

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