(2-{[(2R,3S)-3-hydroxy-2-{6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanamido}octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium

• ChemBase ID: 153596
• Molecular Formular: C35H61N6O9P
• Molecular Mass: 740.867401
• Monoisotopic Mass: 740.42376419
• SMILES: CCCCCCCCCCCCC/C=C/[C@@H]([C@@H](COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCNc1ccc(c2c1non2)[N+](=O)[O-])O
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@@H]([C@H](NC(=O)CCCCCNc1ccc(c2c1non2)[N+](=O)[O-])COP(=O)(OCC[N+](C)(C)C)[O-])O
• InChI: InChI=1S/C35H61N6O9P/c1-5-6-7-8-9-10-11-12-13-14-15-16-18-21-32(42)30(28-49-51(46,47)48-27-26-41(2,3)4)37-33(43)22-19-17-20-25-36-29-23-24-31(40(44)45)35-34(29)38-50-39-35/h18,21,23-24,30,32,42H,5-17,19-20,22,25-28H2,1-4H3,(H2-,36,37,39,43,46,47)/t30-,32+/m1/s1
• InChIKey: YDBDYTGWMRUUSN-BHYZAODMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(2R,3S)-3-hydroxy-2-{6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanamido}octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: (2-{[(2R,3S)-3-hydroxy-2-{6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanamido}octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
• Synonyms: N-[6-[(7-Nitro-2-1,3-benzoxadiazol-4-yl)amino]dodecoyl]-L-threo-sphingosine; NBD-C12-L-Threo-sphingosine; N-(NBD-Aminolauroyl)-L-threo-sphingosine

Database IDs

• MDL Number: MFCD01074983
• PubChem SID: 162247735
• PubChem CID: 71311689

CALCULATED PROPERTIES

• Acid pKa: 1.8710318
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 4.3718004
• LogD (pH = 7.4): 4.3718996
• Log P: 3.4367793
• Molar Refractivity: 211.2526 cm^3
• Polarizability: 77.50804 Å^3
• Polar Surface Area: 204.69 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): C30H49N5O6

DETAILS

Sigma Aldrich - N3284

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