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

• ChemBase ID: 153599
• Molecular Formular: C36H63N5O7
• Molecular Mass: 677.91472
• Monoisotopic Mass: 677.47274938
• SMILES: CCCCCCCCCCCCCC[C@H]([C@H]([C@@H](CO)NC(=O)CCCCCCCCCCCNc1ccc(c2c1non2)[N+](=O)[O-])O)O
• Canonical SMILES: CCCCCCCCCCCCCC[C@H]([C@H]([C@H](NC(=O)CCCCCCCCCCCNc1ccc(c2c1non2)[N+](=O)[O-])CO)O)O
• InChI: InChI=1S/C36H63N5O7/c1-2-3-4-5-6-7-8-9-11-14-17-20-23-32(43)36(45)30(28-42)38-33(44)24-21-18-15-12-10-13-16-19-22-27-37-29-25-26-31(41(46)47)35-34(29)39-48-40-35/h25-26,30,32,36-37,42-43,45H,2-24,27-28H2,1H3,(H,38,44)/t30-,32-,36+/m1/s1
• InChIKey: YQOXWSXEKWONCV-KRDSDYOVSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD02259243
• PubChem SID: 162247738
• PubChem CID: 71311693

CALCULATED PROPERTIES

• Acid pKa: 12.63542
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 8.0361185
• LogD (pH = 7.4): 8.036119
• Log P: 8.03612
• Molar Refractivity: 191.0913 cm^3
• Polarizability: 74.30824 Å^3
• Polar Surface Area: 186.56 Å^2
• Rotatable Bonds: 31
• 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): C36H63N5O7

DETAILS

Sigma Aldrich - N8284

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