(2-{[(4E)-3-hydroxy-2-{12-[(2,4,6-trinitrophenyl)amino]dodecanamido}octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium

• ChemBase ID: 132423
• Molecular Formular: C41H73N6O12P
• Molecular Mass: 873.025081
• Monoisotopic Mass: 872.50240844
• SMILES: CCCCCCCCCCCCC/C=C/C(C(COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCNc1c(cc(cc1[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-])O
• Canonical SMILES: CCCCCCCCCCCCC/C=C/C(C(NC(=O)CCCCCCCCCCCNc1c(cc(cc1[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-])COP(=O)(OCC[N+](C)(C)C)[O-])O
• InChI: InChI=1S/C41H73N6O12P/c1-5-6-7-8-9-10-11-12-13-15-18-21-24-27-39(48)36(34-59-60(56,57)58-31-30-47(2,3)4)43-40(49)28-25-22-19-16-14-17-20-23-26-29-42-41-37(45(52)53)32-35(44(50)51)33-38(41)46(54)55/h24,27,32-33,36,39,42,48H,5-23,25-26,28-31,34H2,1-4H3,(H-,43,49,56,57)/b27-24+
• InChIKey: STRLOVAXANZPMI-SOYKGTTHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(4E)-3-hydroxy-2-{12-[(2,4,6-trinitrophenyl)amino]dodecanamido}octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: (2-{[(4E)-3-hydroxy-2-{12-[(2,4,6-trinitrophenyl)amino]dodecanamido}octadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
• Synonyms: Trinitrophenylaminolauroylsphingomyelin; TNPAL-Sphingomyelin

Database IDs

• CAS Number: 117985-56-5
• MDL Number: MFCD00133879
• PubChem SID: 162226700; 24899923
• PubChem CID: 71308562

CALCULATED PROPERTIES

• Acid pKa: 1.870915
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): 8.219146
• LogD (pH = 7.4): 8.218274
• Log P: 7.285002
• Molar Refractivity: 247.4312 cm^3
• Polarizability: 89.70208 Å^3
• Polar Surface Area: 257.41 Å^2
• Rotatable Bonds: 38
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Flash Point: 11 °C; 51.8 °F

Safety Information

• European Hazard Symbols: Flammable (F); Toxic (T)
• UN Number: 1992
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-23/24/25-38-39/23/24/25-40-48/20/22
• Safety Statements: 16-36/37-45
• GHS Pictograms: GHS02; GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H301-H312-H315-H332-H351-H370-H373
• GHS Precautionary statements: P210-P260-P280-P301 + P310-P307 + P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1992 3/PG 2
• Storage Temperature: -20°C

Product Information

• Concentration: 1 mg/mL in chloroform/methanol (2:1)

DETAILS

Sigma Aldrich - T1014

Substrates
Substrate for microbial and animal sphingomyelinases.