[(2R)-2,3-bis(hexadecanoyloxy)propoxy]({2-[5-(dimethylamino)naphthalene-1-sulfonamido]ethoxy})phosphinic acid

• ChemBase ID: 134404
• Molecular Formular: C49H85N2O10PS
• Molecular Mass: 925.245361
• Monoisotopic Mass: 924.56625456
• SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCNS(=O)(=O)c1cccc2c1cccc2N(C)C)OC(=O)CCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCC)COP(=O)(OCCNS(=O)(=O)c1cccc2c1cccc2N(C)C)O
• InChI: InChI=1S/C49H85N2O10PS/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-37-48(52)58-41-43(61-49(53)38-30-28-26-24-22-20-18-16-14-12-10-8-6-2)42-60-62(54,55)59-40-39-50-63(56,57)47-36-32-33-44-45(47)34-31-35-46(44)51(3)4/h31-36,43,50H,5-30,37-42H2,1-4H3,(H,54,55)/t43-/m1/s1
• InChIKey: QEYOOCBITXGEAT-VZUYHUTRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R)-2,3-bis(hexadecanoyloxy)propoxy]({2-[5-(dimethylamino)naphthalene-1-sulfonamido]ethoxy})phosphinic acid
• IUPAC Traditional name: (2R)-2,3-bis(hexadecanoyloxy)propoxy(2-[5-(dimethylamino)naphthalene-1-sulfonamido]ethoxy)phosphinic acid
• Synonyms: 1,2-Dipalmitoyl-sn-glycero-3-phospho-(N-dansyl)ethanolamine; L-α-Phosphatidylethanolamine, dipalmitoyl, N-dansyl

Database IDs

• CAS Number: 81425-71-0
• MDL Number: MFCD00056600
• PubChem SID: 24898437; 162228680
• PubChem CID: 133681

CALCULATED PROPERTIES

• Acid pKa: 1.9025983
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 12.151557
• LogD (pH = 7.4): 11.623936
• Log P: 12.908356
• Molar Refractivity: 255.0765 cm^3
• Polarizability: 102.702934 Å^3
• Polar Surface Area: 157.77 Å^2
• Rotatable Bonds: 42
• 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: 11-20/21/22-38-39/23/24/25-40-48/20/22
• Safety Statements: 16-36/37
• GHS Pictograms: GHS02; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302-H315-H351-H370-H373
• GHS Precautionary statements: P210-P260-P281-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

• Purity: ~98%
• Concentration: 2 mg/mL in chloroform/methanol (4:1)
• Cation Traces: Ca: ≤0.5 mol/mol