5-{[2-({[(2R)-2,3-bis(octadec-9-enoyloxy)propoxy](hydroxy)phosphoryl}oxy)ethyl]carbamoyl}-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

• ChemBase ID: 156513
• Molecular Formular: C62H88NO14P
• Molecular Mass: 1102.334181
• Monoisotopic Mass: 1101.59424313
• SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCNC(=O)c1ccc(c(c1)C(=O)O)c1c2ccc(cc2oc2cc(=O)ccc12)O)OC(=O)CCCCCCC/C=C/CCCCCCCC
• Canonical SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC/C=C/CCCCCCCC)COP(=O)(OCCNC(=O)c1ccc(c(c1)C(=O)O)c1c2ccc(=O)cc2oc2c1ccc(c2)O)O
• InChI: InChI=1S/C62H88NO14P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-58(66)73-46-51(76-59(67)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)47-75-78(71,72)74-42-41-63-61(68)48-35-38-52(55(43-48)62(69)70)60-53-39-36-49(64)44-56(53)77-57-45-50(65)37-40-54(57)60/h17-20,35-40,43-45,51,64H,3-16,21-34,41-42,46-47H2,1-2H3,(H,63,68)(H,69,70)(H,71,72)/t51-/m1/s1
• InChIKey: FDMHSBDQHQOSAH-NLXJDERGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{[2-({[(2R)-2,3-bis(octadec-9-enoyloxy)propoxy](hydroxy)phosphoryl}oxy)ethyl]carbamoyl}-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid
• IUPAC Traditional name: 5-[(2-{[(2R)-2,3-bis(octadec-9-enoyloxy)propoxy(hydroxy)phosphoryl]oxy}ethyl)carbamoyl]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid
• Synonyms: L-β,γ-Dioleoyl-α-cephaline, fluorescein-labeled; N-(Fluorescein-5-carbonyl)-1,2-dioleoyl-sn-glycero-3-phosphoethanolamine; Phosphatidylethanolamine 18:1, fluorescein-labeled; 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine, fluorescein-labeled; L-β,γ-二油酰基-α-脑磷脂，经荧光素标记; N-(荧光素-5-羰基)-1,2-二油酰基-sn-甘油基-3-磷酸乙醇胺; 磷酸酰乙醇胺 18:1，经荧光素标记; 1,2-二油酰基-sn-甘油基-3-磷酸乙醇胺，经荧光素标记

Database IDs

• MDL Number: MFCD06798205
• PubChem SID: 24886792; 162250650
• PubChem CID: 16218497

CALCULATED PROPERTIES

• Acid pKa: 1.8540423
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 10.772772
• LogD (pH = 7.4): 8.475422
• Log P: 13.882155
• Molar Refractivity: 319.11 cm^3
• Polarizability: 118.8853 Å^3
• Polar Surface Area: 221.29 Å^2
• Rotatable Bonds: 44
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 483 nm; λem 518 nm in methanol

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: ≥98.0% (TLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C62H88NO14P