tert-butyl N-(5-{[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]carbamoyl}pentyl)carbamate

• ChemBase ID: 163257
• Molecular Formular: C29H56N2O5
• Molecular Mass: 512.76534
• Monoisotopic Mass: 512.4189229
• SMILES: OC[C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)NC(=O)CCCCCNC(=O)OC(C)(C)C
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](NC(=O)CCCCCNC(=O)OC(C)(C)C)CO)O
• InChI: InChI=1S/C29H56N2O5/c1-5-6-7-8-9-10-11-12-13-14-15-16-18-21-26(33)25(24-32)31-27(34)22-19-17-20-23-30-28(35)36-29(2,3)4/h18,21,25-26,32-33H,5-17,19-20,22-24H2,1-4H3,(H,30,35)(H,31,34)/b21-18+/t25-,26+/m0/s1
• InChIKey: IJEXWROOQNLJPH-UHIBZTAXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-(5-{[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]carbamoyl}pentyl)carbamate
• IUPAC Traditional name: tert-butyl N-(5-{[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]carbamoyl}pentyl)carbamate
• Synonyms: [R-[R*,S*-(E)]]-6-Amino-N-[2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-tert-butoxycarbonylhexanamide; N-(N-tert-Butoxycarbonyl-aminohexanoyl)-D-erythro-sphingosine; N-(tert-Butoxycarbonyl-aminohexanoyl) D-erythro-S

Database IDs

• PubChem SID: 162257392
• PubChem CID: 71314361

CALCULATED PROPERTIES

• Acid pKa: 13.344244
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 6.368204
• LogD (pH = 7.4): 6.368205
• Log P: 6.3682055
• Molar Refractivity: 148.2249 cm^3
• Polarizability: 58.246746 Å^3
• Polar Surface Area: 107.89 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B690660

Sphingosine derivative.