N-(3-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadecan-2-yl)octadecanamide

• ChemBase ID: 153385
• Molecular Formular: C42H83NO8
• Molecular Mass: 730.11032
• Monoisotopic Mass: 729.61186862
• SMILES: CCCCCCCCCCCCCCCCCC(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(CCCCCCCCCCCCCCC)O
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)NC(C(CCCCCCCCCCCCCCC)O)COC1OC(CO)C(C(C1O)O)O
• InChI: InChI=1S/C42H83NO8/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-38(46)43-35(34-50-42-41(49)40(48)39(47)37(33-44)51-42)36(45)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h35-37,39-42,44-45,47-49H,3-34H2,1-2H3,(H,43,46)
• InChIKey: DSRCOSQOBBICFU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(3-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadecan-2-yl)octadecanamide
• IUPAC Traditional name: N-(3-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadecan-2-yl)octadecanamide
• Synonyms: 1-O-(β-D-Glucopyranosyl)-N-octadecanoyl-DL-dihydrosphingosine; N-Stearoyl-DL-dihydroglucocerebroside

Database IDs

• CAS Number: 13032-63-8
• MDL Number: MFCD00070178
• PubChem SID: 162247524
• PubChem CID: 3710785

CALCULATED PROPERTIES

• Acid pKa: 12.191472
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 10.18967
• LogD (pH = 7.4): 10.189664
• Log P: 10.189671
• Molar Refractivity: 206.4284 cm^3
• Polarizability: 83.04508 Å^3
• Polar Surface Area: 148.71 Å^2
• Rotatable Bonds: 36
• 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

• Empirical Formula (Hill Notation): C42H83NO8

DETAILS

Sigma Aldrich - S9878

Linkage
Contains approx. 15% of the palmitoyl analog.