[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-{[(2S,3R,4E)-3-hydroxy-2-[(2R)-2-hydroxytetracosanamido]octadec-4-en-1-yl]oxy}-6-(hydroxymethyl)oxan-4-yl]oxidanesulfonic acid

• ChemBase ID: 4326
• Molecular Formular: C48H93NO12S
• Molecular Mass: 908.31652
• Monoisotopic Mass: 907.64184842
• SMILES: CCCCCCCCCCCCCCCCCCCCCC[C@@H](O)C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](OS(=O)(=O)O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCCCCCCC[C@H](C(=O)N[C@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)CO[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)OS(=O)(=O)O)O)O
• InChI: InChI=1S/C48H93NO12S/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-42(52)47(55)49-40(41(51)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2)39-59-48-45(54)46(61-62(56,57)58)44(53)43(38-50)60-48/h34,36,40-46,48,50-54H,3-33,35,37-39H2,1-2H3,(H,49,55)(H,56,57,58)/b36-34+/t40-,41+,42+,43+,44-,45+,46-,48+/m0/s1
• InChIKey: QTTLKKFUOJQIRB-JOLIRYOJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-{[(2S,3R,4E)-3-hydroxy-2-[(2R)-2-hydroxytetracosanamido]octadec-4-en-1-yl]oxy}-6-(hydroxymethyl)oxan-4-yl]oxidanesulfonic acid
• IUPAC Traditional name: @sulfatide
• Synonyms: SULFOGALACTOCERAMIDE; Sulfatide

Database IDs

• PubChem SID: 46506937; 160967758
• PubChem CID: 5459389

CALCULATED PROPERTIES

JChem

• Acid pKa: -1.8473978
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): 9.458594
• LogD (pH = 7.4): 9.45858
• Log P: 10.092887
• Molar Refractivity: 246.481 cm^3
• Polarizability: 99.19771 Å^3
• Polar Surface Area: 212.31 Å^2
• Rotatable Bonds: 43
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.57
• LOG S: -6.18
• Solubility (Water): 5.99e-04 g/l

DETAILS

DrugBank - DB04780

• Drug Groups: experimental
• Description: Any of a class of cerebroside sulfuric esters, they are found largely in the medullated nerve fibers and may accumulate in metachromatic leukodystrophy.
• External Links: Wikipedia