(2R)-1-(octadecanoyloxy)-3-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-({[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}propan-2-yl octadecanoate

• ChemBase ID: 3105
• Molecular Formular: C51H96O15
• Molecular Mass: 949.29894
• Monoisotopic Mass: 948.67492237
• SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](CO[C@H]1O[C@@H](CO[C@H]2O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O)OC(=O)CCCCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](OC(=O)CCCCCCCCCCCCCCCCC)CO[C@H]1O[C@@H](CO[C@H]2O[C@@H](CO)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C51H96O15/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-42(53)61-36-39(64-43(54)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)37-62-50-49(60)47(58)45(56)41(66-50)38-63-51-48(59)46(57)44(55)40(35-52)65-51/h39-41,44-52,55-60H,3-38H2,1-2H3/t39-,40-,41-,44-,45-,46+,47+,48-,49-,50-,51-/m0/s1
• InChIKey: LDQFLSUQYHBXSX-QFTMNUCUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-(octadecanoyloxy)-3-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-({[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}propan-2-yl octadecanoate
• IUPAC Traditional name: (2R)-1-(octadecanoyloxy)-3-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-({[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}propan-2-yl octadecanoate
• Synonyms: Digalactosyl Diacyl Glycerol (Dgdg)

Database IDs

• PubChem SID: 46504754; 160966549
• PubChem CID: 46936671

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.910701
• H Acceptors: 13
• H Donor: 7
• LogD (pH = 5.5): 10.239697
• LogD (pH = 7.4): 10.239684
• Log P: 10.239697
• Molar Refractivity: 250.9295 cm^3
• Polarizability: 101.91991 Å^3
• Polar Surface Area: 231.13 Å^2
• Rotatable Bonds: 44
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 7.09
• LOG S: -5.66
• Solubility (Water): 2.08e-03 g/l

DETAILS

DrugBank - DB03426

Drug information: experimental