Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA13010033
Common NameUstilagic acid
Systematic Name16-(O-(4'-O-(3'''-hydroxyhexanoyl)-β-D-glucopyranosyl-(6'-O-acetyl)-β-D-
glucopyranosyl)-2,15,16-trihydroxy-hexadecanoic acid
Synonyms-
Exact Mass
784.4093 (neutral)    Calculate m/z:
FormulaC36H64O18
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassFatty acyl glycosides of mono- and disaccharides [FA1301]
PubChem CID52922086
InChIKeyOUCYENMKGCGOOQ-SYULUIEFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C36H64O18/c1-3-14-22(39)17-27(42)53-33-29(44)28(43)25(18-37)51-36(33)54
-32-26(20-49-21(2)38)52-35(31(46)30(32)45)50-19-23(40)15-12-10-8-6-4-5-7-9-11-13
-16-24(41)34(47)48/h22-26,28-33,35-37,39-41,43-46H,3-20H2,1-2H3,(H,47,48)/t22?,2
3?,24?,25?,26?,28-,29+,30-,31?,32-,33?,35-,36+/m1/s1
SMILESC(C(O)CCCCCCCCCCCCC(O)CO[C@@H]1OC(COC(C)=O)[C@@H](O[C@@H]2OC(CO)[C@@H](O)[C@H](O
)C2OC(=O)CC(O)CCC)[C@H](O)C1O)(=O)O
StatusActive
ReferencesUstilagic acid secretion by Pseudozyma fusiformata strains
T.V. Kulakovskaya et al.
FEMS Yeast Research 5 (2005) 919-923
Calculated physicochemical properties (?):
 Heavy Atoms54Rings2Aromatic Rings0Rotatable Bonds29
 van der Waals
Molecular Volume
756.94Topological Polar
Surface Area
292.80Hydrogen
Bond Donors
9Hydrogen
Bond Acceptors
18
 logP4.36Molar
Refractivity
194.48