Structure Database (LMSD)

Common Name
Ustilagic acid
Systematic Name
16-(O-(4'-O-(3'''-hydroxyhexanoyl)-β-D-glucopyranosyl-(6'-O-acetyl)-β-D-glucopyranosyl)-2,15,16-trihydroxy-hexadecanoic acid
Synonyms
LM ID
LMFA13010033
Formula
C36H64O18
Exact Mass
Calculate m/z
784.40927
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty acyl glycosides [FA13]
Fatty acyl glycosides of mono- and disaccharides [FA1301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Kalmanozyma fusiformata (#84755)
Ustilaginomycetes (#5257)
Ustilagic acid secretion by Pseudozyma fusiformata strains.,
FEMS Yeast Res, 2005
Pubmed ID: 15972266

String Representations

InChiKey (Click to copy)
OUCYENMKGCGOOQ-IBHJGVIJSA-N
InChi (Click to copy)
InChI=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?,23?,24?,25-,26-,28-,29+,30-,31-,32-,33-,35-,36+/m1/s1
SMILES (Click to copy)
C(C(O)CCCCCCCCCCCCC(O)CO[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@H](OC(=O)CC(O)CCC)[C@@H](O)[C@H](O)[C@@H](CO)O2)[C@@H](COC(=O)C)O1)(=O)O

Other Databases

PubChem CID
100954815

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 2
Aromatic Rings 0
Rotatable Bonds 29
Van der Waals Molecular Volume 756.94
Topological Polar Surface Area 292.80
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 18
logP 4.36
Molar Refractivity 194.48

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Created at
-
Updated at
5th Mar 2021