Structure Database (LMSD)

Common Name
1-O-[(6'-O-hexadecanoyl)-a-D-glucopyranosyl]-(2-hexadecanoyloxy)-eicosan-1-ol
Systematic Name
1-O-[(6'-O-hexadecanoyl)-a-D-glucopyranosyl]-(2-hexadecanoyloxy)-eicosan-1-ol
Synonyms
LM ID
LMFA13010007
Formula
C58H112O9
Exact Mass
Calculate m/z
952.830635
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

Comments
Submitted by Henry Boumann, Netherlands

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Roseiflexus castenholzii (#120962)
Chloroflexia (#32061)
Alkane-1,2-diol-based glycosides and fatty glycosides and wax esters in Roseiflexus castenholzii and hot spring microbial mats.,
Arch Microbiol, 2002
Pubmed ID: 12189424

String Representations

InChiKey (Click to copy)
FAAQCNJTGRKOCQ-SVWLSACJSA-N
InChi (Click to copy)
InChI=1S/C58H112O9/c1-4-7-10-13-16-19-22-25-26-27-30-31-34-37-40-43-46-51(66-54(60)48-45-42-39-36-33-29-24-21-18-15-12-9-6-3)49-65-58-57(63)56(62)55(61)52(67-58)50-64-53(59)47-44-41-38-35-32-28-23-20-17-14-11-8-5-2/h51-52,55-58,61-63H,4-50H2,1-3H3/t51?,52-,55-,56+,57-,58+/m1/s1
SMILES (Click to copy)
O(C(CCCCCCCCCCCCCCCCCC)CO[C@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)COC(=O)CCCCCCCCCCCCCCC)C(=O)CCCCCCCCCCCCCCC

Other Databases

PubChem CID
42607341

Calculated Physicochemical Properties

Heavy Atoms 67
Rings 1
Aromatic Rings 0
Rotatable Bonds 53
Van der Waals Molecular Volume 1073.43
Topological Polar Surface Area 133.82
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 9
logP 18.17
Molar Refractivity 282.31

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Created at
-
Updated at
13th Sep 2021