Structure Database (LMSD)

Common Name
16-(2'-O-beta-D-glucopyranosyl-beta-D-glucopyranosyloxy)hexadecanoic acid 1',4''-lactone 6',6''-diacetate
Systematic Name
16-{[6-O-acetyl-2-O-(6-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranosyl]oxy}hexadecanolide
Synonyms
LM ID
LMFA13020006
Status
Active
Exact Mass
Calculate m/z
662.35136
Formula
C32H54O14
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty acyl glycosides [FA13]
Sophorolipids [FA1302]

String Representations

InChiKey (Click to copy)
IAVUUZRBZPZDPF-YSQBNHNVSA-N
InChi (Click to copy)
InChI=1S/C32H54O14/c1-20(33)41-18-22-25(36)26(37)30-32(43-22)40-17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-24(35)45-29-23(19-42-21(2)34)44-31(46-30)28(39)27(29)38/h22-23,25-32,36-39H,3-19H2,1-2H3/t22-,23-,25-,26+,27-,28-,29-,30-,31+,32-/m1/s1
SMILES (Click to copy)
[C@H]12O[C@@H]3O[C@H](COC(C)=O)[C@@H](OC(CCCCCCCCCCCCCCCO[C@@H]1O[C@H](COC(C)=O)[C@@H](O)[C@@H]2O)=O)[C@H](O)[C@H]3O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Starmerella apicola (#29830)
Saccharomycetes (#4891)
Elucidation of the structure of an unusual cyclic glycolipid from Torulopsis apicola.,
Carbohydr Res, 1990
Pubmed ID: 2081340

Other Databases

PubChem CID
14679365

Calculated Physicochemical Properties

Heavy Atoms 46
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 636.42
Topological Polar Surface Area 207.09
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 14
logP 5.51
Molar Refractivity 166.55

Admin

Created at
8th Aug 2020
Updated at
28th Jan 2021