Structure Database (LMSD)

OH O O OH OH O OH NH OH
Common Name
GlcCer(d17:2(4E,8E)(9Me)/16:0)
Systematic Name
N-(hexadecanoyl)-1-α-glucosyl-9-methyl-4E,8E-heptadecasphingadienine
Synonyms
  • Thraustochytroside C
LM ID
LMSP05010089
Formula
C40H75NO8
Exact Mass
Calculate m/z
697.549269
Sum Composition
HexCer 34:2;O2
Abbrev Chains
GlcCer 18:2;O2/16:0
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Neutral glycosphingolipids [SP05]
Simple Glc series [SP0501]

String Representations

InChiKey (Click to copy)
NPAVSQAMXNSXEQ-UEQHGHTISA-N
InChi (Click to copy)
InChI=1S/C40H75NO8/c1-4-6-8-10-12-13-14-15-16-17-18-20-25-29-36(44)41-33(31-48-40-39(47)38(46)37(45)35(30-42)49-40)34(43)28-24-21-23-27-32(3)26-22-19-11-9-7-5-2/h24,27-28,33-35,37-40,42-43,45-47H,4-23,25-26,29-31H2,1-3H3,(H,41,44)/b28-24+,32-27+/t33-,34+,35+,37+,38-,39+,40+/m0/s1
SMILES (Click to copy)
[C@](CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)([H])(NC(CCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CC/C=C(\C)/CCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Monorhizochytrium globosum (#1884240)
Bigyra (#2683628)
Thraustochytrosides A-C: new glycosphingolipids from a unique marine protist, Thraustochytrium globosum,
Tetrahedron Letts, 1999

Other Databases

PubChem CID
100949682

Calculated Physicochemical Properties

Heavy Atoms 49
Rings 1
Aromatic Rings 0
Rotatable Bonds 31
Van der Waals Molecular Volume 761.60
Topological Polar Surface Area 150.78
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 9.74
Molar Refractivity 202.66

Admin

Created at
4th May 2020
Updated at
26th Jul 2021