Structure Database (LMSD)

Common Name
GlcCer(d18:2(4E,8E)(9Me)/16:0)
Systematic Name
N-(hexadecanoyl)-1-α-glucosyl-9-methyl-4E,8E-sphingadienine
Synonyms
  • Thraustochytroside B
LM ID
LMSP05010090
Formula
C41H77NO8
Exact Mass
Calculate m/z
711.564919
Sum Composition
HexCer 35:2;O2
Abbrev Chains
GlcCer 19:2;O2/16:0
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
KVTQIFLWPGJDGA-PMIKQGNESA-N
InChi (Click to copy)
InChI=1S/C41H77NO8/c1-4-6-8-10-12-13-14-15-16-17-19-21-26-30-37(45)42-34(32-49-41-40(48)39(47)38(46)36(31-43)50-41)35(44)29-25-22-24-28-33(3)27-23-20-18-11-9-7-5-2/h25,28-29,34-36,38-41,43-44,46-48H,4-24,26-27,30-32H2,1-3H3,(H,42,45)/b29-25+,33-28+/t34-,35+,36+,38+,39-,40+,41+/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)/CCCCCCCCC

Other Databases

PubChem CID
100949681

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 1
Aromatic Rings 0
Rotatable Bonds 32
Van der Waals Molecular Volume 778.90
Topological Polar Surface Area 150.78
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 10.13
Molar Refractivity 207.27

Admin

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