Structure Database (LMSD)

Common Name
GlcCer(d16:1(4E)(15Me)/20:0(2OH)
Systematic Name
N-(2-hydroxyeicosanoyl)-1-β-glucosyl-15-methyl-4E-hexadecasphingenine
Synonyms
LM ID
LMSP05010183
Formula
C43H83NO9
Exact Mass
Calculate m/z
757.606784
Sum Composition
HexCer 37:1;O3
Abbrev Chains
GlcCer 17:1;O2/20:0;O
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
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
The glycosylceramides of the nematode Caenorhabditis elegans contain an unusual, branched-chain sphingoid base.,
Lipids, 1995
Pubmed ID: 7651085

String Representations

InChiKey (Click to copy)
QXWWTOCEKWJLBA-HAAOACANSA-N
InChi (Click to copy)
InChI=1S/C43H83NO9/c1-4-5-6-7-8-9-10-11-12-13-14-15-18-22-25-28-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-27-24-21-19-16-17-20-23-26-29-34(2)3/h27,30,34-41,43,45-50H,4-26,28-29,31-33H2,1-3H3,(H,44,51)/b30-27+/t35-,36+,37?,38+,39+,40-,41+,43+/m0/s1
SMILES (Click to copy)
C([C@H](NC(C(O)CCCCCCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CCCCCCCCCC(C)C)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Other Databases

CHEBI ID
71099
PubChem CID
70679130

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 1
Aromatic Rings
Rotatable Bonds 35
Van der Waals Molecular Volume 824.93
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 10.24
Molar Refractivity 218.43

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Created at
14th Sep 2021
Updated at
14th Sep 2021