Structure Database (LMSD)

Common Name
GlcCer(d16:1(4E)(15Me)/20:0(19Me)(2OH)
Systematic Name
N-(2-hydroxy-19-methyleicosanoyl)-1-β-glucosyl-15-methyl-4E-hexadecasphingenine
Synonyms
LM ID
LMSP05010190
Formula
C44H85NO9
Exact Mass
Calculate m/z
771.622434
Sum Composition
HexCer 38:1;O3
Abbrev Chains
GlcCer 17:1;O2/21:0:O
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)
UPAKGHWIVQADDQ-AUCVBPHTSA-N
InChi (Click to copy)
InChI=1S/C44H85NO9/c1-34(2)28-24-20-16-12-9-7-5-6-8-10-14-19-23-27-31-38(48)43(52)45-36(33-53-44-42(51)41(50)40(49)39(32-46)54-44)37(47)30-26-22-18-15-11-13-17-21-25-29-35(3)4/h26,30,34-42,44,46-51H,5-25,27-29,31-33H2,1-4H3,(H,45,52)/b30-26+/t36-,37+,38?,39+,40+,41-,42+,44+/m0/s1
SMILES (Click to copy)
C([C@H](NC(C(O)CCCCCCCCCCCCCCCCC(C)C)=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

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

Other Databases

PubChem CID
171120273

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 1
Aromatic Rings
Rotatable Bonds 35
Van der Waals Molecular Volume 842.23
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 10.49
Molar Refractivity 222.98

Admin

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