Structure Database (LMSD)

Common Name
GlcCer(d16:1(4E)(15Me)/22:0(2OH)
Systematic Name
N-(2-hydroxydocosanoyl)-1-β-glucosyl-15-methyl-4E-hexadecasphingenine
Synonyms
LM ID
LMSP05010185
Formula
C45H87NO9
Exact Mass
Calculate m/z
785.638084
Sum Composition
HexCer 39:1;O3
Abbrev Chains
GlcCer 17:1;O2/22:0;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)
QRAGKMONVFMYPV-KWQRXEQPSA-N
InChi (Click to copy)
InChI=1S/C45H87NO9/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-24-27-30-33-39(49)44(53)46-37(35-54-45-43(52)42(51)41(50)40(34-47)55-45)38(48)32-29-26-23-21-18-19-22-25-28-31-36(2)3/h29,32,36-43,45,47-52H,4-28,30-31,33-35H2,1-3H3,(H,46,53)/b32-29+/t37-,38+,39?,40+,41+,42-,43+,45+/m0/s1
SMILES (Click to copy)
C([C@H](NC(C(O)CCCCCCCCCCCCCCCCCCCC)=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
71113
PubChem CID
70679138

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 1
Aromatic Rings
Rotatable Bonds 37
Van der Waals Molecular Volume 859.53
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 11.03
Molar Refractivity 227.67

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