Structure Database (LMSD)

Common Name
GlcCer(t18:1(8Z)/20:0(2OH[S]))
Systematic Name
N-(2R-hydroxyicosanoyl)-1-β-glucosyl-4R-hydroxy-8Z-octadecasphingenine
Synonyms
  • 1-O-glucopyranosyl-2-N-2'-hydroxyicosanoyl-4-hydroxy-8-sphingenine
LM ID
LMSP05010044
Formula
C44H85NO10
Exact Mass
Calculate m/z
787.617349
Sum Composition
HexCer 38:1;O4
Abbrev Chains
GlcCer 18:1;O3/20:0;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
Clinacanthus nutans (#714457)
Magnoliopsida (#3398)
Cerebrosides and a monoacylmonogalactosylglycerol from Clinacanthus nutans.,
Chem Pharm Bull (Tokyo), 2004
Pubmed ID: 14709863

String Representations

InChiKey (Click to copy)
XDPGHZOYKFTKIY-BOIMUXNPSA-N
InChi (Click to copy)
InChI=1S/C44H85NO10/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-37(48)43(53)45-35(34-54-44-42(52)41(51)40(50)38(33-46)55-44)39(49)36(47)31-29-27-25-23-21-16-14-12-10-8-6-4-2/h23,25,35-42,44,46-52H,3-22,24,26-34H2,1-2H3,(H,45,53)/b25-23-/t35-,36+,37-,38+,39-,40+,41-,42+,44+/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([C@@H](O)CCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@@H](CCC/C=C\CCCCCCCCC)O

Other Databases

PubChem CID
11285774

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 1
Aromatic Rings 0
Rotatable Bonds 37
Van der Waals Molecular Volume 851.02
Topological Polar Surface Area 191.24
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 10.04
Molar Refractivity 225.02

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Created at
-
Updated at
11th Sep 2021