Structure Database (LMSD)
Common Name
GlcCer(d18:2(4E,8Z)/25:0(2OH[R]))
Systematic Name
N-(2R-hydroxypentacosanoyl)-1-β-glucosyl-4E,8Z-octadecasphingadienine
Synonyms
- 1-O-glucopyranosyl-2-N-2'-hydroxypentacosanoyl-4,8-sphingadienine
LM ID
LMSP05010057
Formula
Exact Mass
Calculate m/z
839.685034
Sum Composition
Abbrev Chains
GlcCer 18:2;O2/25:0;O
Status
Active
3D model of GlcCer(d18:2(4E,8Z)/25:0(2OH[R]))
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Secale cereale
(#4550)
Magnoliopsida
(#3398)
Analysis of Glucocerebrosides of Rye (Secale cereale L. cv Puma) Leaf and Plasma Membrane.,
Plant Physiol, 1991
Plant Physiol, 1991
Pubmed ID:
16667981
DOI:
10.1104/pp.95.1.58
String Representations
InChiKey (Click to copy)
WAMFEJVCOLBTNW-GNFPIGOISA-N
InChi (Click to copy)
InChI=1S/C49H93NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-43(53)48(57)50-41(40-58-49-47(56)46(55)45(54)44(39-51)59-49)42(52)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h27,29,35,37,41-47,49,51-56H,3-26,28,30-34,36,38-40H2,1-2H3,(H,50,57)/b29-27-,37-35+/t41-,42+,43+,44+,45+,46-,47+,49+/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)CCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CC/C=C\CCCCCCCCC
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
59
Rings
1
Aromatic Rings
0
Rotatable Bonds
41
Van der Waals Molecular Volume
926.09
Topological Polar Surface Area
171.01
Hydrogen Bond Donors
7
Hydrogen Bond Acceptors
10
logP
12.51
Molar Refractivity
246.11
Admin
Created at
-
Updated at
24th Mar 2021