Structure Database (LMSD)

Common Name
Aspercerebroside A
Systematic Name
N-(2R-hydroxy-eicosenoyl)-1-β-glucopyranosyl-9methyl-sphinga-4E,8E-dienine
Synonyms
  • (2R,3E)-N-((2S,3R,4E,8E)-3-hydroxy-9-methyl-1-(beta-D-glucopyranosyloxy) 2-hydroxyheptadeca-4,8-dien-2-yl))icos-3-enamide
LM ID
LMSP05010203
Formula
C44H81NO9
Exact Mass
Calculate m/z
767.591134
Sum Composition
HexCer 38:3;O3
Abbrev Chains
GlcCer 18:2;O2/20:1;O
Status
Curated
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
Aspergillus sp. (#5065)
Eurotiomycetes (#147545)
Optimization of Fermentation Process for New Anti-Inflammatory Glycosylceramide Metabolite from Aspergillus sp.,
Metabolites, 2024
Pubmed ID: 38392991

String Representations

InChiKey (Click to copy)
QKXHBVZUPUPZGE-XLYZAPMLSA-N
InChi (Click to copy)
InChI=1S/C44H81NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-23-27-32-38(48)43(52)45-36(34-53-44-42(51)41(50)40(49)39(33-46)54-44)37(47)31-28-24-26-30-35(3)29-25-22-11-9-7-5-2/h27-28,30-32,36-42,44,46-51H,4-26,29,33-34H2,1-3H3,(H,45,52)/b31-28+,32-27+,35-30+/t36-,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)/C=C/CCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CC/C=C(\C)/CCCCCCCC

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 1
Aromatic Rings
Rotatable Bonds 34
Van der Waals Molecular Volume 836.95
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 10.33
Molar Refractivity 222.93

Admin

Created at
8th Jul 2024
Updated at
8th Jul 2024