Structure Database (LMSD)

Common Name
Agathophamide A
Systematic Name
N-(2R-hydroxy-12E-tetracosenoyl)-1-β-glucopyranosyl-4R-hydroxy-sphingenine
Synonyms
  • GlcCer(t18:0/24:1(12E)(2OH[R]))
  • (2'R, 12E) N-[(2S, 3S, 4R)-1-(beta-D-glucopyranosyloxy)-3,4-dihydroxy-octadec-2-yl]-2-hydroxytetracos-12-enamide
LM ID
LMSP05010202
Formula
C48H93NO10
Exact Mass
Calculate m/z
843.679949
Sum Composition
HexCer 42:1;O4
Abbrev Chains
GlcCer 18:0;O3/24:1;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
Agathophora alopecuroides (#454498)
Magnoliopsida (#3398)
Undescribed glucosylceramide, flavonol triglycoside, and oleanane saponin from the halophyte Agathophora alopecuroides: Promising candidates for stimulating ceramide synthesis.,
Phytochemistry, 2022
Pubmed ID: 35843358

String Representations

InChiKey (Click to copy)
FJJBJQVRMKBUCE-GUYMSUAQSA-N
InChi (Click to copy)
InChI=1S/C48H93NO10/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(52)47(57)49-39(38-58-48-46(56)45(55)44(54)42(37-50)59-48)43(53)40(51)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h20-21,39-46,48,50-56H,3-19,22-38H2,1-2H3,(H,49,57)/b21-20+/t39-,40+,41+,42+,43-,44+,45-,46+,48+/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)CCCCCCCCC/C=C/CCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCC

Other Databases

PubChem CID
171116427

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 1
Aromatic Rings
Rotatable Bonds 41
Van der Waals Molecular Volume 920.22
Topological Polar Surface Area 191.24
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 11.60
Molar Refractivity 243.49

Admin

Created at
3rd Feb 2023
Updated at
3rd Feb 2023