Structure Database (LMSD)

Common Name
GlcCer(t21:1(13cy3)/22:1(14E)(2OH[S],16OOH))
Systematic Name
N-(16-hydroperoxy-2R-hydroxy-14E-docosenoyl)-1-β-glucopyranosyl-4R-hydroxy-13S,14R-methylene-eicosasphingenine
Synonyms
LM ID
LMSP05010148
Formula
C49H93NO12
Exact Mass
Calculate m/z
887.669779
Sum Composition
HexCer 43:2;O6
Abbrev Chains
GlcCer 21:1;O3/22:1;O3
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
unclassified Aulosaccus (#2642991)
Hexactinellida (#60882)
Structural Analysis of Oxidized Cerebrosides from the Extract of Deep-Sea Sponge Aulosaccus sp.: Occurrence of Amide-Linked Allylically Oxygenated Fatty Acids.,
Molecules, 2020
Pubmed ID: 33371471

String Representations

InChiKey (Click to copy)
GJZXZCYBMRTQBC-CTFLQBOTSA-N
InChi (Click to copy)
InChI=1S/C49H93NO12/c1-3-5-7-22-28-37-34-38(37)29-23-18-16-17-20-26-32-41(52)44(54)40(36-60-49-47(57)46(56)45(55)43(35-51)61-49)50-48(58)42(53)33-27-21-15-13-11-9-10-12-14-19-25-31-39(62-59)30-24-8-6-4-2/h25,31,37-47,49,51-57,59H,3-24,26-30,32-36H2,1-2H3,(H,50,58)/b31-25+/t37-,38+,39?,40+,41-,42-,43-,44+,45-,46+,47-,49-/m1/s1
SMILES (Click to copy)
[C@@]([C@]([H])(O)[C@H](O)CCCCCCCC[C@H]1C[C@H]1CCCCCC)(CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)([H])NC([C@H](O)CCCCCCCCCCC/C=C/C(OO)CCCCCC)=O

Other Databases

PubChem CID
171120294

Calculated Physicochemical Properties

Heavy Atoms 62
Rings 2
Aromatic Rings 0
Rotatable Bonds 41
Van der Waals Molecular Volume 942.74
Topological Polar Surface Area 220.70
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 13
logP 11.38
Molar Refractivity 249.11

Admin

Created at
5th Jan 2021
Updated at
5th Jan 2021