Structure Database (LMSD)

Common Name
GlcCer(t20:1(11Z)/23:1(17E)(2OH[S],16OOH))
Systematic Name
N-(16-hydroperoxy-2R-hydroxy-17E-tricosenoyl)-1-β-glucopyranosyl-4R-hydroxy-11Z-eicosasphingenine
Synonyms
LM ID
LMSP05010139
Formula
Exact Mass
Calculate m/z
887.669779
Sum Composition
Abbrev Chains
GlcCer 20:1;O3/23:1;O3
Status
Active

Classification

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)
LDSCEGUSKNPONI-OLEHZXFDSA-N
InChi (Click to copy)
InChI=1S/C49H93NO12/c1-3-5-7-9-10-11-12-13-14-17-20-23-27-31-35-41(52)44(54)40(38-60-49-47(57)46(56)45(55)43(37-51)61-49)50-48(58)42(53)36-32-28-24-21-18-15-16-19-22-26-30-34-39(62-59)33-29-25-8-6-4-2/h13-14,29,33,39-47,49,51-57,59H,3-12,15-28,30-32,34-38H2,1-2H3,(H,50,58)/b14-13-,33-29+/t39?,40-,41+,42+,43+,44-,45+,46-,47+,49+/m0/s1
SMILES (Click to copy)
[C@@]([C@]([H])(O)[C@H](O)CCCCCC/C=C\CCCCCCCC)(CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)([H])NC([C@H](O)CCCCCCCCCCCCCC(OO)/C=C/CCCCC)=O

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 62
Rings 1
Aromatic Rings 0
Rotatable Bonds 42
Van der Waals Molecular Volume 952.46
Topological Polar Surface Area 220.70
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 13
logP 11.69
Molar Refractivity 251.27

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