Structure Database (LMSD)

Common Name
Plakoside A
Systematic Name
Synonyms
LM ID
LMSP01080017
Status
Active
Exact Mass
Calculate m/z
947.778934
Formula
C57H105NO9
Show lipids differing only in stereochemistry/bond geometry
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Sphingoid bases [SP01]
Sphingoid base analogs [SP0108]

String Representations

InChiKey (Click to copy)
YYLGLAVLOKSOMN-XRSUHTKSSA-N
InChi (Click to copy)
InChI=1S/C57H105NO9/c1-5-7-9-11-13-15-20-26-32-45-40-47(45)34-28-22-17-18-24-31-37-51(61)56(64)58-49(43-66-57-55(65-39-38-44(3)4)54(63)53(62)52(42-59)67-57)50(60)36-30-25-19-23-29-35-48-41-46(48)33-27-21-16-14-12-10-8-6-2/h18,24,38,45-55,57,59-63H,5-17,19-23,25-37,39-43H2,1-4H3,(H,58,64)/b24-18-/t45-,46-,47+,48+,49+,50-,51-,52-,53+,54+,55-,57-/m1/s1
SMILES (Click to copy)
[C@@H](CO[C@H]1[C@H](OC/C=C(\C)/C)[C@@H](O)[C@@H](O)[C@@H](CO)O1)(NC([C@H](O)CC/C=C\CCCC[C@@]1([H])C[C@@]1([H])CCCCCCCCCC)=O)[C@H](O)CCCCCCC[C@@]1([H])C[C@@]1([H])CCCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Plakortis simplex (#252963)
Homoscleromorpha (#80999)
Glycolipids from Sponges. 6.1 Plakoside A and B, Two Unique Prenylated Glycosphingolipids with Immunosuppressive Activity from the Marine Sponge Plakortis simplex,
J. Am. Chem. Soc., 1997

Other Databases

PubChem CID
11815479

Calculated Physicochemical Properties

Heavy Atoms 67
Rings 3
Aromatic Rings 0
Rotatable Bonds 44
Van der Waals Molecular Volume 1039.77
Topological Polar Surface Area 160.01
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 10
logP 15.11
Molar Refractivity 279.20

Admin

Created at
-
Updated at
18th Apr 2021