Structure Database (LMSD)

Common Name
Plakoside A
Systematic Name
Synonyms
LM ID
LMSP01080017
Formula
C57H105NO9
Exact Mass
Calculate m/z
947.778934
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

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

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

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Created at
-
Updated at
18th Apr 2021