Structure Database (LMSD)

Common Name
Plakoside B
Systematic Name
Synonyms
LM ID
LMSP01080080
Formula
C59H107NO9
Exact Mass
Calculate m/z
973.794584
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)
VXRKQDJTQHPQIU-LRLWHHAYSA-N
InChi (Click to copy)
InChI=1S/C59H107NO9/c1-5-7-9-11-13-16-22-28-34-47-42-49(47)36-30-24-18-15-19-26-32-38-52(62)51(45-68-59-57(67-41-40-46(3)4)56(65)55(64)54(44-61)69-59)60-58(66)53(63)39-33-27-21-20-25-31-37-50-43-48(50)35-29-23-17-14-12-10-8-6-2/h15,19,21,27,40,47-57,59,61-65H,5-14,16-18,20,22-26,28-39,41-45H2,1-4H3,(H,60,66)/b19-15-,27-21-/t47-,48-,49+,50+,51+,52-,53-,54-,55+,56+,57-,59-/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)CCC/C=C\CCCC[C@@]1([H])C[C@@]1([H])CCCCCCCCCC

Other Databases

PubChem CID
10843593

Calculated Physicochemical Properties

Heavy Atoms 69
Rings 3
Aromatic Rings 0
Rotatable Bonds 45
Van der Waals Molecular Volume 1071.73
Topological Polar Surface Area 160.01
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 10
logP 15.66
Molar Refractivity 288.34

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Created at
18th Apr 2021
Updated at
18th Apr 2021