Structure Database (LMSD)

Common Name
Phalluside-1
Systematic Name
N-(2R-hydroxy-hexadecanoyl)-1-β-glucosyl-9-methyl-sphing-4E,8E,10E-trienine
Synonyms
LM ID
LMSP05010039
Formula
C41H75NO9
Exact Mass
Calculate m/z
725.544184
Sum Composition
HexCer 35:3;O3
Abbrev Chains
GlcCer 19:3;O2/16:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Neutral glycosphingolipids [SP05]
Simple Glc series [SP0501]

String Representations

InChiKey (Click to copy)
ZPIDQCCSHHXKMD-JBOUQQADSA-N
InChi (Click to copy)
InChI=1S/C41H75NO9/c1-4-6-8-10-12-13-14-15-16-18-20-24-29-35(45)40(49)42-33(31-50-41-39(48)38(47)37(46)36(30-43)51-41)34(44)28-25-21-23-27-32(3)26-22-19-17-11-9-7-5-2/h22,25-28,33-39,41,43-48H,4-21,23-24,29-31H2,1-3H3,(H,42,49)/b26-22+,28-25+,32-27+/t33-,34+,35+,36+,37+,38-,39+,41+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)CCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CC/C=C(\C)/C=C/CCCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Phallusia fumigata (#395376)
Ascidiacea (#7713)
Phallusides, new glucosphingolipids from the ascidian Phallusia fumigata,
Tetrahedron, 1998

Other Databases

PubChem CID
11765468

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 1
Aromatic Rings 0
Rotatable Bonds 31
Van der Waals Molecular Volume 785.05
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 9.16
Molar Refractivity 209.08

Admin

Created at
-
Updated at
15th Feb 2021