Structure database (LMSD)

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LM IDLMSP05010039
Common NamePhalluside-1
Systematic NameN-(2R-hydroxy-hexadecanoyl)-1-β-glucosyl-9-methyl-sphing-4E,8E,10E-trienine
Synonyms-
Exact Mass
725.5442 (neutral)    Calculate m/z:
FormulaC41H75NO9
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
AbbrevHexCer 35:3;O3
PubChem CID52931250
InChIKeyZPIDQCCSHHXKMD-UYRUDBCTSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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SMILES
C([C@H](NC([C@H](O)CCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CC/C=C(\C)/C=C/CCCCCCC)O[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O
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StatusActive
ReferencesPhallusides, new glucosphingolipids from the ascidian Phallusia fumigata
Rosario Duran et al
Tetrahedron
Volume 54, Issue 48, 26 November 1998, Pages 14597-14602
Calculated physicochemical properties (?):
 Heavy Atoms51Rings1Aromatic Rings0Rotatable Bonds31
 van der Waals
Molecular Volume
785.05Topological Polar
Surface Area
171.01Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
9
 logP9.16Molar
Refractivity
209.08