Structure database (LMSD)

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LM IDLMSP05010077
Common NameGlcCer(t16:0(15Me)/22:0(2OH[R]))
Systematic NameN-(2R-hydroxydocosanoyl)-1-β-glucopyranosyl-4R-hydroxy-15-methyl-
hexadecasphinganine
Synonyms-
Exact Mass
803.6486 (neutral)    Calculate m/z:
FormulaC45H89NO10
CategorySphingolipids [SP]
Main ClassNeutral glycosphingolipids [SP05]
Sub ClassSimple Glc series [SP0501]
AbbrevHexCer 39:0;O4
PubChem CID-
InChIKeyWEZNHIWHEVJNDO-AFQIDIBFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C45H89NO10/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23-26-29-32-38(49)44(54)46-36(34-55-45-43(53)42(52)41(51)39(33-47)56-45)40(50)37(48)31-28-25-22-20-19-21-24-27-30-35(2)3/h35-43,45,47-53H,4-34H2,1-3H3,(H,46,54)/t36-,37+,38+,39+,40-,41+,42?,43?,45+/m0/s1
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SMILES
[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCC(C)C
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StatusActive
ReferencesNew Lipids from the Tunicate Cystodytes cf. dellechiajei, as PLA2 Inhibitors
A. Loukaci, V. Bultel-Poncé, A. Longeon, M. Guyot
J. Nat. Prod. (2000) 63, 6, 799-802
https://doi.org/10.1021/np990443k
Calculated physicochemical properties (?):
 Heavy Atoms56Rings1Aromatic Rings0Rotatable Bonds38
 van der Waals
Molecular Volume
870.96Topological Polar
Surface Area
191.24Hydrogen
Bond Donors
8Hydrogen
Bond Acceptors
11
 logP10.51Molar
Refractivity
229.66