Structure database (LMSD)

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LM IDLMSP02030033
Common NameCer(t15:0(14Me)/21:0(2OH[R]))
Systematic NameN-(2R-hydroxyheneicosanoyl)-4R-hydroxy-14-methyl-pentadecasphinganine
Synonyms-
Exact Mass
613.5645 (neutral)    Calculate m/z:
FormulaC37H75NO5
CategorySphingolipids [SP]
Main ClassCeramides [SP02]
Sub ClassN-acyl-4-hydroxysphinganines (phytoceramides) [SP0203]
AbbrevCer 37:0;O4
PubChem CID-
InChIKeyBSJHRSTZRSQQDP-NZKHRDNMSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C37H75NO5/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-24-27-30-35(41)37(43)38-33(31-39)36(42)34(40)29-26-23-21-18-19-22-25-28-32(2)3/h32-36,39-42H,4-31H2,1-3H3,(H,38,43)/t33-,34+,35+,36-/m0/s1
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SMILES
[C@](CO)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCC(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 Atoms43Rings0Aromatic Rings0Rotatable Bonds33
 van der Waals
Molecular Volume
700.97Topological Polar
Surface Area
110.02Hydrogen
Bond Donors
5Hydrogen
Bond Acceptors
6
 logP10.19Molar
Refractivity
184.75