Structure database (LMSD)

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LM IDLMSP02040021
Common Nameω-linoleoyloxy-GlcCer(d18:1/30:0)
Systematic NameN-(32-(9Z,12Z-octadecadienoyloxy)-dotriacontanoyl)-l-β-D-glucosyl-sphing-4E-
enine
Synonymsl-β-D-glucosyl-N-(ω-O-linoleoyl)-triacontanoylsphingine;
GlcCer(d18:1/30:0;18:2(9Z,12Z))
Exact Mass
1174.0086 (neutral)    Calculate m/z:
FormulaC72H135NO10
CategorySphingolipids [SP]
Main ClassCeramides [SP02]
Sub ClassAcylceramides [SP0204]
PubChem CID-
InChIKeyOITKLRSUCZIANZ-XWNDABTESA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C72H135NO10/c1-3-5-7-9-11-13-15-17-31-36-40-44-48-52-56-60-68(77)81-61-57-53-49-45-41-37-33-30-28-26-24-22-20-18-19-21-23-25-27-29-32-35-39-43-47-51-55-59-67(76)73-64(63-82-72-71(80)70(79)69(78)66(62-74)83-72)65(75)58-54-50-46-42-38-34-16-14-12-10-8-6-4-2/h11,13,17,31,54,58,64-66,69-72,74-75,78-80H,3-10,12,14-16,18-30,32-53,55-57,59-63H2,1-2H3,(H,73,76)/b13-11-,31-17-,58-54+/t64-,65+,66+,69+,70?,71?,72+/m0/s1
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SMILES
[C@](CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(=O)CCCCCCC/C=C\C/C=C\CCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC
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StatusActive
ReferencesLinoleate-rich acylglucosylceramides of pig epidermis: structure determination by proton magnetic resonance.
J. Lipid Res. 1985 Jun;26(6):761-6

PMID: 4031654
Calculated physicochemical properties (?):
 Heavy Atoms83Rings1Aromatic Rings0Rotatable Bonds64
 van der Waals
Molecular Volume
1327.50Topological Polar
Surface Area
177.08Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
11
 logP21.04Molar
Refractivity
352.52