Structure Database (LMSD)

Common Name
omega-linoleoyloxy-GlcCer(d18:1/30:0)
Systematic Name
N-(32-(9Z,12Z-octadecadienoyloxy)-dotriacontanoyl)-1-β-D-glucosyl-sphing-4E-enine
Synonyms
  • 1-beta-D-glucosyl-N-(omega-O-linoleoyl)-triacontanoylsphingine
  • GlcCer(d18:1/30:0
  • 18:2(9Z,12Z))
LM ID
LMSP02040021
Formula
C72H135NO10
Exact Mass
Calculate m/z
1174.008599
Sum Composition
HexCer 66:4;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
Acylceramides [SP0204]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sus scrofa (#9823)
Mammalia (#40674)
Linoleate-rich acylglucosylceramides of pig epidermis: structure determination by proton magnetic resonance.,
J Lipid Res, 1985
Pubmed ID: 4031654

String Representations

InChiKey (Click to copy)
OITKLRSUCZIANZ-GHZMSHNTSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[C@](CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(=O)CCCCCCC/C=C\C/C=C\CCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

PubChem CID
11480283

Calculated Physicochemical Properties

Heavy Atoms 83
Rings 1
Aromatic Rings 0
Rotatable Bonds 64
Van der Waals Molecular Volume 1327.50
Topological Polar Surface Area 177.08
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 11
logP 21.04
Molar Refractivity 352.52

Admin

Created at
23rd Mar 2020
Updated at
28th Jan 2021