Structure Database (LMSD)

Common Name
1-O-lignoceroyl-omega-linoleoyloxy-Cer(d18:1(6OH)/30:0)
Systematic Name
1-O-tetracosanoyl-N-(30-(9Z,12Z-octadecadienoyloxy)-triacontanoyl)-6-hydroxy-sphing-4E-enine
Synonyms
  • CER 1-O-E(EO)H
  • Cer(24:0
  • d18:1(6OH)/30:0
  • 18:2(9Z,12Z))
LM ID
LMSP02040024
Formula
C92H175NO7
Exact Mass
Calculate m/z
1406.336854
Sum Composition
ACer 92:4;O5
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
Homo sapiens (#9606)
Mammalia (#40674)
Comprehensive characterization and simultaneous analysis of overall lipids in reconstructed human epidermis using NPLC/HR-MSn: 1-O-E (EO) Cer, a new ceramide subclass.,
Anal Bioanal Chem, 2020
Pubmed ID: 31858168

String Representations

InChiKey (Click to copy)
VCLXYWKINZFBFP-PFUMWLQKSA-N
InChi (Click to copy)
InChI=1S/C92H175NO7/c1-4-7-10-13-16-19-22-25-27-28-29-37-41-44-48-52-57-62-67-72-77-82-92(98)100-86-88(89(95)84-83-87(94)79-74-69-64-59-54-24-21-18-15-12-9-6-3)93-90(96)80-75-70-65-60-55-50-47-43-40-38-35-33-31-30-32-34-36-39-42-45-49-53-58-63-68-73-78-85-99-91(97)81-76-71-66-61-56-51-46-26-23-20-17-14-11-8-5-2/h17,20,26,46,83-84,87-89,94-95H,4-16,18-19,21-25,27-45,47-82,85-86H2,1-3H3,(H,93,96)/b20-17-,46-26-,84-83+/t87?,88-,89+/m0/s1
SMILES (Click to copy)
C(OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)[C@]([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(=O)CCCCCCC/C=C\C/C=C\CCCCC)=O)[C@H](O)/C=C/C(O)CCCCCCCCCCCCCC

Other Databases

PubChem CID
171118825

Calculated Physicochemical Properties

Heavy Atoms 100
Rings 0
Aromatic Rings 0
Rotatable Bonds 87
Van der Waals Molecular Volume 1656.85
Topological Polar Surface Area 122.16
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 30.69
Molar Refractivity 439.10

Admin

Created at
30th Mar 2020
Updated at
7th Apr 2020