Structure Database (LMSD)

Common Name
Cer(d18:1(4E)/22:0(3OH))
Systematic Name
N-(3R-hydroxy-docosanoyl)-sphing-4-enine
Synonyms
  • N-(3R-hydroxy-docosanoyl)-sphingosine
  • N-(3R-hydroxy-behenoyl)-ceramide
  • Cer[BS]
LM ID
LMSP02010203
Formula
C40H79NO4
Exact Mass
Calculate m/z
637.600909
Sum Composition
Cer 40:1;O3
Abbrev Chains
Cer 18:1;O2/22:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acylsphingosines (ceramides) [SP0201]

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Comparative profiling and comprehensive quantification of stratum corneum ceramides in humans and mice by LC/MS/MS.,
J Lipid Res, 2020
Pubmed ID: 32265320

String Representations

InChiKey (Click to copy)
FYZBBQHALIJTMH-MTGQPPMKSA-N
InChi (Click to copy)
InChI=1S/C40H79NO4/c1-3-5-7-9-11-13-15-17-18-19-20-22-23-25-27-29-31-33-37(43)35-40(45)41-38(36-42)39(44)34-32-30-28-26-24-21-16-14-12-10-8-6-4-2/h32,34,37-39,42-44H,3-31,33,35-36H2,1-2H3,(H,41,45)/b34-32+/t37-,38+,39-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C[C@H](O)CCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

PubChem CID
171119478

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 0
Aromatic Rings 0
Rotatable Bonds 36
Van der Waals Molecular Volume 741.44
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 12.02
Molar Refractivity 196.67

Admin

Created at
8th Jun 2020
Updated at
8th Jun 2020