Structure Database (LMSD)

Common Name
Cer(d18:1(4E)/21:0(3OH))
Systematic Name
N-(3R-hydroxy-heneicosanoyl)-sphing-4-enine
Synonyms
  • N-(3R-hydroxy-heneicosanoyl)-sphingosine
  • Cer[BS]
LM ID
LMSP02010213
Formula
C39H77NO4
Exact Mass
Calculate m/z
623.585259
Sum Composition
Cer 39:1;O3
Abbrev Chains
Cer 18:1;O2/21:0;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)
MKVCYOQJDOVYCE-SUZJIITGSA-N
InChi (Click to copy)
InChI=1S/C39H77NO4/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-36(42)34-39(44)40-37(35-41)38(43)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h31,33,36-38,41-43H,3-30,32,34-35H2,1-2H3,(H,40,44)/b33-31+/t36-,37+,38-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C[C@H](O)CCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

PubChem CID
171119476

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 0
Aromatic Rings 0
Rotatable Bonds 35
Van der Waals Molecular Volume 724.14
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 11.63
Molar Refractivity 192.05

Admin

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