Structure Database (LMSD)

Common Name
Cer(t18:1(6OH)/21:0)
Systematic Name
N-(heneicosanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(heneicosanoyl)-hydroxyceramide
  • Cer[NH]
LM ID
LMSP02010143
Formula
C39H77NO4
Exact Mass
Calculate m/z
623.585259
Sum Composition
Cer 39:1;O3
Abbrev Chains
Cer 18:1;O3/21:0
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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)
IYMJLMJXTMNFFM-BAQREESRSA-N
InChi (Click to copy)
InChI=1S/C39H77NO4/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-39(44)40-37(35-41)38(43)34-33-36(42)31-29-27-25-23-14-12-10-8-6-4-2/h33-34,36-38,41-43H,3-32,35H2,1-2H3,(H,40,44)/b34-33+/t36-,37+,38-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

Other Databases

PubChem CID
171119563

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
28th Apr 2020
Updated at
1st May 2020