Structure Database (LMSD)

Common Name
Cer(t18:1(6OH)/16:0(2OH))
Systematic Name
N-(2-hydroxyhexadecanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(2-hydroxyhexadecanoyl)-hydroxyceramide
  • Cer[AH]
LM ID
LMSP02010193
Formula
C34H67NO5
Exact Mass
Calculate m/z
569.501924
Sum Composition
Cer 34:1;O4
Abbrev Chains
Cer 18:1;O3/16:0;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]

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)
FDCYWFADVRIZMH-GXRVLAEQSA-N
InChi (Click to copy)
InChI=1S/C34H67NO5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-33(39)34(40)35-31(29-36)32(38)28-27-30(37)25-23-21-19-17-14-12-10-8-6-4-2/h27-28,30-33,36-39H,3-26,29H2,1-2H3,(H,35,40)/b28-27+/t30-,31+,32-,33?/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

Other Databases

PubChem CID
171119552

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 0
Aromatic Rings 0
Rotatable Bonds 30
Van der Waals Molecular Volume 646.43
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 8.93
Molar Refractivity 170.87

Admin

Created at
7th May 2020
Updated at
7th May 2020