Structure Database (LMSD)

OH OH H H N H OH O OH
Common Name
Cer(t18:1(6OH)/17:0(2OH))
Systematic Name
N-(2-hydroxyheptadecanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(2-hydroxyheptadecanoyl)-hydroxyceramide
  • Cer[AH]
LM ID
LMSP02010192
Formula
C35H69NO5
Exact Mass
Calculate m/z
583.517574
Sum Composition
Cer 35:1;O4
Abbrev Chains
Cer 18:1;O3/17:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
HIAKZLNBYFZTDF-PSRMWANJSA-N
InChi (Click to copy)
InChI=1S/C35H69NO5/c1-3-5-7-9-11-13-15-16-17-19-21-23-25-27-34(40)35(41)36-32(30-37)33(39)29-28-31(38)26-24-22-20-18-14-12-10-8-6-4-2/h28-29,31-34,37-40H,3-27,30H2,1-2H3,(H,36,41)/b29-28+/t31-,32+,33-,34?/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

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

Other Databases

PubChem CID
171119554

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 0
Aromatic Rings 0
Rotatable Bonds 31
Van der Waals Molecular Volume 663.73
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 9.33
Molar Refractivity 175.49

Admin

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