Structure Database (LMSD)

Common Name
Cer(t18:1(6OH)/17:0)
Systematic Name
N-(heptadecanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(heptadecanoyl)-hydroxyceramide
  • Cer[NH]
LM ID
LMSP02010147
Formula
C35H69NO4
Exact Mass
Calculate m/z
567.522659
Sum Composition
Cer 35:1;O3
Abbrev Chains
Cer 18:1;O3/17:0
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)
HRLJZSWVNYBVNF-MIDPQZENSA-N
InChi (Click to copy)
InChI=1S/C35H69NO4/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-35(40)36-33(31-37)34(39)30-29-32(38)27-25-23-21-19-14-12-10-8-6-4-2/h29-30,32-34,37-39H,3-28,31H2,1-2H3,(H,36,40)/b30-29+/t32-,33+,34-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

Other Databases

PubChem CID
171119555

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 0
Aromatic Rings 0
Rotatable Bonds 31
Van der Waals Molecular Volume 654.94
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 10.07
Molar Refractivity 173.59

Admin

Created at
28th Apr 2020
Updated at
1st May 2020