Structure Database (LMSD)

OH H NH OH OH H OH O
Common Name
Cer(t18:0/29:0(2OH))
Systematic Name
N-(2-hydroxynonacosanoyl)-4R-hydroxysphinganine
Synonyms
  • N-(2-hydroxynonacosanoyl)-hydroxysphinganine
  • Cer[AP]
LM ID
LMSP02030071
Formula
C47H95NO5
Exact Mass
Calculate m/z
753.721024
Sum Composition
Cer 47:0;O4
Abbrev Chains
Cer 18:0;O3/29:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acyl-4-hydroxysphinganines (phytoceramides) [SP0203]

String Representations

InChiKey (Click to copy)
XWMUTMUQIQRXHZ-MSIKBXLWSA-N
InChi (Click to copy)
InChI=1S/C47H95NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-45(51)47(53)48-43(42-49)46(52)44(50)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h43-46,49-52H,3-42H2,1-2H3,(H,48,53)/t43-,44+,45?,46-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCC

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
102003015

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 0
Aromatic Rings 0
Rotatable Bonds 44
Van der Waals Molecular Volume 873.97
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 14.23
Molar Refractivity 230.99

Admin

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