Structure Database (LMSD)

OH HO H N H OH O OH H
Common Name
Cer(t18:1(6OH)/34:0(34OH))
Systematic Name
N-(34-hydroxy-tetratriacontanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(34-hydroxy-tetratriacontanoyl)-hydroxyceramide
  • N-(omega-hydroxy-tetratriacontanoyl)-hydroxyceramide
  • Cer[OH]
LM ID
LMSP02010117
Formula
C52H103NO5
Exact Mass
Calculate m/z
821.783624
Sum Composition
Cer 52:1;O4
Abbrev Chains
Cer 18:1;O3/34:0;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)
JPRXVGJHBZJBAM-YRXBGEFCSA-N
InChi (Click to copy)
InChI=1S/C52H103NO5/c1-2-3-4-5-6-7-31-34-37-40-43-49(56)45-46-51(57)50(48-55)53-52(58)44-41-38-35-32-29-27-25-23-21-19-17-15-13-11-9-8-10-12-14-16-18-20-22-24-26-28-30-33-36-39-42-47-54/h45-46,49-51,54-57H,2-44,47-48H2,1H3,(H,53,58)/b46-45+/t49-,50+,51-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO)=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
171119501

Calculated Physicochemical Properties

Heavy Atoms 58
Rings 0
Aromatic Rings 0
Rotatable Bonds 49
Van der Waals Molecular Volume 957.83
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 15.96
Molar Refractivity 253.98

Admin

Created at
24th Apr 2020
Updated at
1st May 2020