Structure Database (LMSD)

Common Name
Cer(t26:1(20E)/16:0(2OH[R]))
Systematic Name
N-(2R-hydroxyhexadecanoyl)-4R-hydroxy-20E-hexacosasphingenine
Synonyms
  • (2S, 3S, 4R, 20E)-2-[(2R)-2- hydroxyl-palmitoyl-amino]-20-hexacosene-1, 3, 4-triol
LM ID
LMSP02030028
Status
Active
Exact Mass
Calculate m/z
681.627124
Formula
C42H83NO5
Abbrev
Cer 42:1;O4
Abbrev Chains
Cer 26:1;O3/16:0;O
Show lipids differing only in stereochemistry/bond geometry
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

String Representations

InChiKey (Click to copy)
MNMGQCIYEWFHBC-JTFIHFBASA-N
InChi (Click to copy)
InChI=1S/C42H83NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-27-29-31-33-35-39(45)41(47)38(37-44)43-42(48)40(46)36-34-32-30-28-25-16-14-12-10-8-6-4-2/h11,13,38-41,44-47H,3-10,12,14-37H2,1-2H3,(H,43,48)/b13-11+/t38-,39+,40+,41-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC([C@H](O)CCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCCC/C=C/CCCCC

References

Reference
Two new compounds from transgenic Panax quinquefolium. Jian-Hua Zhu, Rong-Min Yu, Li Yang and Wei-Min Li. Fitoterapia. Volume 81, Issue 5, July 2010, pp.339-342.

https://www.sciencedirect.com/science/article/pii/S0367326X09002512#!

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Panax quinquefolius (#44588)
Magnoliopsida (#3398)
Two new compounds from transgenic Panax quinquefolium.,
Fitoterapia, 2010
Pubmed ID: 19836436

Other Databases

PubChem CID
134812532

Calculated Physicochemical Properties

Heavy Atoms 48
Rings 0
Aromatic Rings 0
Rotatable Bonds 38
Van der Waals Molecular Volume 784.83
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 12.06
Molar Refractivity 207.81

Admin

Created at
-
Updated at
18th Mar 2021