Structure Database (LMSD)

Common Name
Cer(d18:2(4E,8E)/14:0(2OH))
Systematic Name
N-(2R-hydroxy-tetradecanoyl)-sphing-4E,8E-dienine
Synonyms
LM ID
LMSP02010216
Formula
C32H61NO4
Exact Mass
Calculate m/z
523.460059
Sum Composition
Cer 32:2;O3
Abbrev Chains
Cer 18:2;O2/14:0;O
Status
Active
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
Cryptosula pallasiana (#558755)
Gymnolaemata (#10206)
New Cytotoxic Secondary Metabolites from Marine Bryozoan Cryptosula pallasiana.,
Mar Drugs, 2017
Pubmed ID: 28406457

String Representations

InChiKey (Click to copy)
OXGAGPAURVYCEQ-RTXLMFJXSA-N
InChi (Click to copy)
InChI=1S/C32H61NO4/c1-3-5-7-9-11-13-15-16-17-19-20-22-24-26-30(35)29(28-34)33-32(37)31(36)27-25-23-21-18-14-12-10-8-6-4-2/h17,19,24,26,29-31,34-36H,3-16,18,20-23,25,27-28H2,1-2H3,(H,33,37)/b19-17+,26-24+/t29-,30+,31+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)CCCCCCCCCCCC)=O)[C@H](O)/C=C/CC/C=C/CCCCCCCCC)O

Other Databases

PubChem CID
162807915

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 0
Aromatic Rings 0
Rotatable Bonds 27
Van der Waals Molecular Volume 600.40
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 8.67
Molar Refractivity 159.64

Admin

Created at
26th Oct 2020
Updated at
21st Dec 2020