Structure Database (LMSD)

Common Name
Eicosasphingosine
Systematic Name
eicosasphing-4-enine
Synonyms
  • C20 sphing-4-enine
  • C20 sphingosine
  • (2S,3R,4E)-2-aminoeicos-4-ene-1,3-diol
LM ID
LMSP01040009
Formula
C20H41NO2
Exact Mass
Calculate m/z
327.313729
Sum Composition
SPB 20:1;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Sphingoid bases [SP01]
Sphingoid base homologs and variants [SP0104]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
In-Depth Characterization of Sphingoid Bases via Radical-Directed Dissociation Tandem Mass Spectrometry.,
J Am Soc Mass Spectrom, 2023
Pubmed ID: 37735971
Homo sapiens (#9606)
Mammalia (#40674)
Subunit composition of the mammalian serine-palmitoyltransferase defines the spectrum of straight and methyl-branched long-chain bases.,
Proc Natl Acad Sci U S A, 2020
Pubmed ID: 32576697

String Representations

InChiKey (Click to copy)
HTJSZHKGNMXZJN-YIVRLKKSSA-N
InChi (Click to copy)
InChI=1S/C20H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(21)18-22/h16-17,19-20,22-23H,2-15,18,21H2,1H3/b17-16+/t19-,20+/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(N)[C@]([H])(O)/C=C/CCCCCCCCCCCCCCC

Other Databases

CHEBI ID
71982
PubChem CID
9862210

Calculated Physicochemical Properties

Heavy Atoms 23
Rings
Aromatic Rings
Rotatable Bonds 17
Van der Waals Molecular Volume 380.50
Topological Polar Surface Area 66.48
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 5.56
Molar Refractivity 102.03

Admin

Created at
12th Jun 2023
Updated at
12th Jun 2023