Structure Database (LMSD)

Common Name
Dehydrophytosphingosine
Systematic Name
4R-hydroxysphing-8E-enine
Synonyms
  • 4-hydroxy-8-sphingenine
LM ID
LMSP01030002
Formula
C18H37NO3
Exact Mass
Calculate m/z
315.277344
Sum Composition
SPB 18:1;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum
View studies deposited in Metabolomics Workbench in which this molecule has been identified

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Sphingoid bases [SP01]
4-Hydroxysphinganines (Phytosphingosines) [SP0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Glycine max (#3847)
Magnoliopsida (#3398)
Biochemistry of the sphingolipids. XV. Structure of phytosphingosine and dehydrophytospingosine.,
Biochemistry, 1963
Pubmed ID: 14018956

String Representations

InChiKey (Click to copy)
CQKNELOTFUSOTP-HMTIOLNVSA-N
InChi (Click to copy)
InChI=1S/C18H37NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20/h10-11,16-18,20-22H,2-9,12-15,19H2,1H3/b11-10+/t16-,17+,18-/m0/s1
SMILES (Click to copy)
OC[C@]([H])(N)[C@]([H])(O)[C@@](O)([H])CCC/C=C/CCCCCCCCC

Other Databases

CHEBI ID
20386
PubChem CID
14757418

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 354.69
Topological Polar Surface Area 86.71
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 4.04
Molar Refractivity 94.70

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Created at
-
Updated at
13th Oct 2021