Structure Database (LMSD)

HO H H H 2 N H OH OH
Common Name
15-methyl-phytosphingosine
Systematic Name
15-methyl-4R-hydroxysphinganine
Synonyms
  • (2S,3S,4R)-2-Amino-15-methyl-1,3,4-hexadecanetriol
LM ID
LMSP01030006
Formula
C17H37NO3
Exact Mass
Calculate m/z
303.277344
Sum Composition
SPB 17:0;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
LKHKEQFLKWCGTG-BBWFWOEESA-N
InChi (Click to copy)
InChI=1S/C17H37NO3/c1-14(2)11-9-7-5-3-4-6-8-10-12-16(20)17(21)15(18)13-19/h14-17,19-21H,3-13,18H2,1-2H3/t15-,16+,17-/m0/s1
SMILES (Click to copy)
OC[C@]([H])(N)[C@]([H])(O)[C@@](O)([H])CCCCCCCCCCC(C)C

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

Other Databases

CHEBI ID
70968
PubChem CID
70679252

Calculated Physicochemical Properties

Heavy Atoms 21
Rings
Aromatic Rings
Rotatable Bonds 14
Van der Waals Molecular Volume 340.03
Topological Polar Surface Area 86.71
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 3.73
Molar Refractivity 90.11

Admin

Created at
30th Oct 2023
Updated at
30th Oct 2023