Structure Database (LMSD)

Common Name
16-methylsphingosine
Systematic Name
16S-methyl-sphing-4-enine
Synonyms
  • omega-3-methylated LCB
  • 16S-methyl-2S-amino-4E-octadecene-1,3R-diol
LM ID
LMSP01010003
Formula
C19H39NO2
Exact Mass
Calculate m/z
313.298079
Sum Composition
SPB 19:1;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Sphingoid bases [SP01]
Sphing-4-enines (Sphingosines) [SP0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
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)
OWANZNANZUJHGN-DQUZTPNMSA-N
InChi (Click to copy)
InChI=1S/C19H39NO2/c1-3-17(2)14-12-10-8-6-4-5-7-9-11-13-15-19(22)18(20)16-21/h13,15,17-19,21-22H,3-12,14,16,20H2,1-2H3/b15-13+/t17-,18-,19+/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(N)[C@]([H])(O)/C=C/CCCCCCCCCC[C@@H](C)CC

Other Databases

PubChem CID
171116418

Calculated Physicochemical Properties

Heavy Atoms 22
Rings
Aromatic Rings
Rotatable Bonds 15
Van der Waals Molecular Volume 363.20
Topological Polar Surface Area 66.48
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 5.03
Molar Refractivity 97.35

Admin

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