Structure Database (LMSD)

Common Name
N-oleoyl L-serine
Systematic Name
N-(9Z-octadecenoyl)-L-serine
Synonyms
LM ID
LMFA08020305
Formula
C21H39NO4
Exact Mass
Calculate m/z
369.287909
Sum Composition
NASer 18:1
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amino acids [FA0805]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
Oleoyl serine, an endogenous N-acyl amide, modulates bone remodeling and mass.,
Proc Natl Acad Sci U S A, 2010
Pubmed ID: 20876113

String Representations

InChiKey (Click to copy)
MBDKGXAMSZIDKF-VJIACCKLSA-N
InChi (Click to copy)
InChI=1S/C21H39NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(24)22-19(18-23)21(25)26/h9-10,19,23H,2-8,11-18H2,1H3,(H,22,24)(H,25,26)/b10-9-/t19-/m0/s1
SMILES (Click to copy)
C(CCCCCCC/C=C\CCCCCCCC)(=O)N[C@@H](CO)C(O)=O

Other Databases

CHEBI ID
136614
PubChem CID
44190514

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 410.10
Topological Polar Surface Area 86.63
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 5.16
Molar Refractivity 107.11

Admin

Created at
25th Nov 2020
Updated at
19th Feb 2024