Structure Database (LMSD)

Common Name
alpha-N-(3-hydroxyhexadecanoyl) L-ornithine
Systematic Name
(2S)-5-amino-2-(3-hydroxyhexadecanoyl) pentanoic acid
Synonyms
  • lyso-ornithine lipid
  • LOL
LM ID
LMFA08020242
Formula
C21H42N2O4
Exact Mass
Calculate m/z
386.314458
Sum Composition
NAOrn 16:0;O
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
Sinorhizobium meliloti (#382)
Alphaproteobacteria (#28211)
Ornithine lipids and their structural modifications: from A to E and beyond.,
FEMS Microbiol Lett, 2012
Pubmed ID: 22724388

String Representations

InChiKey (Click to copy)
UUMBWNXCQGDFKZ-GGYWPGCISA-N
InChi (Click to copy)
InChI=1S/C21H42N2O4/c1-2-3-4-5-6-7-8-9-10-11-12-14-18(24)17-20(25)23-19(21(26)27)15-13-16-22/h18-19,24H,2-17,22H2,1H3,(H,23,25)(H,26,27)/t18?,19-/m0/s1
SMILES (Click to copy)
OC(=O)[C@@H](NC(=O)CC(O)CCCCCCCCCCCCC)CCCN

Other Databases

PubChem CID
54372927

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 0
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 423.74
Topological Polar Surface Area 112.65
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 4.60
Molar Refractivity 111.07

Admin

Created at
18th Jul 2019
Updated at
20th Feb 2024