Structure Database (LMSD)

Common Name
alpha-N-(3-hexadecanoyloxy-hexadecanoyl)-L-ornithine
Systematic Name
(2S)-5-amino-2-(3-hexadecanoyloxy-hexadecanamido)pentanoic acid
Synonyms
LM ID
LMFA08020275
Formula
C37H72N2O5
Exact Mass
Calculate m/z
624.544123
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bordetella pertussis (#520)
Betaproteobacteria (#28216)
Ornithine-containing lipid of Bordetella pertussis, a new type of hemagglutinin.,
Eur J Biochem., 1983
Pubmed ID: 6315433

String Representations

InChiKey (Click to copy)
LHZOJGJLBHJYIJ-MUADHRSZSA-N
InChi (Click to copy)
InChI=1S/C37H72N2O5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-30-36(41)44-33(32-35(40)39-34(37(42)43)29-27-31-38)28-25-23-21-19-17-14-12-10-8-6-4-2/h33-34H,3-32,38H2,1-2H3,(H,39,40)(H,42,43)/t33?,34-/m1/s1
SMILES (Click to copy)
OC([C@H](NC(CC(OC(CCCCCCCCCCCCCCC)=O)CCCCCCCCCCCCC)=O)CCCN)=O

Other Databases

PubChem CID
171119220

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 0
Aromatic Rings 0
Rotatable Bonds 35
Van der Waals Molecular Volume 706.69
Topological Polar Surface Area 118.72
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 10.64
Molar Refractivity 185.26

Admin

Created at
11th Mar 2020
Updated at
1st Feb 2021