Structure Database (LMSD)

Common Name
N-(15-methyl-3-hydroxy-hexadecanoyl)-glycyl-seryl-ornithine
Systematic Name
5-amino-2-(3-hydroxy-2-(2-(3-hydroxy-15-methylhexadecanamido)acetamido)propanamido)pentanoic acid
Synonyms
LM ID
LMFA08020376
Formula
C27H52N4O7
Exact Mass
Calculate m/z
544.383601
Status
Curated
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
Chitinophaga eiseniae (#634771)
Chitinophagia (#1853228)
Novel Glycerophospholipid, Lipo- and N-acyl Amino Acids from Bacteroidetes: Isolation, Structure Elucidation and Bioactivity.,
Molecules, 2021
Pubmed ID: 34500631

String Representations

InChiKey (Click to copy)
LMPXYSHNHSFMSB-NRSZHQCHSA-N
InChi (Click to copy)
InChI=1S/C27H52N4O7/c1-20(2)13-10-8-6-4-3-5-7-9-11-14-21(33)17-24(34)29-18-25(35)30-23(19-32)26(36)31-22(27(37)38)15-12-16-28/h20-23,32-33H,3-19,28H2,1-2H3,(H,29,34)(H,30,35)(H,31,36)(H,37,38)/t21?,22-,23+/m1/s1
SMILES (Click to copy)
O=C(N[C@H](CCCN)C(O)=O)[C@@H](NC(=O)CNC(CC(O)CCCCCCCCCCCC(C)C)=O)CO

Other Databases

PubChem CID
170315643

Calculated Physicochemical Properties

Heavy Atoms 38
Rings
Aromatic Rings
Rotatable Bonds 24
Van der Waals Molecular Volume 570.63
Topological Polar Surface Area 191.08
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 11
logP 3.30
Molar Refractivity 149.14

Admin

Created at
5th Nov 2021
Updated at
5th Nov 2021