Structure Database (LMSD)

O NH O O HO
Common Name
Stieleriacine D
Systematic Name
N-(9Z-octadecenoyl)-O-methyl-2,3-(Z)-dehydrotyrosine
Synonyms
  • N-oleoyl-O-methyl-dehydrotyrosine
LM ID
LMFA08020336
Formula
C28H43NO4
Exact Mass
Calculate m/z
457.319209
Sum Composition
NA 28:7;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
LHZOIJPBXTZOKQ-YMXQXFHSSA-N
InChi (Click to copy)
InChI=1S/C28H43NO4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-27(30)29-26(28(31)32)23-24-19-21-25(33-2)22-20-24/h10-11,19-23H,3-9,12-18H2,1-2H3,(H,29,30)(H,31,32)/b11-10-,26-23-
SMILES (Click to copy)
N(C(=O)CCCCCCC/C=C\CCCCCCCC)/C(/C(=O)O)=C\C1=CC=C(OC)C=C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Stieleria neptunia (#2527979)
Planctomycetia (#203683)
An Ichip-Domesticated Sponge Bacterium Produces an N-Acyltyrosine Bearing an α-Methyl Substituent.,
Org Lett, 2019
Pubmed ID: 31524403

Other Databases

PubChem CID
169492168

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 1
Aromatic Rings 1
Rotatable Bonds 19
Van der Waals Molecular Volume 497.38
Topological Polar Surface Area 75.63
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 7.27
Molar Refractivity 136.20

Admin

Created at
15th Jun 2021
Updated at
15th Jun 2021