Structure Database (LMSD)

OH N H O O OH
Common Name
Stieleriacine A2
Systematic Name
N-(2E-dodecenoyl)-6-methyl-2,3-(E)-dehydrotyrosine
Synonyms
LM ID
LMFA08020341
Formula
C22H31NO4
Exact Mass
Calculate m/z
373.225309
Sum Composition
NA 22:7;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)
DDNDRMDMCPLBPG-NXOKQZBISA-N
InChi (Click to copy)
InChI=1S/C22H31NO4/c1-3-4-5-6-7-8-9-10-11-12-21(25)23-19(22(26)27)16-18-13-14-20(24)17(2)15-18/h11-16,24H,3-10H2,1-2H3,(H,23,25)(H,26,27)/b12-11+,19-16+
SMILES (Click to copy)
N(C(/C=C/CCCCCCCCC)=O)/C(/C(=O)O)=C/C1=CC=C(O)C(C)=C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Stieleria maiorica (#2795974)
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
169492298

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings 1
Rotatable Bonds 12
Van der Waals Molecular Volume 393.58
Topological Polar Surface Area 86.63
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 4.94
Molar Refractivity 108.35

Admin

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