Structure Database (LMSD)

Common Name
S-Protegenin B
Systematic Name
3S-Hydroxy-9E-octadecaen-11,13,15,17-tetraynoic acid
Synonyms
LM ID
LMFA01031249
Formula
C18H18O3
Exact Mass
Calculate m/z
282.125595
Sum Composition
FA 18:9;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pseudomonas protegens Cab57 (#1420599)
Gammaproteobacteria (#1236)
Genome Mining Discovery of Protegenins A-D, Bacterial Polyynes Involved in the Antioomycete and Biocontrol Activities of Pseudomonas protegens.,
ACS Chem Biol, 2021
Pubmed ID: 34015911

String Representations

InChiKey (Click to copy)
OWJLXANXXIWKOO-FVNWOWOISA-N
InChi (Click to copy)
InChI=1S/C18H18O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(19)16-18(20)21/h1,9-10,17,19H,11-16H2,(H,20,21)/b10-9+/t17-/m0/s1
SMILES (Click to copy)
C(C[C@@H](O)CCCCC/C=C/C#CC#CC#CC#C)(=O)O

Other Databases

PubChem CID
171121143

Calculated Physicochemical Properties

Heavy Atoms 21
Rings
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 319.93
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 2.26
Molar Refractivity 83.16

Admin

Created at
28th May 2021
Updated at
28th May 2021