Structure Database (LMSD)

Common Name
Protegenin A
Systematic Name
9E-Octadecaen-11,13,15,17-tetraynoic acid
Synonyms
LM ID
LMFA01031247
Formula
C18H18O2
Exact Mass
Calculate m/z
266.13068
Sum Composition
FA 18:9
Status
Curated
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]

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

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)
AMCJPHJAMUEWRC-MDZDMXLPSA-N
InChi (Click to copy)
InChI=1S/C18H18O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h1,9-10H,11-17H2,(H,19,20)/b10-9+
SMILES (Click to copy)
C(CCCCCCC/C=C/C#CC#CC#CC#C)(=O)O

Other Databases

PubChem CID
163186142

Calculated Physicochemical Properties

Heavy Atoms 20
Rings
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 311.14
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 3.00
Molar Refractivity 81.26

Admin

Created at
28th May 2021
Updated at
25th Apr 2022