Structure Database (LMSD)

H H O OH
Common Name
Phomallenic acid C
Systematic Name
(11R,9Z,10Z)-octadeca-9,10-dien-12,14-diynoic acid
Synonyms
LM ID
LMFA01031180
Formula
C18H24O2
Exact Mass
Calculate m/z
272.17763
Sum Composition
FA 18:6
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
KSAZGINEUAUMNR-VIFPVBQESA-N
InChi (Click to copy)
InChI=1S/C18H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h8,10H,2-3,11-17H2,1H3,(H,19,20)/t9-/m0/s1
SMILES (Click to copy)
C(CCCCCCCC([H])=[C@]=C([H])C#CC#CCCC)(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Phoma sp. CBS 118751 (#360613)
Dothideomycetes (#147541)
Discovery of bacterial fatty acid synthase inhibitors from a Phoma species as antimicrobial agents using a new antisense-based strategy.,
J Nat Prod, 2006
Pubmed ID: 16562839

Other Databases

PubChem CID
11608761

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 0
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 319.06
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 4.32
Molar Refractivity 83.07

Admin

Created at
6th May 2020
Updated at
2nd Feb 2021