Structure Database (LMSD)

OH O H H OH
Common Name
Phomallenic acid A
Systematic Name
13-hydroxy(10R,6Z,7Z)-pentadeca-6,7-dien-9,11-diynoic acid
Synonyms
LM ID
LMFA01031182
Formula
C15H18O3
Exact Mass
Calculate m/z
246.125595
Sum Composition
FA 15:6;O
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)
YZCDHRPWTDTXRF-QVZGUCRKSA-N
InChi (Click to copy)
InChI=1S/C15H18O3/c1-2-14(16)12-10-8-6-4-3-5-7-9-11-13-15(17)18/h4-5,14,16H,2,7,9,11,13H2,1H3,(H,17,18)/t3-,14?/m0/s1
SMILES (Click to copy)
OC(=O)CCCCC([H])=[C@]=C([H])C#CC#CC(O)CC

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
11680354

Calculated Physicochemical Properties

Heavy Atoms 18
Rings 0
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 275.95
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 2.41
Molar Refractivity 71.12

Admin

Created at
6th May 2020
Updated at
6th May 2020