Structure Database (LMSD)

Common Name
Ectocarpin A
Systematic Name
(9Z)-10-{(1'R,2'S,3'S,5'S)-3-[(1''E)-prop-1''-en-1''-yl]-6'-oxabicyclo[3.1.0]hex-2'-yl}dec-9-enoic acid
Synonyms
LM ID
LMFA02000392
Formula
C18H28O3
Exact Mass
Calculate m/z
292.203845
Sum Composition
FA 18:4;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Other Octadecanoids [FA0200]
Fatty Acids and Conjugates [FA01]
Carbocyclic fatty acids [FA0114]
Unsaturated fatty acids [FA0103]
Epoxy fatty acids [FA0107]

References

Comments
Submitted by A.N.Grechkin

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ectocarpus siliculosus (#2880)
Phaeophyceae (#2870)
Lipoxygenase pathway in brown algae: The biosynthesis of novel oxylipins 'ectocarpins' by hydroperoxide bicyclase CYP5164A3 of Ectocarpus siliculosus.,
Biochim Biophys Acta Mol Cell Biol Lipids, 2022
Pubmed ID: 35835431

String Representations

InChiKey (Click to copy)
IWYBFCQYGWQGDW-DEQZJPLVSA-N
InChi (Click to copy)
InChI=1S/C18H28O3/c1-2-10-14-13-16-18(21-16)15(14)11-8-6-4-3-5-7-9-12-17(19)20/h2,8,10-11,14-16,18H,3-7,9,12-13H2,1H3,(H,19,20)/b10-2+,11-8-/t14-,15+,16+,18-/m1/s1
SMILES (Click to copy)
[C@H]12O[C@H]1C[C@@H](/C=C/C)[C@@H]2/C=C\CCCCCCCC(=O)O

Other Databases

PubChem CID
168007573

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 2
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 313.69
Topological Polar Surface Area 49.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 4.91
Molar Refractivity 85.19

Admin

Created at
5th May 2022
Updated at
6th Aug 2022