Structure Database (LMSD)

Common Name
Ectocarpin B
Systematic Name
(5Z,8Z,11Z)-12-{(1'R,2'S,3'S,5'S)-3-[(1''E)-1''-propen-1''-yl]-6'-oxabicyclo[3.1.0]hex-2'-yl}-5,8,11-dodecatrienoic acid
Synonyms
LM ID
LMFA04000104
Formula
C20H28O3
Exact Mass
Calculate m/z
316.203845
Sum Composition
FA 20:6;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Docosanoids [FA04]
Other Docosanoids [FA0400]
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)
To be published
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)
UUFIBTWFNNGHMY-QYHMWJMBSA-N
InChi (Click to copy)
InChI=1S/C20H28O3/c1-2-12-16-15-18-20(23-18)17(16)13-10-8-6-4-3-5-7-9-11-14-19(21)22/h2,4-7,10,12-13,16-18,20H,3,8-9,11,14-15H2,1H3,(H,21,22)/b6-4-,7-5-,12-2+,13-10-/t16-,17+,18+,20-/m1/s1
SMILES (Click to copy)
[C@H]12O[C@H]1C[C@@H](/C=C/C)[C@@H]2/C=C\C/C=C\C/C=C\CCCC(=O)O

Other Databases

PubChem CID
168007619

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 2
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 343.01
Topological Polar Surface Area 49.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 5.24
Molar Refractivity 94.24

Admin

Created at
5th May 2022
Updated at
5th May 2022