Structure Database (LMSD)

Common Name
Ectocarpin D
Systematic Name
(5E,8E,11E)-12-{(1'R,2'S,3'S,5'S)-2',3'-dihydroxy-5'-[(1''R)-1''-hydroxypropyl]cyclopentyl}-5,8,11-dodecatrienoic acid
Synonyms
LM ID
LMFA04000106
Formula
C20H32O5
Exact Mass
Calculate m/z
352.224975
Sum Composition
FA 20:4;O3
Status
Active
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]
Hydroxy fatty acids [FA0105]

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)
CUDSMMVJCRGFRR-RWBXRWPUSA-N
InChi (Click to copy)
InChI=1S/C20H32O5/c1-2-17(21)16-14-18(22)20(25)15(16)12-10-8-6-4-3-5-7-9-11-13-19(23)24/h4-7,10,12,15-18,20-22,25H,2-3,8-9,11,13-14H2,1H3,(H,23,24)/b6-4-,7-5-,12-10-/t15-,16+,17-,18+,20+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)[C@@H](/C=C\C/C=C\C/C=C\CCCC(=O)O)[C@]([H])([C@@H](O)CC)C[C@H]1O

Other Databases

PubChem CID
168007567

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 375.59
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 3.68
Molar Refractivity 99.59

Admin

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