Structure Database (LMSD)

Common Name
Ectocarpin C
Systematic Name
(5Z,8Z,11Z)-12-{(1'R,2'S,3'S,5'S)-3-[(1''E)-1''-hydroxypropyl]-6'-oxabicyclo[3.1.0]hex-2'-yl}-5,8,11-dodecatrienoic acid
Synonyms
LM ID
LMFA04000105
Status
Active
Exact Mass
Calculate m/z
334.21441
Formula
Abbrev


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MDLMOL SDF CSV TSV
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Main

Classification

String Representations

InChiKey (Click to copy)
JXYOANMVJXRDSA-LUZGOERCSA-N
InChi (Click to copy)
InChI=1S/C20H30O4/c1-2-17(21)16-14-18-20(24-18)15(16)12-10-8-6-4-3-5-7-9-11-13-19(22)23/h4-7,10,12,15-18,20-21H,2-3,8-9,11,13-14H2,1H3,(H,22,23)/b6-4-,7-5-,12-10-/t15-,16+,17-,18-,20+/m0/s1
SMILES (Click to copy)
[C@H]12O[C@H]1C[C@@]([H])([C@@H](O)CC)[C@@H]2/C=C\C/C=C\C/C=C\CCCC(=O)O

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

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 2
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 354.44
Topological Polar Surface Area 70.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.72
Molar Refractivity 96.23

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