Structure Database (LMSD)

Common Name
C20-OPDA
Systematic Name
(5Z,8Z)-10-(4-oxo-5-((Z)-pent-2-en-1-yl)cyclopent-2-en-1-yl)deca-5,8-dienoic acid
Synonyms
LM ID
LMFA04000107
Formula
C20H28O3
Exact Mass
Calculate m/z
316.203845
Sum Composition
FA 20:6;O
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]
Unsaturated fatty acids [FA0103]
Oxo fatty acids [FA0106]
Carbocyclic fatty acids [FA0114]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Marchantia polymorpha (#3197)
Marchantiopsida (#186770)
Ligand diversity contributes to the full activation of the jasmonate pathway in Marchantia polymorpha.,
Proc Natl Acad Sci U S A, 2022
Pubmed ID: 36037336

String Representations

InChiKey (Click to copy)
PVDXBMLXXJJATN-CNKLUSGGSA-N
InChi (Click to copy)
InChI=1S/C20H28O3/c1-2-3-9-13-18-17(15-16-19(18)21)12-10-7-5-4-6-8-11-14-20(22)23/h3-4,6-7,9-10,15-18H,2,5,8,11-14H2,1H3,(H,22,23)/b6-4-,9-3-,10-7-/t17-,18-/m0/s1
SMILES (Click to copy)
C(/C=C\C/C=C\CCCC(=O)O)[C@@H]1[C@H](C/C=C\CC)C(=O)C=C1

Other Databases

PubChem CID
171116390

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 352.73
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 4.86
Molar Refractivity 94.18

Admin

Created at
16th Dec 2022
Updated at
16th Dec 2022