LIPID MAPS

Structure Database (LMSD)

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Common Name

iso-12-oxo-PDA

Systematic Name

8-[3-oxo-2-[(Z)-pent-2-enyl]cyclopenten-1-yl]octanoic acid

Synonyms

15(Z)-12-oxo-9(13),15-phytodienoic acid
iso-12-OPDA
Tetrahydrodicranenone B

LM ID

LMFA02010020

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

Main

Classification

String Representations

InChiKey (Click to copy)

RHVWQVSLVMXMBR-CLTKARDFSA-N

InChi (Click to copy)

InChI=1S/C18H28O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7H,2,4-6,8-14H2,1H3,(H,20,21)/b7-3-

SMILES (Click to copy)

C(CCCCCCC(=O)O)C1CCC(=O)C=1C/C=C\CC

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Physcomitrium patens (#3218)

Bryopsida (#3214)

Lipoxygenase pathway in model bryophytes: 12-oxo-9(13),15-phytodienoic acid is a predominant oxylipin in Physcomitrella patens.,
Phytochemistry, 2020

Pubmed ID: 33059187

Other Databases

PubChem CID

10424442

Calculated Physicochemical Properties

Heavy Atoms 21

Rings 1

Aromatic Rings

Rotatable Bonds 11

Van der Waals Molecular Volume 323.41

Topological Polar Surface Area 54.37

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 3

logP 4.82

Molar Refractivity 85.27

Admin

Created at

6th May 2022

Updated at