LIPID MAPS

Structure Database (LMSD)

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Common Name

Dinor-iso-12-oxo-phytodienoic acid

Systematic Name

6-[3-oxo-2-[(Z)-pent-2-enyl]cyclopenten-1-yl]hexanoic acid

Synonyms

dinor-iso-12-OPDA

LM ID

LMFA02010021

Formula

C₁₆H₂₄O₃

Exact Mass

Calculate m/z

264.172545

Sum Composition

FA 16:4;O

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

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

String Representations

InChiKey (Click to copy)

PYOZWWIHFJKWLJ-HYXAFXHYSA-N

InChi (Click to copy)

InChI=1S/C16H24O3/c1-2-3-5-9-14-13(11-12-15(14)17)8-6-4-7-10-16(18)19/h3,5H,2,4,6-12H2,1H3,(H,18,19)/b5-3-

SMILES (Click to copy)

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

Other Databases

PubChem CID

132274650

Calculated Physicochemical Properties

Heavy Atoms 19

Rings 1

Aromatic Rings

Rotatable Bonds 9

Van der Waals Molecular Volume 288.81

Topological Polar Surface Area 54.37

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 3

logP 4.04

Molar Refractivity 76.04

Admin

Created at

6th May 2022

Updated at