LIPID MAPS

Structure Database (LMSD)

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Common Name

dinor-12-oxo PDA

Systematic Name

(1S,2S)-3-oxo-2-(2'Z-pentenyl) cyclopent-4-enehexanoic acid

Synonyms

Dinor-12-oxophytodienoic acid
dn-OPDA

LM ID

LMFA02010018

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

No other lipid differing only in stereochemistry/bond geometry found

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Arabidopsis thaliana (#3702)

Magnoliopsida (#3398)

Dinor-oxo-phytodienoic acid: a new hexadecanoid signal in the jasmonate family.,
Proc Natl Acad Sci U S A, 1997

Pubmed ID: 9294235

DOI: 10.1073/pnas.94.19.10473

String Representations

InChiKey (Click to copy)

SZVNKXCDJUBPQO-DWMAKUKJSA-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/h3,5,11-14H,2,4,6-10H2,1H3,(H,18,19)/b5-3-/t13-,14-/m0/s1

SMILES (Click to copy)

OC(CCCCC[C@H]1C=CC(=O)[C@H]1C/C=C\CC)=O

Other Databases

CHEBI ID

138434

PubChem CID

91746127

Cayman ID

10710

Calculated Physicochemical Properties

Heavy Atoms 19

Rings 1

Aromatic Rings 0

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 3.75

Molar Refractivity 75.90

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Created at

29th Jul 2020

Updated at