LIPID MAPS

Structure Database (LMSD)

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Common Name

12-oxo-PDA-Ala

Systematic Name

N-(1S,2S)-3-oxo-2-(2'Z-pentenyl)cyclopent-4-eneoctanyl alanine

Synonyms

(cis)-(+)-OPDA-Ala
N-12-oxo-phytodienyl alanine

LM ID

LMFA02010028

Formula

C₂₁H₃₃NO₄

Exact Mass

Calculate m/z

363.240959

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Arabidopsis thaliana (#3702)

Magnoliopsida (#3398)

Amide conjugates of the jasmonate precursor cis-OPDA regulate its homeostasis during plant stress responses.,
Plant Physiol, 2024

Pubmed ID: 39607728

String Representations

InChiKey (Click to copy)

DJTIXKAUQXGFSX-LUKCBIIOSA-N

InChi (Click to copy)

InChI=1S/C21H33NO4/c1-3-4-8-12-18-17(14-15-19(18)23)11-9-6-5-7-10-13-20(24)22-16(2)21(25)26/h4,8,14-18H,3,5-7,9-13H2,1-2H3,(H,22,24)(H,25,26)/b8-4-/t16-,17-,18-/m0/s1

SMILES (Click to copy)

N(C(CCCCCCC[C@@H]1[C@@H](C(C=C1)=O)C/C=C\CC)=O)[C@@H](C)C(O)=O

Calculated Physicochemical Properties

Heavy Atoms 26

Rings 1

Aromatic Rings

Rotatable Bonds 13

Van der Waals Molecular Volume 392.46

Topological Polar Surface Area 83.47

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 5

logP 4.32

Molar Refractivity 103.25

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Created at

10th Dec 2024

Updated at