Structure Database (LMSD)

Common Name
9Z-traumatiin
Systematic Name
12-oxo-9Z-dodecenoic acid
Synonyms
LM ID
LMFA01060167
Formula
Exact Mass
Calculate m/z
212.141245
Sum Composition
Status
Curated

Classification

Biological Context

12-oxo-9(Z)-Dodecenoic acid is an ω-oxoacid and a metabolite of the ω-6 PUFA linoleic acid and the ω-3 PUFA α-linolenic acid .1 It is formed from these PUFAs via lipoxygenase-produced 13-hydroperoxy intermediates by hydroperoxide lyase in plants. 12-oxo-9(Z)-Dodecenoic acid (100 µM) is active against the plant pathogenic oomycete P. parasitica.2

This information has been provided by Cayman Chemical

References

2. Vick, B.A., and Zimmerman, D.C. Oxidative systems for modification of fatty acids: The lipoxygenase pathway. The biochemistry of plants: A comprehensive treatise 9, 53-90 (1987).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Psidium guajava (#120290)
Magnoliopsida (#3398)
The "heterolytic hydroperoxide lyase" is an isomerase producing a short-lived fatty acid hemiacetal.,
Biochim Biophys Acta, 2004
Pubmed ID: 14984738

String Representations

InChiKey (Click to copy)
KIHXTOVLSZRTHJ-ALCCZGGFSA-N
InChi (Click to copy)
InChI=1S/C12H20O3/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h5,7,11H,1-4,6,8-10H2,(H,14,15)/b7-5-
SMILES (Click to copy)
C(CCCCCCC/C=C\CC=O)(=O)O

Other Databases

KEGG ID
CHEBI ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 15
Rings 0
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 234.61
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 2.95
Molar Refractivity 59.78

Admin

Created at
-
Updated at
2nd Jan 2025