11-Keto-9(E),12(E)-octadecadienoic acid

11-Keto-9(E),12(E)-octadecadienoic acid

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Category Others
Catalog number BBF-01537
CAS
Molecular Weight 294.43
Molecular Formula C18H30O3

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Description

11-Keto-9(E),12(E)-octadecadienoic acid is originally isolated from Trichoderma sp. F5594. It can enhance the fibrinolytic activity of endothelial cells.

Specification

IUPAC Name (9E,12E)-11-oxooctadeca-9,12-dienoic acid
Canonical SMILES CCCCCC=CC(=O)C=CCCCCCCCC(=O)O
InChI InChI=1S/C18H30O3/c1-2-3-4-8-11-14-17(19)15-12-9-6-5-7-10-13-16-18(20)21/h11-12,14-15H,2-10,13,16H2,1H3,(H,20,21)/b14-11+,15-12+
InChI Key PQDJTTDGUJFDQI-LCPPQYOVSA-N

Properties

Appearance Light Brown Oily Matter

Reference Reading

1. Inhibition of plasminogen activator inhibitor-1 by 11-keto-9(E),12(E)-octadecadienoic acid, a novel fatty acid produced by Trichoderma sp
T Chikanishi, C Shinohara, T Kikuchi, A Endo, K Hasumi J Antibiot (Tokyo). 1999 Sep;52(9):797-802. doi: 10.7164/antibiotics.52.797.
We have recently found a novel fatty acid, 11-keto-9(E),12(E)-octadecadienoic acid (KOD), that enhances fibrinolytic activity of endothelial cells. The mechanism of action of KOD has been investigated. KOD increased 2-fold the plasmin activity of bovine aortic endothelial cells at 250 microM. The stimulation was dependent on plasminogen and was inhibited by anti-urokinase, whereas KOD did not enhance the urokinase-catalyzed plasminogen activation and the resulting plasmin activity in a cell-free system. Neither the production of urokinase nor the conversion of pro-urokinase to the active, two-chain form was elevated by KOD, but it decreased plasminogen activator inhibitor-1 (PAI-1) activity of cells and inactivated PAI-1 irreversibly in a purified system. These results demonstrated that the KOD enhancement of endothelial fibrinolytic activity was mediated, at least in part, by inactivation of PAI-1.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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