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

Name: 11-Keto-9(E),12(E)-octadecadienoic acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

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

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Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

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

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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

Appearance

Light Brown Oily Matter

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

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