Name: (±)9(10)-DiHOME
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HIT ID:HIT218832649
Cas No:
Common Name:(±)9(10)-DiHOME
alias:Leukotoxin diol
IUPAC:9,10-dihydroxyoctadec-12-enoic acid
IUPAC:9,10-dihydroxyoctadec-12-enoic acid
InChIKey:XEBKSQSGNGRGDW-UHFFFAOYSA-N

Molecular Formula:C18H34O4
Molecular Weight:314.466
Hydrogen Bond Donor (HBD):
Hydrogen Bond Acceptor (HBA):
LogP:
SMILES:CCCCCC=CCC(O)C(O)CCCCCCCC(O)=O
SMILES:CCCCCC=CCC(O)C(O)CCCCCCCC(O)=O

(±)9(10)-DiHOME, the diol derivative of (±)9(10)-EpOME—a cytochrome P450-derived epoxide of linoleic acid also known as leukotoxin—is formed through the action of soluble epoxide hydrolase (sEH) in neutrophils. It exhibits toxicity towards Sf21 cells expressing sEH as well as tolacZ-expressing control cells, differing from leukotoxin which only harms sEH-containing cells. Furthermore, combined exposure to 9(10)- and 12(13)-DiHOME leads to cell death in rabbit renal proximal tubule cells by disrupting mitochondrial respiration, and causes lung injury, respiratory distress, and mortality in mice, highlighting its role as a toxic lipid mediator. Specifically, 9(10)-DiHOME has been associated with acute respiratory distress syndrome (ARDS), a severe and often deadly complication in patients with major burns. Elevated levels of this compound have been detected in the bronchoalveolar lavage fluid (BALF) of women, but not men, with chronic obstructive pulmonary disease (COPD), and its levels are also increased in patients with allergic asthma, indicating its significance in respiratory conditions.

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