17(S)-HDoHE Property

storage temp. 

Store at -20°C

solubility 

DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): 0.8 mg/ml

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

17(S)-HDoHE Chemical Properties,Usage,Production

Description

17(S)-HDHA is a hydroxy fatty acid formed from docosahexaenoic acid (DHA; ) by 15-lipoxygenase (15-LO) and is a precursor to 17(S)-resolvins.^1,2 17(S)-HDHA inhibits platelet 12-LO (IC₅₀ = 0.4 μM).² It inhibits TNF-α-induced expression of IL1B in a human glial cell line (IC₅₀ = ~0.5 nM).¹ 17(S)-HDHA (100 nM) inhibits NOD-, LRR-, and pyrin domain-containing protein 3 (NLRP3) inflammasome formation induced by homocysteine in podocytes.³

Definition

ChEBI: 17(S)-HDoHE is a polyunsaturated fatty acid that is (4Z,7Z,10Z,13Z,15E,19Z)-docosa-4,7,10,13,15,19-hexaenoic acid carrying a hydroxy substituent at the 17S-position. It is a metabolite of docosahexaenoic acid in human blood and mouse brain, and serves as a precursor to 17(S)-resolvins. It has a role as a mouse metabolite, an animal metabolite and a human xenobiotic metabolite. It is an enantiomer of a 17(R)-HDoHE.

References

1. Hong, S., Gronert, K., Devchand, P.R., et al. Novel docosatrienes and 17S-resolvins generated from docosahexaenoic acid in murine brain, human blood, and glial cells. Autacoids in anti-inflammation J. Biol. Chem. 278(17),14677-14687(2003).
2. Mitchell, P.D., Hallam, C., Hemsley, P.E., et al. Inhibition of platelet 12-lipoxygenase by hydroxy-fatty acids Biochem. Soc. Trans. 12,839-841(1984).
3. Li, G., Chen, Z., Bhat, O.M., et al. NLRP3 inflammasome as a novel target for docosahexaenoic acid metabolites to abrogate glomerular injury J. Lipid Res. 58(6),1080-1090(2017).