(+/-)9-HODE
- CAS No.
- 98524-19-7
- Chemical Name:
- (+/-)9-HODE
- Synonyms
- (10E,12Z)-9-Hydroxy-10,12-octadecadienoic acid;(+/-)9-HODE;(+/-)9-HODE;NPDSHTNEKLQQIJ-ZJHFMPGASA-N;9-Hydroxyoctadecadienoic acid;Oleic Acid Impurity 63 (9-(E,Z)-HODE);(±)9-Hydroxyoctadeca-10E,12Z-dienoic acid;(+/-)-9-HYDROXYOCTADECA-10E,12Z,DIENOIC ACID;(+/-)-9-HYDROXY-10E,12Z-OCTADECADIENOIC ACID;9-Hydroxy-trans-10,cis-12 octadecadienoic acid
- CBNumber:
- CB0441757
- Molecular Formula:
- C18H32O3
- Molecular Weight:
- 296.45
- MDL Number:
- MFCD00065830
- MOL File:
- 98524-19-7.mol
- MSDS File:
- SDS
| Boiling point | 416.1±33.0 °C(Predicted) |
|---|---|
| Density | 0.970±0.06 g/cm3(Predicted) |
| storage temp. | Store at -20°C |
| solubility | DMF: 50 mg/ml; DMSO: 50 mg/ml; Ethanol: 50 mg/ml; PBS pH 7.2: 1 mg/ml |
| form | Clear to light-yellow liquid. |
| pka | 4.78±0.10(Predicted) |
| FDA UNII | XL87KT7C6Z |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() ![]() GHS02,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H225-H319 | |||||||||
| Precautionary statements | P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501 | |||||||||
| NFPA 704 |
|
(+/-)9-HODE price More Price(8)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 38400 | (±)9-HODE ≥98% | 98524-19-7 | 100μg | $160 | 2026-04-30 | Buy |
| Cayman Chemical | 38400 | (±)9-HODE ≥98% | 98524-19-7 | 500μg | $559 | 2026-04-30 | Buy |
| Cayman Chemical | 38400 | (±)9-HODE ≥98% | 98524-19-7 | 1mg | $1038 | 2026-04-30 | Buy |
| aablocks | AA005UI1 | (±)9-HODE ≥98% | 98524-19-7 | 1mg | $1038 | 2026-05-28 | Buy |
| AHH | MT-15414 | (+/-)-9-Hydroxyoctadeca-10E,12Z,dienoic acid 97% | 0.001g | $398 | 2026-05-26 | Buy |
(+/-)9-HODE Chemical Properties, Uses, Production
Description
(±)9-
Uses
(±)9-HODE is one of the two racemic monohydroxy fatty acids resulting from the non-enzymatic oxidation of linoleic acid. Approximately equal proportions of both isomers are found in mitochondrial and plasma membranes of rabbit reticulocytes. Oxidized LDL contains significant amounts of esterified 9- and 13-HpODEs and HODEs.
Uses
(+/-)9-HODE is a distinct product of non-enzymatic linoleic acid oxidation.Also, it is one of the component in rice koji extract (RKE), which activates peroxisome proliferator-activated receptor alpha (PPARα).It is derived from Methyl Linoleate (M265190), which is a common methyl ester produced from soybean or canola oil and methanol. Methyl Linoleate is classified as a biodiesel due to its long methyl chain and is used as a fuel in standard diesel engines.
Definition
ChEBI: 9-HODE is a HODE that consists of (10E,12Z)-octadecadienoic acid with the hydroxy substituent located at position 9. It has a role as a plant metabolite, a human metabolite and a mouse metabolite. It is a conjugate acid of a 9-HODE(1-).
References
[1] HARTMUT KüHN Rainer W Jutta BELKNER. Subcellular distribution of lipoxygenase products in rabbit reticulocyte membranes*[J]. The FEBS journal, 1990, 191 1: 221-227. DOI: 10.1111/j.1432-1033.1990.tb19113.x
[2] H KüHN R W J Belkner. Metabolism of polyenoic fatty acids by rabbit reticulocytes. Intracellular action of the erythroid lipoxygenase on membrane lipids.[J]. Biomedica biochimica acta, 1990, 49 2-3: S25-30.
[3] V A FOLCIK M K C. Predominance of esterified hydroperoxy-linoleic acid in human monocyte-oxidized LDL.[J]. Journal of Lipid Research, 1994, 35 9: 1570-1582.
[4] G KU. Induction of interleukin 1 beta expression from human peripheral blood monocyte-derived macrophages by 9-hydroxyoctadecadienoic acid.[J]. The Journal of Biological Chemistry, 1992, 267 20: 14183-14188.
[5] JIE YANG. Aspirin prevents metastasis by limiting platelet TXA2 suppression of T cell immunity[J]. Nature, 2025, 640 8060: 1052-1061. DOI: 10.1038/s41586-025-08626-7
[6] JAMIE L LAHVIC. Specific oxylipins enhance vertebrate hematopoiesis via the receptor GPR132.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2018, 115 37: 9252-9257. DOI: 10.1073/pnas.1806077115
[7] KATHARINA KERN. The G2A Receptor Controls Polarization of Macrophage by Determining Their Localization Within the Inflamed Tissue.[J]. Frontiers in Immunology, 2018: 2261. DOI: 10.3389/fimmu.2018.02261
[8] SANDRA GOUVEIA-FIGUEIRA. Characterisation of (R)-2-(2-Fluorobiphenyl-4-yl)-N-(3-Methylpyridin-2-yl)Propanamide as a Dual Fatty Acid Amide Hydrolase: Cyclooxygenase Inhibitor.[J]. PLoS ONE, 2015: e0139212. DOI: 10.1371/journal.pone.0139212
[9] ALWENA H MORGAN. Quantitative assays for esterified oxylipins generated by immune cells[J]. Nature Protocols, 2010, 5 12: 1919-1931. DOI: 10.1038/nprot.2010.162
(+/-)9-HODE Preparation Products And Raw materials
Raw materials
Preparation Products
(+/-)9-HODE Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Yichang Zhongyitai Trading Co., Ltd. | 0717-6449896 13886658719 | root@zhongyitai.com | China | 1978 | 58 |
| Sichuan Wei Keqi Biological Technology Co., Ltd. | 028-81700200 18116577057 | 3003855609@qq.com | China | 7717 | 56 |
| Shanghai Macklin Biochemical Co.,Ltd. | 15221275939 15221275939 | shenlinxing@macklin.cn | China | 15775 | 55 |
| Alfa Chemistry | 1-516-6625404 | support@alfa-chemistry.com | United States | 9170 | 60 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Jinan Yaoyan Pharmaceutical Co., Ltd. | jnyaoyan@163.com | China | 3057 | 58 | |
| Shanghai Hongye Biotechnology Co. Ltd | 400-9205774 400-920-5774 | sales@glpbio.cn | China | 6705 | 58 |
| Nanjing Meihao Pharmaceutical Technology Co., Ltd. | meitaochem@126.com | meitaochem@126.com | China | 19087 | 58 |
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