ChemicalBook > CAS DataBase List > (+/-)9-HODE

(+/-)9-HODE

Product Name
(+/-)9-HODE
CAS No.
98524-19-7
Chemical Name
(+/-)9-HODE
Synonyms
(+/-)9-HODE;NPDSHTNEKLQQIJ-ZJHFMPGASA-N;9-Hydroxyoctadecadienoic acid;(±)9-Hydroxyoctadeca-10E,12Z-dienoic acid;(+/-)-9-HYDROXYOCTADECA-10E,12Z,DIENOIC ACID;(+/-)-9-HYDROXY-10E,12Z-OCTADECADIENOIC ACID;(10E,12Z)-9-Hydroxy-10,12-octadecadienoic acid;9-Hydroxy-trans-10,cis-12 octadecadienoic acid;(9R,10E,12Z)-9-hydroxy-10,12-octadecadienoic acid;10,12-Octadecadienoic acid, 9-hydroxy-, (10E,12Z)-
CBNumber
CB0441757
Molecular Formula
C18H32O3
Formula Weight
296.44
MOL File
98524-19-7.mol
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(+/-)9-HODE Property

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)
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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..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
38400
Product name
(±)9-HODE
Purity
≥98%
Packaging
100μg
Price
$144
Updated
2024/03/01
Cayman Chemical
Product number
38400
Product name
(±)9-HODE
Purity
≥98%
Packaging
500μg
Price
$539
Updated
2024/03/01
Cayman Chemical
Product number
38400
Product name
(±)9-HODE
Purity
≥98%
Packaging
1mg
Price
$1006
Updated
2024/03/01
TRC
Product number
H669555
Product name
(+/-)9-HODE
Packaging
100μg
Price
$125
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0163550
Product name
(+/-)-9-HYDROXYOCTADECA-10E,12Z,DIENOIC ACID
Purity
95.00%
Packaging
5MG
Price
$500.89
Updated
2021/12/16
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(+/-)9-HODE Chemical Properties,Usage,Production

Description

(±)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 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

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(+/-)9-HODE Suppliers

China 38 Germany 1 India 1 United Kingdom 1 United States 7 Global 48
3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801 18930552037
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86-21-50328109
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3bsc@sina.com
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China
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15838
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Yichang Zhongyitai Trading Co., Ltd.
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0717-6449896 13886658719
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0717-6558598
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root@zhongyitai.com
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China
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Sichuan Wei Keqi Biological Technology Co., Ltd.
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028-81700200 18116577057
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028-81705658
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3003855609@qq.com
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China
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7778
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Shanghai Macklin Biochemical Co.,Ltd.
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15221275939
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021-50706099
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shenlinxing@macklin.cn
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China
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Alfa Chemistry
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1-516-6625404
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1-516-927-0118
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support@alfa-chemistry.com
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United States
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Shanghai EFE Biological Technology Co., Ltd.
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021-65675885 18964387627
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021-65675885
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info@efebio.com
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China
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58
Jinan Yaoyan Pharmaceutical Co., Ltd.
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Fax
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jnyaoyan@163.com
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China
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Shanghai Hongye Biotechnology Co. Ltd
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400-9205774
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sales@glpbio.cn
Country
China
ProdList
6777
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58
Nanjing Meihao Pharmaceutical Technology Co., Ltd.
Tel
meitaochem@126.com
Email
meitaochem@126.com
Country
China
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19103
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58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354; +17819995354
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marketing@targetmol.com
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United States
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32435
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98524-19-7, (+/-)9-HODERelated Search:

9(R,S)-Hydroperoxy-10(E),12(Z)-octadecadienoic?Acid? (+/-)9-HODE CHOLESTERYL ESTER Hydroxyoctadecadienoic Acid 13(S) (HODE) 13(S)-HODE 9(S)-HODE-D4 13(S)-HODE-BIOTIN 9(S)-HODE CHOLESTERYL ESTER 13(R)-HODE 9(S)-HODE 9(R)-HODE (+/-)9-HODE 9(S)-HPODE 9(R)-HODE CHOLESTERYL ESTER HODE,(+/-)13-HODE 13(S)-HODE-D4 13(R)-HODE CHOLESTERYL ESTER 13(S)-HODE CHOLESTERYL ESTER (+/-)13-HODE CHOLESTERYL ESTER

  • (+/-)9-HODE
  • (+/-)-9-HYDROXY-10E,12Z-OCTADECADIENOIC ACID
  • (+/-)-9-HYDROXYOCTADECA-10E,12Z,DIENOIC ACID
  • (10E,12Z)-9-Hydroxy-10,12-octadecadienoic acid
  • 9-Hydroxyoctadecadienoic acid
  • 9-Hydroxy-trans-10,cis-12 octadecadienoic acid
  • NPDSHTNEKLQQIJ-ZJHFMPGASA-N
  • (±)-9-Hydroxyoctadeca-10E,12Z-dienoic acid (9-HODE)
  • (9R,10E,12Z)-9-hydroxy-10,12-octadecadienoic acid
  • 10,12-Octadecadienoic acid, 9-hydroxy-, (10E,12Z)-
  • (±)9-Hydroxyoctadeca-10E,12Z-dienoic acid
  • 98524-19-7
  • C18H32O3