| Identification | Back Directory | [Name]
9(S)-HODE | [CAS]
73543-67-6 | [Synonyms]
9-HOD
9(S)-HOD
9(S)-HODE
9(S)HODE,9(S) HODE
Alpha-dimorphecolic
9(S)-HODE MaxSpecStandard
NPDSHTNEKLQQIJ-UINYOVNOSA-N
9-Hydroxy-10t,12c-octadecadienoic acid
9(S)-HYDROXYOCTADECA-10E,12Z-DIENOIC ACID
9(S)-HYDROXY-10(E),12(Z)-OCTADECADIENOIC ACID
9(S)-Hydroxy-10(E),12(Z)-ociadecadienoic acid
(9S,10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid
[10E,12Z,S,(+)]-9-Hydroxy-10,12-octadecadienoic acid
10,12-Octadecadienoic acid, 9-hydroxy-, (9S,10E,12Z)- | [EINECS(EC#)]
804-144-2 | [Molecular Formula]
C18H32O3 | [MDL Number]
MFCD00065831 | [MOL File]
73543-67-6.mol | [Molecular Weight]
296.44 |
| Chemical Properties | Back Directory | [Boiling point ]
416.1±33.0 °C(Predicted) | [density ]
0.970±0.06 g/cm3(Predicted) | [Fp ]
14℃ | [storage temp. ]
-20°C | [solubility ]
DMF: 50 mg/ml; DMSO: 50 mg/ml; Ethanol: 50 mg/ml; PBS pH 7.2: 1 mg/ml | [form ]
ethanol solution (1 mg/mL) | [pka]
4.78±0.10(Predicted) | [color ]
colorless to light yellow | [InChI]
1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+/t17-/m1/s1 | [InChIKey]
NPDSHTNEKLQQIJ-UINYOVNOSA-N | [SMILES]
CCCCC/C=C\C=C\[C@@H](O)CCCCCCCC(O)=O |
| Safety Data | Back Directory | [Hazard Codes ]
F | [Risk Statements ]
11 | [Safety Statements ]
7-16 | [RIDADR ]
UN1170 - class 3 - PG 2 - Ethanol, solution | [WGK Germany ]
1 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Eye Irrit. 2
Flam. Liq. 2 |
| Hazard Information | Back Directory | [Description]
9(S)-HODE is produced by the lipoxygenation of linoleic acid in both plants and animals. It has been detected in atherosclerotic plaques, as an esterified component of membrane phospholipids and in oxidized LDL particles. | [Uses]
9S-HODE (Alpha-dimorphecolic acid) is an octadecadienoic acid and the main active derivative of linoleic acid, which can reduce the viability of HL-60 cells and induce apoptosis. 9S-HODE is rich in lipid peroxidation (LPO) products and is almost an ideal marker for LPO[1][2]. | [Definition]
ChEBI: A 9-HODE in which the 9-hydroxy group has S-stereochemistry. | [IC 50]
Human Endogenous Metabolite | [References]
[1] Liu S, et al. Linoleic acid derivatives target miR-361-3p/BTG2 to confer anticancer effects in acute myeloid leukemia. J Biochem Mol Toxicol. 2023 Nov;37(11):e23481. DOI:10.1002/jbt.23481
[2] Spiteller P, et al. 9-Hydroxy-10, 12-octadecadienoic acid (9-HODE) and 13-hydroxy-9, 11-octadecadienoic acid (13-HODE): excellent markers for lipid peroxidation[J]. Chemistry and Physics of Lipids, 1997, 89(2): 131-139. |
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