| Identification | Back Directory | [Name]
13(S)-HYDROXYOCTADECA-9Z,11E-DIENOIC ACID | [CAS]
29623-28-7 | [Synonyms]
13(S)-HOD
13(S)-HODE
(S)-Coriolic acid
HNICUWMFWZBIFP-IRQZEAMPSA-N
13-Hydroxy-9c,11t-octadecadienoic acid
13(S)-HYDROXYOCTADECA-9Z,11E-DIENOIC ACID
13(S)-HYDROXY-9(Z),11(E)-OCTADECADIENOIC ACID
(13S,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid
(9Z,11E,13S)-13-Hydroxy-9,11-octadecadienoic acid
13(S)-Hydroxyoctadeca-9Z,11E-dienoic acid (13-HODE) | [EINECS(EC#)]
200-578-6 | [Molecular Formula]
C18H32O3 | [MDL Number]
MFCD00065833 | [MOL File]
29623-28-7.mol | [Molecular Weight]
296.44 |
| Chemical Properties | Back Directory | [Boiling point ]
422.7±20.0 °C(Predicted) | [density ]
0.970±0.06 g/cm3(Predicted) | [Fp ]
14 °C | [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 ]
Clear to light-yellow liquid. | [pka]
4.78±0.10(Predicted) | [color ]
Colorless to light yellow | [InChI]
1S/C18H32O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15,17,19H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+/t17-/m0/s1 | [InChIKey]
HNICUWMFWZBIFP-IRQZEAMPSA-N | [SMILES]
CCCCC[C@H](O)\C=C\C=C/CCCCCCCC(O)=O |
| Safety Data | Back Directory | [Hazard Codes ]
F | [Risk Statements ]
11 | [Safety Statements ]
7-16 | [RIDADR ]
UN 1170 3/PG 2 | [WGK Germany ]
3 | [HazardClass ]
3 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Eye Irrit. 2
Flam. Liq. 2 |
| Hazard Information | Back Directory | [Uses]
13(S)-HODE is an inhibitor of tumor cell adhesion in endothelium tissue. 13(S)-HODE is also used to activate GPR132 which may affect autoimmune function and lymph organ size. | [Definition]
ChEBI: An HODE (hydroxyoctadecadienoic acid) in which the double bonds are at positions 9 and 11 (E and Z geometry, respectively) and the hydroxy group is at position 13 (with S-configuration). | [Biological Activity]
Expression of 15-lipoxygenase-1 (15-LOX-1) and its main product13(S)-HODEare decreased in human colorectal and esophageal cancers. Certain non-steroidal anti-inflammatory drugs (NSAIDs) can induce apoptosis in human colon cancer cells by increased expression of 15-LOX-1which down-regulates PPAR-delta through 13-HODE. ''PPARγ agonist | [in vivo]
(S)-Coriolic acid (0-0.6 mg per mouse; Intranasally once a day for 3 consecutive days) causes severe airway dysfunction, airway neutrophilia, mitochondrial dysfunction and epithelial injury[2]. | Animal Model: | BALB/c mice (6-8 weeks)[2] | | Dosage: | 0-0.6 mg per mouse | | Administration: | Intranasally once a day for 3 consecutive days | | Result: | BALB/c mice developed features of mitochondrial dysfunction such as reduction in mitochondrial membrane potential, reduction in complex IV activity in lung mitochondria, and increase in the levels of cytochrome c in lung cytosol.
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Alfa Chemistry
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