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ChemicalBook--->CAS DataBase List--->29623-28-7

29623-28-7

29623-28-7 Structure

29623-28-7 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Hazard Codes ]

F
[Risk Statements ]

11
[Safety Statements ]

7-16
[RIDADR ]

UN 1170 3/PG 2
[WGK Germany ]

3
[HazardClass ]

3
Hazard InformationBack 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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