CAS 29623-28-7|13S-hydroxyoctadecadienoic acid
| Common Name | 13S-hydroxyoctadecadienoic acid | ||
|---|---|---|---|
| CAS Number | 29623-28-7 | Molecular Weight | 296.445 |
| Density | 1.0±0.1 g/cm3 | Boiling Point | 422.7±20.0 °C at 760 mmHg |
| Molecular Formula | C18H32O3 | Melting Point | / |
| MSDS | USA | Flash Point | 223.6±18.3 °C |
| Symbol | GHS02, GHS07 | Signal Word | Danger |
Names
| Name | 13(s)-hode |
|---|---|
| Synonym | More Synonyms |
13S-hydroxyoctadecadienoic acid BiologicalActivity
| Description | (S)-Coriolic acid (13(S)-HODE), the product of 15-lipoxygenase (15-LOX) metabolism of linoleic acid, functions as the endogenous ligand to activate PPARγ. (S)-Coriolic acid is an important intracellular signal agent and is involved in cell proliferation and differentiation in various biological systems. (S)-Coriolic acid induces mitochondrial dysfunction and airway epithelial injury[1][2][3]. |
|---|---|
| Related Catalog | Research Areas >>CancerSignaling Pathways >>Cell Cycle/DNA Damage >>PPARResearch Areas >>Inflammation/Immunology |
| In Vitro | (S)-Coriolic acid (25μM) causes mitochondrial structural alterations and injury in bronchial epithelium[2]. (S)-Coriolic acid (30 nM; 6 hours; E-FABP-/- keratinocytes) induces K1 expression through NF-κB activation. (S)-Coriolic acid increases the phosphorylation of IκBαat serine 32, which induces IκB degradation and thereby activates NF-κB. (S)-Coriolic acid also increases the phosphorylation of Ikkinase-bat tyrosine 199, which promotes IκBα phosphorylation and subsequent NF-kB activation[3]. |
| 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. |
| References | [1]. Yuan H, et al. 15-Lipoxygenases and its metabolites 15(S)-HETE and 13(S)-HODE in the development of non-small cell lung cancer. Thorax. 2010;65(4):321-326. [2]. Mabalirajan U, et al. Linoleic acid metabolite drives severe asthma by causing airway epithelial injury. Sci Rep. 2013;3:1349. [3]. Ogawa E, et al. Epidermal FABP (FABP5) regulates keratinocyte differentiation by 13(S)-HODE-mediated activation of the NF-κB signaling pathway. J Invest Dermatol. 2011;131(3):604-612. [4]. Yuan H, et al. 15-Lipoxygenases and its metabolites 15(S)-HETE and 13(S)-HODE in the development of non-small cell lung cancer. Thorax. 2010;65(4):321-326. |
Chemical & Physical Properties
| Density | 1.0±0.1 g/cm3 |
|---|---|
| Boiling Point | 422.7±20.0 °C at 760 mmHg |
| Molecular Formula | C18H32O3 |
| Molecular Weight | 296.445 |
| Flash Point | 223.6±18.3 °C |
| Exact Mass | 296.235138 |
| PSA | 57.53000 |
| LogP | 5.32 |
| Vapour Pressure | 0.0±2.3 mmHg at 25°C |
| Index of Refraction | 1.492 |
| InChIKey | HNICUWMFWZBIFP-IRQZEAMPSA-N |
| SMILES | CCCCCC(O)C=CC=CCCCCCCCC(=O)O |
Safety Information
| Symbol | GHS02, GHS07 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H225-H319 |
| Precautionary Statements | P210-P280-P305 + P351 + P338-P337 + P313-P403 + P235 |
| Hazard Codes | F: Flammable; |
| Risk Phrases | 11 |
| RIDADR | UN 1170 3/PG 2 |
| HS Code | 2918199090 |
Customs
| HS Code | 2918199090 |
|---|---|
| Summary | 2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0% |
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Synonyms
| (9Z,11E,13S)-13-hydroxyoctadeca-9,11-dienoic acid |
| 13-Hydroxy-9c,11t-octadecadienoic acid |
| (9Z,11E,13S)-13-Hydroxy-9,11-octadecadienoic acid |
| 13(S)-HYDROXYOCTADECA-9Z,11E-DIENOIC ACID |
| (13S,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid |
| 9,11-Octadecadienoic acid, 13-hydroxy-, (9Z,11E,13S)- |
| 13(S)-HODE |
