Introduction：Basic information about CAS 55297-87-5|Falcarindiol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Falcarindiol |
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| CAS Number | 55297-87-5 | Molecular Weight | 260.371 |
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| Density | 1.0±0.1 g/cm3 | Boiling Point | 408.2±45.0 °C at 760 mmHg |
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| Molecular Formula | C17H24O2 | Melting Point | / |
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| MSDS | / | Flash Point | 184.7±23.3 °C |
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Names
| Name | Heptadeca-1,9-dien-4,6-diyne-3,8-diol |
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| Synonym | More Synonyms |
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Falcarindiol BiologicalActivity
| Description | Falcarindiol, an orally active polyacetylenic oxylipin, activates PPARγ and increases the expression of the cholesterol transporter ABCA1 in cells. Falcarindiol induces apoptosis and autophagy. Falcarindiol has anti-inflammatory, antifungal, anticancer and antidiabetic properties[1][2]. |
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| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerResearch Areas >>InfectionSignaling Pathways >>Autophagy >>AutophagySignaling Pathways >>Cell Cycle/DNA Damage >>PPARResearch Areas >>Inflammation/ImmunologyResearch Areas >>Metabolic Disease |
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| Target | PPARγ |
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| In Vitro | Falcarindiol (3, 6, 12, 24 µM; for 24 hours) significantly decreases cell viability of MDA-MB-231 and MDA-MB-468 cells. Cell viability of MCF-10A cells is unchanged until the dose of Falcarindiol reaches to 24 uM. Falcarindiol preferentially induces cell death in breast cancer cells[1]. Falcarindiol (6 uM; for 2 hours) induces autophagy and causes significant level of LC3-I converted to LC3-II in MDA-MB-231, MDA-MB-468 and SKBR3 cells[1]. Falcarindiol (6 uM; for 2, 4, 8, 24 hours) increases the level of GRP78 in MDA-MB-231 cells in dose- and time-dependent manner[1]. Falcarindiol (1-20 µM) has no effect on hMSCs and HT-29 cell viability. Falcarindiol with only concentrations above 50 µM exhibits a toxic effect on the cells[2]. Falcarindiol (5 µM; 10 min, 1 h and 24 h) causes a significant upregulation on PPARγ2 expression at 24 h[2]. |
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| In Vivo | Falcarindiol (7 µg/g; diet) increases ABCA1 expression in neoplastic tissue in five weeks old male rats[2]. |
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| References | [1]. Tingting Lu, et al. Autophagy contributes to falcarindiol-induced cell death in breast cancer cells with enhanced endoplasmic reticulum stress. PLoS One. 2017 Apr 25;12(4):e0176348. [2]. Camilla Bertel Andersen, et al. Falcarindiol Purified From Carrots Leads to Elevated Levels of Lipid Droplets and Upregulation of Peroxisome Proliferator-Activated Receptor-γ Gene Expression in Cellular Models. Front Pharmacol. 2020 Aug 28;11:565524. |
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Chemical & Physical Properties
| Density | 1.0±0.1 g/cm3 |
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| Boiling Point | 408.2±45.0 °C at 760 mmHg |
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| Molecular Formula | C17H24O2 |
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| Molecular Weight | 260.371 |
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| Flash Point | 184.7±23.3 °C |
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| Exact Mass | 260.177643 |
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| PSA | 40.46000 |
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| LogP | 6.32 |
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| Vapour Pressure | 0.0±2.2 mmHg at 25°C |
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| Index of Refraction | 1.524 |
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| InChIKey | QWCNQXNAFCBLLV-ONPHEMOESA-N |
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| SMILES | C=CC(O)C#CC#CC(O)C=CCCCCCCC |
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| Storage condition | 2-8C |
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Synonyms
| Falcarindiol |
| 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3R,8S,9Z)- |
| (3R,8S,9Z)-Heptadeca-1,9-diene-4,6-diyne-3,8-diol |
| [R-[R*,S*-(Z)]]-19-Heptadecadiene-4,6-diyne-3,8-diol |
| (3R,8S,9Z)-1,9-Heptadecadiene-4,6-diyne-3,8-diol |
