55297-87-5

55297-87-5 structure

Name: Falcarindiol
Chemical Name: Heptadeca-1,9-dien-4,6-diyne-3,8-diol
CAS Number: 55297-87-5
Molecular Formula: C₁₇H₂₄O₂
Molecular Weight: 260.371
Catalog: Biochemical Plant extracts
Create Date: 2018-05-12 08:00:00
Modify Date: 2024-01-06 20:05:13
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].

Name	Heptadeca-1,9-dien-4,6-diyne-3,8-diol
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

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].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Infection Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Cell Cycle/DNA Damage >> PPAR Research Areas >> Inflammation/Immunology Research Areas >> Metabolic Disease
Target	PPARγ
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].
In Vivo	Falcarindiol (7 µg/g; diet) increases ABCA1 expression in neoplastic tissue in five weeks old male rats[2].
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.

Density	1.0±0.1 g/cm3
Boiling Point	408.2±45.0 °C at 760 mmHg
Molecular Formula	C₁₇H₂₄O₂
Molecular Weight	260.371
Flash Point	184.7±23.3 °C
Exact Mass	260.177643
PSA	40.46000
LogP	6.32
Vapour Pressure	0.0±2.2 mmHg at 25°C
Index of Refraction	1.524
Storage condition	2-8C

225110-25-8	55297-87-5
64813-10-1	557744-83-9
1158522-08-7	940364-43-2
934240-61-6	134104-43-1
131615-57-1	6906-52-1
1251553-23-7	930439-75-1
1018584-77-4	1375289-11-4