furanodiene
(Z,E)-8,12-epoxygermacra-1(10),4,7,11-tetraene
Identification
| Name | furanodiene |
| IUPAC | (5Z,9Z)-3,6,10-trimethyl-4,7,8,11-tetrahydrocyclodeca[b]furan |
| CAS Number | 19912-61-9 |
| FDA UNII | G0AFT38FJ7 |
| Molecular Formula | C15 H20 O |
| Molecular Weight | 216.32360000 |
| Nikkaji Number | J19.859E |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 305.00 to 307.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.001000 mmHg @ 25.00 °C. (est) |
| Flash Point | 279.00 °F. TCC ( 137.22 °C. ) |
| logP (o/w) | 5.369 (est) |
| Soluble in | water, 0.1005 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for furanodiene usage levels up to | not for fragrance use. |
| Recommendation for furanodiene flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
(Z,E)-8,12-
epoxygermacra-1(10),4,7,11-tetraene
(5E,9Z)-4,7,8,11-
tetrahydro-3,6,10-trimethyl cyclodeca(b)furan
(5Z,9Z)-3,6,10-
trimethyl-4,7,8,11-tetrahydrocyclodeca[b]furan
PubMed:
Cytotoxic Constituents from the Rhizomes of Curcuma zedoaria.
PubMed:
Furanodiene, a natural small molecule suppresses metastatic breast cancer cell migration and invasion in vitro.
PubMed:
[Transport of PLGA nanoparticles across caco-2/HT29-MTX co-cultured cells].
PubMed:
Effects of furanodiene on 95-D lung cancer cells: apoptosis, autophagy and G1 phase cell cycle arrest.
PubMed:
Characterization of in vivo and in vitro metabolites of furanodiene in rats by high performance liquid chromatography-electrospray ionization mass spectrometry and nuclear magnetic resonance spectra.
PubMed:
Impact of fixed-dose combination of germacrone, curdione, and furanodiene on breast cancer cell proliferation.
PubMed:
Curcumin-free turmeric exhibits anti-inflammatory and anticancer activities: Identification of novel components of turmeric.
PubMed:
GC/MS analysis of high-performance liquid chromatography fractions from Sophora flavescens and Torilis japonica extracts and their in vitro anti-neosporal effects on Neospora caninum.
PubMed:
2-Bromo-1,6,6-trimethyl-6,7,8,9-tetra-hydro-phenanthro[1,2-b]furan-10,11-dione.
PubMed:
Pharmacokinetics and tissue distribution of furanodiene W/O/W multiple emulsions in rats by a fast and sensitive HPLC-APCI-MS/MS method.
PubMed:
Furanodiene presents synergistic anti-proliferative activity with paclitaxel via altering cell cycle and integrin signaling in 95-D lung cancer cells.
PubMed:
In vitro biological activity of essential oils and isolated furanosesquiterpenes from the neglected vegetable Smyrnium olusatrum L. (Apiaceae).
PubMed:
Simultaneous determination of multiple sesquiterpenes in Curcuma wenyujin herbal medicines and related products with one single reference standard.
PubMed:
Furanodien-6-one from Commiphora erythraea inhibits the NF-κB signalling and attenuates LPS-induced neuroinflammation.
PubMed:
Furanodiene induces endoplasmic reticulum stress and presents antiproliferative activities in lung cancer cells.
PubMed:
Furanodiene, a natural product, inhibits breast cancer growth both in vitro and in vivo.
PubMed:
Analysis of volatile components in Curcuma rhizome by microemulsion electrokinetic chromatography.
PubMed:
Anti-cancer properties of terpenoids isolated from Rhizoma Curcumae--a review.
PubMed:
Furanodiene enhances tamoxifen-induced growth inhibitory activity of ERa-positive breast cancer cells in a PPARγ independent manner.
PubMed:
A sensitive method for determination of furanodiene in rat plasma using liquid chromatography/tandem mass spectrometry and its application to a pharmacokinetic study.
PubMed:
Anti-angiogenic effect of furanodiene on HUVECs in vitro and on zebrafish in vivo.
PubMed:
Anti-tumor potential of ethanol extract of Curcuma phaeocaulis Valeton against breast cancer cells.
PubMed:
Free radical scavenging activity and characterization of sesquiterpenoids in four species of Curcuma using a TLC bioautography assay and GC-MS analysis.
PubMed:
[HPLC determination of six components in zedoary turmeric oil and its related injections].
PubMed:
Potential anti-cancer activities of Furanodiene, a Sesquiterpene from Curcuma wenyujin.
PubMed:
Induction of apoptosis by furanodiene in HL60 leukemia cells through activation of TNFR1 signaling pathway.
PubMed:
Sesquiterpenes from Curcuma comosa.
PubMed:
Furanodiene induces G2/M cell cycle arrest and apoptosis through MAPK signaling and mitochondria-caspase pathway in human hepatocellular carcinoma cells.
PubMed:
Simultaneous determination of 11 characteristic components in three species of Curcuma rhizomes using pressurized liquid extraction and high-performance liquid chromatography.
PubMed:
Anti-inflammatory sesquiterpenes from Curcuma zedoaria.
PubMed:
Optimization of GC-MS conditions based on resolution and stability of analytes for simultaneous determination of nine sesquiterpenoids in three species of Curcuma rhizomes.
PubMed:
Identification and quantitation of eleven sesquiterpenes in three species of Curcuma rhizomes by pressurized liquid extraction and gas chromatography-mass spectrometry.
PubMed:
Irritant potential of some constituents from oleo-gum-resin of Commiphora myrrha.
PubMed:
Medicinal foodstuffs. XXIX. Potent protective effects of sesquiterpenes and curcumin from Zedoariae Rhizoma on liver injury induced by D-galactosamine/lipopolysaccharide or tumor necrosis factor-alpha.
PubMed:
Essential oil composition of smyrnium olusatrum.
PubMed:
Identification and quantitative determination of furanodiene, a heat-sensitive compound, in essential oil by 13C-NMR.
PubMed:
Chemical variability of the volatile metabolites from the Caribbean corals of the genus Gorgonia.
PubMed:
Local anaesthetic, antibacterial and antifungal properties of sesquiterpenes from myrrh.
PubMed:
Inhibitory effect and action mechanism of sesquiterpenes from Zedoariae Rhizoma on D-galactosamine/lipopolysaccharide-induced liver injury.
PubMed:
A pyrazoline derivative of eunicin acetate.
PubMed:
Constituents of essential oil of Commiphora guidotti.
PubMed:
[Constituents of the essential oil of myrrh].