Name | (-)-isolongifolene |
Synonyms | Isolongifolene (-)-Isolongifoline ISOLONGIFOLENE(SG) (-)-isolongifolene (2s)-1,3,4,5,6,7-hexahydro-1,1,5,5 (2s)-2h-1,3,4,5,6,7-hexahydro-1,1,5,5-tetramethyl-4a-methanonaphthalen 2H-2,4a-Methanonaphthalene, 1,3,4,5,6,7-hexahydro-1,1,5,5-tetramethyl- (2s)-1,3,4,5,6,7-hexahydro-1,1,5,5-tetramethyl-2h-2,4a-methanonaphthalene C15 H24, 2H-2,4a-Methanonaphthalene, 1,3,4,5,6,7-hexahydro-1,1,5,5-tetramethyl-, (2S)- |
CAS | 1135-66-6 |
EINECS | 214-494-2 |
InChI | InChI=1/C15H24/c1-13(2)8-5-6-12-14(3,4)11-7-9-15(12,13)10-11/h6,11H,5,7-10H2,1-4H3/t11-,15?/m0/s1 |
Molecular Formula | C15H24 |
Molar Mass | 204.35 |
Density | 0.930g/mLat 20°C(lit.) |
Boling Point | 255-256°C |
Specific Rotation(α) | [α]20/D −138±2°, c = 1% in ethanol |
Flash Point | 49°C |
Water Solubility | 59.998μg/L at 25℃ |
Vapor Presure | 5.49Pa at 25℃ |
Appearance | Colorless or light yellow liquid |
BRN | 2207559 |
Storage Condition | 2-8°C |
Refractive Index | n20/D 1.499 |
MDL | MFCD00042616 |
Use | It is the main raw material for the production of synthetic spices with the aroma of wood, and |
Risk Codes | 10 - Flammable |
UN IDs | UN 2319 3/PG 3 |
WGK Germany | 3 |
Hazard Class | 3.2 |
Packing Group | III |
LogP | 5.77 at 25℃ |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Biological activity | Isolongifolene ((-)-Isolongifolene) is a tricyclic sesquiterpene separated from Murraya koenigii. Isolongifolene attenuated rotenone-induced oxidative stress, mitochondrial dysfunction and apoptosis by modulating the P13K/AKT/GSK-3β signaling pathway. Isolongifolene has antioxidant, anti-inflammatory, anti-cancer and neuroprotective properties. |
Cell Line: | SH-SY5Y neuroblastoma cells SH-SY5Y neuroblastoma cells SH-SY5Y neuroblastoma cells |
Concentration: | 0 μM, 1 μM, 2.5 μM, 5 μM, 10 μM, 20 μM and 50 µM 10 µM 10 µM |
Incubation Time: | 26 hours 26 hours 26 hours |
Result: | Significantly alleviated Rotenone-induced cytotoxicity in SH-SY5Y cells. Attenuated Rotenone-induced apoptosis in SH-SY5Y cells. Attenuated rotenone induced toxicity by down-regulating Bax, caspases-3, 6, 8 and 9 expression and up-regulating of Bcl-2 expression. Prevented the rotenone-induced decreased phosphorylation of GSK-3β. |
use | is the main raw material for the manufacture of synthetic spices isophyllanone and isophyllate with woody aroma |