ISOALANTOACTONE
isoalantolactone
CAS: 470-17-7
Molecular Formula: C15H20O2
ISOALANTOACTONE - Names and Identifiers
| Name | isoalantolactone |
| Synonyms | ISOHELENIN ISOALANTOACTONE isoalantolactone ISOALANTOLACTONE Naphtho[2,3-b]furan-2(3H)-one,decahydro-8a- methyl-3,5-bis(methylene)-,(3aR,4aS,8aR,9aR)- 11(13)-dien-12-oicacid,8-beta-hydroxy-eudesma-4(14gamma-lactone (3ar,4as,8ar,9ar)-8a-methyl-3,5-dimethylene-decahydro-naphtho[2,3-b]furan-2-one (3aR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylidenedecahydronaphtho[2,3-b]furan-2(3H)-one (3aR)-3aα,4,4aα,5,6,7,8,8a,9,9aα-Decahydro-3,5-bismethylene-8aβ-methylnaphtho[2,3-b]furan-2(3H)-one |
| CAS | 470-17-7 |
| InChI | InChI=1/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h11-13H,1-2,4-8H2,3H3/t11-,12+,13-,15-/m1/s1 |
ISOALANTOACTONE - Physico-chemical Properties
| Molecular Formula | C15H20O2 |
| Molar Mass | 232.32 |
| Density | 1.07±0.1 g/cm3(Predicted) |
| Melting Point | 115℃ |
| Boling Point | 364.9±42.0 °C(Predicted) |
| Specific Rotation(α) | +172 (CHCl3) |
| Flash Point | 152.7°C |
| Solubility | Soluble in ethanol, ether, benzene and chloroform, insoluble in water. |
| Vapor Presure | 1.63E-05mmHg at 25°C |
| Appearance | Colorless needle crystal (acetone) |
| Color | White |
| Storage Condition | 2-8°C |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. |
| Refractive Index | 1.527 |
| MDL | MFCD08689940 |
| Physical and Chemical Properties | White granular crystals, soluble in ethanol, diethyl ether, benzene and chloroform, slightly soluble in petroleum ether, insoluble in water, derived from Tibetan wood flavor, Earwood flavor, Earwood flavor Inula grandis, Xanthium canadenes, Canada, saussurea lappa. Aucklandia lappa], genusana lnula helenium, imula rotunda robleana, racemose genusana lnula racemosa. |
| In vitro study | Isoalantolactone exhibits good cytotoxic activity against the K562 human leukaemia cell line (IC 50 =1.2 μM) . The cytotoxic effect of Isoalantolactone on pancreatic carcinoma is evaluated using PANC-1, BxPC3 and HPAC cell lines. Treatment with Isoalantolactone for 24 h inhibits PANC-1 cell growth in a dose-dependent manner. The inhibition rate is above 90% at 80 µM and the concentration to achieve 50% growth inhibition (IC 50 ) is 40 µM. A similar trend in loss of cell viability is observed in BxPC3 and HPAC cells on Isoalantolactone treatment with IC 50 values 43 and 48 µM respectively. Pretreatment with 3 mM N-Acetyl Cysteine (NAC), a specific ROS scavenger, restores the viability of cells indicating that Isoalantolactone exerts cytotoxic effect on cell viability through ROS generation. |
| In vivo study | The acute and chronic toxic effects of Isoalantolactone in CD1 mice are assessed by measuring the changes in body weight, blood biochemistry and histopathology of liver and kidneys in comparison with control groups. Isoalantolactone is well tolerated by mice and no mortality or any sign of pharmacotoxicity are found at a dose of 100 mg/kg during both experimental periods (7 & 30 days). Body weight gains and food consumption are comparable for control and treated mice during both experimental periods and there were no drug-related changes in histopathological and blood biochemistry parameters. The histopathological changes in liver and kidneys are assessed using hematoxylin and eosin staining and correlated with liver and renal function biomarkers. No obvious morphological changes are observed in liver and kidney structures of control and treatment groups. There is a slight increase in serum alanine aminotransferase (ALT) and aspartate aminotransferase (AST) level of treatment group at dose day 7 but this increase is not significantly different (P<0.05) from control group. A significant increase in total bilirubin (TBIL) concentration is found in treatment group (1.43±0.26 vs 0.76±0.12 in control, P<0.05) at dose day 7. Similarly the changes in renal function biomarkers are not significantly different (P<0.05) in the serum of control and treatment groups at dose day 7. The concentration of creatinine (Cr) slightly increases whereas concentration of blood urea nitrogen (BUN) slightly decreases in treatment group. The serum level of AST, ALT, TBIL and BUN slightly decreases when mice are injected with Isoalantolactone at a dose of 100 mg/kg for 30 days. |
ISOALANTOACTONE - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 40 - Limited evidence of a carcinogenic effect |
| Safety Description | S22 - Do not breathe dust. S36 - Wear suitable protective clothing. |
| HS Code | 29322090 |
ISOALANTOACTONE - Reference
| Reference Show more | 1. [IF=6.762] Caiping Tian et al."Multiplexed Thiol Reactivity Profiling for Target Discovery of Electrophilic Natural Products."Cell Chem Biol. 2017 Nov;24:1416 |
ISOALANTOACTONE - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| Biological activity | Isobalactone is an alkylating agent used as an inducer of apoptosis (apoptosis). |
| use | iso-alactone has deworming and antibacterial effects. |
Last Update：2024-04-09 21:04:16
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View History
ISOALANTOACTONE
5-[(2-METHYLPROPAN-2-YL)OXYCARBONYL]PYRIDIN-3-YL]BORONIC ACID
Benzenesulfonamide, 2,4,5-trimethyl- (7CI,9CI)
5-[(2-METHYLPROPAN-2-YL)OXYCARBONYL]PYRIDIN-3-YL]BORONIC ACID
Benzenesulfonamide, 2,4,5-trimethyl- (7CI,9CI)