CAS Number546-43-0
Synonyms8b-Hydroxy-4aH-eudesm-5-en-12-oic Acid g-Lactone; Inula camphor; ALLANTOLACTONE; MFCD00046915; Helenin; HELENINE; ALANTOLACTONE; Elecampane camphor; ALANTOLACETONE; Eupatal; EINECS 208-899-3; (3aR,5S,8aR,9aR)-5,8a-Dimethyl-3-methylene-3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(3H)-one; Alant camphor
Molecular FormulaC15H20O2
Molecular Weight232.32
Purity≥98 (HPLC)%
Density1.1±0.1 g/cm3
Boiling Point275.0±0.0 °C at 760 mmHg
Melting Point78-79ºC
Appearancepowder
EINECS208-899-3
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 546-43-0 |
| Catalog No. | 2A-9022795 |
| Chinese Name | 土木香内酯 |
| Synonyms | 8b-Hydroxy-4aH-eudesm-5-en-12-oic Acid g-Lactone; Inula camphor; ALLANTOLACTONE; MFCD00046915; Helenin; HELENINE; ALANTOLACTONE; Elecampane camphor; ALANTOLACETONE; Eupatal; EINECS 208-899-3; (3aR,5S,8aR,9aR)-5,8a-Dimethyl-3-methylene-3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(3H)-one; Alant camphor |
| Molecular Formula | C15H20O2 |
| Molecular Weight | 232.32 |
| Purity | ≥98 (HPLC) |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 275.0±0.0 °C at 760 mmHg |
| Melting Point | 78-79ºC |
| Appearance | powder |
| Storage Condition | ?20°C |
| Application | Alantolactone is a selective inhibitor of STAT3 and has anti-tumor activity. |
| EINECS | 208-899-3 |
| HTC | 2932209090 |
| PubChem ID | 329825410 |
| MDL Number | MFCD00274568 |
| SMILES | C[C@H]1CCC[C@]2(C)C[C@H]3OC(=O)C(=C)[C@H]3C=C12 |
| InChI | 1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h7,9,11,13H,2,4-6,8H2,1,3H3/t9-,11+,13+,15+/m0/s1 |
| InChI Key | PXOYOCNNSUAQNS-AGNJHWRGSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 51111800 |
| Hazard Symbols | Transport |
| MSDS | msds/22795_1_546_43_0.pdf |
| Bioactivity | Alantolactone is a selective STAT3 inhibitor, with potent anticancer activity. Related Catalog Natural Products >> Terpenoids and Glycosides Research Areas >> Cancer Target STAT3 In Vitro Alantolactone induces apoptosis in HepG2 cells in a dose-dependent manner. This Alantolactone-induced apoptosis is found to be associated with GSH depletion, inhibition of STAT3 activation, ROS generation, mitochondrial transmembrane potential dissipation, and increased Bax/Bcl-2 ratio and caspase-3 activation[1]. Alantolactone decreases STAT3 translocation to the nucleus, its DNA-binding, and STAT3 target gene expression. Alantolactone significantly inhibits STAT3 activation with a marginal effect on MAPKs and on NF-κB transcription; however, this effect is not mediated by inhibiting STAT3 upstream kinases[2]. In Vivo It is found that the average tumor volume in the Alantolactone-treated mice is approximately 2.17-fold lower compared with that in the control mice. However the administration of Alantolactone does not affect the overall bodyweight during the experimental period, suggesting no apparent toxicity. Additionally, the average tumor weight is significantly lower in the Alantolactone-treated mice compared with the control mice. What's more, the administration of Alantolactone results in a significant decrease in p-STAT3 and cyclin D1 expression in the tumor tissues[2]. Cell Assay Cells are cultured for 24 h before drug treatment in 96 well plates. Cells were treated with Alantolactone (0, 10, 20, 30, 40, 50, and 60 μM) for 12 h and cell viability is measured by MTT assay[1]. Animal Admin Mice[2] Female athymic BALB/c nude mice at the age of 6 weeks are used. MDA-MB-231 cells (5×106 cells/200 μL) are subcutaneously injected into the right flanks of the mice. Ten days after the injection of cells, mice are randomly divided into treatment and control groups (n=5). The animals are administered Alantolactone (2.5 mg/kg of body weight, suspended in DMSO 0.1% v/v, 100 μL i.p. injection) every 2 days, whereas control animals are treated with an equal volume of saline[2]. References [1]. Khan M, et al. Alantolactone induces apoptosis in HepG2 cells through GSH depletion, inhibition of STAT3 activation, and mitochondrial dysfunction. Biomed Res Int. 2013;2013:719858. [2]. Chun J, et al. Alantolactone selectively suppresses STAT3 activation and exhibits potent anticancer activity in MDA-MB-231 cells. Cancer Lett. 2015 Feb 1;357(1):393-403. Chemical & Physical Properties Density 1.1±0.1 g/cm3 Boiling Point 275.0±0.0 °C at 760 mmHg Melting Point 78-79ºC Molecular Formula C15H20O2 Molecular Weight 232.318 Flash Point 111.5±18.2 °C Exact Mass 232.146332 PSA 26.30000 LogP 3.69 Vapour Pressure 0.0±0.5 mmHg at 25°C Index of Refraction 1.534 InChIKey PXOYOCNNSUAQNS-XPGAZNKBSA-N SMILES C=C1C(=O)OC2CC3(C)CCCC(C)C3=CC12 Storage condition ?20°C |
| Use of | Alantolactone is a selective STAT3 inhibitor, with potent anticancer activity. Properties Articles32 Name alantolactone Synonym More Synonyms Alantolactone Biological Activity Description Alantolactone is a selective STAT3 inhibitor, with potent anticancer activity. Related Catalog Natural Products >> Terpenoids and Glycosides Research Areas >> Cancer In Vivo It is found that the average tumor volume in the Alantolactone-treated mice is approximately 2.17-fold lower compared with that in the control mice. However the administration of Alantolactone does not affect the overall bodyweight during the experimental period, suggesting no apparent toxicity. Additionally, the average tumor weight is significantly lower in the Alantolactone-treated mice compared with the control mice. What's more, the administration of Alantolactone results in a significant decrease in p-STAT3 and cyclin D1 expression in the tumor tissues[2]. Cell Assay Cells are cultured for 24 h before drug treatment in 96 well plates. Cells were treated with Alantolactone (0, 10, 20, 30, 40, 50, and 60 μM) for 12 h and cell viability is measured by MTT assay[1]. References Chemical & Physical Properties Molecular Formula C15H20O2 Exact Mass 232.146332 PSA 26.30000 Index of Refraction 1.534 InChIKey PXOYOCNNSUAQNS-XPGAZNKBSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available See reverse side of invoice or packing slip. |
| Related Products in Specialty Chemicals | ||
|---|---|---|
| Calcium formate | 544-17-2 | 2A-9022784 |
| Cycloheptatriene | 544-25-2 | 2A-9022785 |
| Ethyl linoleate | 544-35-4 | 2A-9022786 |
| Dibutyl sulfide | 544-40-1 | 2A-9022787 |
| Uvaol | 545-46-0 | 2A-9022792 |
| Zinc citrate | 546-46-3 | 2A-9022796 |
| Octaphenylcyclotetrasiloxane | 546-56-5 | 2A-9022797 |
| Lead tetraacetate | 546-67-8 | 2A-9022798 |
| Lithium acetate | 546-89-4 | 2A-9022801 |
| Magnesium carbonate | 546-93-0 | 2A-0201823 |
| Browse all Specialty Chemicals products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS