Introduction:Basic information about Alantolactone CAS 546-43-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Alantolactone Basic information
| Product Name: | Alantolactone |
| Synonyms: | HELENINE;8b-hydroxy-4ah-eudesm-5-en-12-oic acid;ALLANTOLACTONE;ALANTOLACETONE;ALANTOLACTONE;[3ar-(3aa,5b,8ab,9aa)]-3a,5,6,7,8,8a,9,9a-octahydro-5,8a-dimethyl-3-methylenenaphtho-[2,3-b]furan-2(3h)-one;[3aR-(3aalpha,5beta,8abeta,9aalpha)]-3a,5,6,7,8,8a,9,9a-octahydro-5,8a-dimethyl-3-methylenenaphtho[2,3-b]furan-2(3H)-one;Alantolactone (Helenin) |
| CAS: | 546-43-0 |
| MF: | C15H20O2 |
| MW: | 232.32 |
| EINECS: | 208-899-3 |
| Product Categories: | Inhibitors;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Alkaloids;chiral |
| Mol File: | 546-43-0.mol |
|
Alantolactone Chemical Properties
| Melting point | 78-79 C |
| alpha | D +175° (chloroform) |
| Boiling point | 275 C |
| density | 1.0610 (rough estimate) |
| refractive index | 1.4360 (estimate) |
| storage temp. | -20°C |
| solubility | DMSO: soluble15mg/mL (clear solution) |
| form | powder |
| color | white to beige |
| Odor | Peculiar sweet-minty, slightly woody odor |
| InChI | 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 |
| InChIKey | PXOYOCNNSUAQNS-AGNJHWRGSA-N |
| SMILES | O1C(=O)C(=C)[C@@]2([H])C=C3[C@@](C)(C[C@@]12[H])CCC[C@@H]3C |
| LogP | 3.380 |
| CAS DataBase Reference | 546-43-0(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38-43 |
| Safety Statements | 26-36-36/37-24/25 |
| WGK Germany | 3 |
| HS Code | 29322090 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Skin Sens. 1 |
Alantolactone Usage And Synthesis
| Description | The allergen eudesmanolide sesquiterpene lactone wasisolated from elecampane (Inula helenium L.). Withdehydrocostuslactone and costunolide, it is a componentof the (sesquiterpene) lactone-mix, used to detectsensitization to Compositae. |
| Chemical Properties | Crystalline powder |
| Uses | anthelmintic, antibacterial, antineoplastic |
| Uses | Alantolactone is sesquiterpene lactone that possesses anti-inflammatory property. Alantolactone have been studied to be developed as a novel agent against human liver cancer. |
| Uses | Alantolactone has been used:
- in cell viability assay
- to examine the percentage of multicentrosomal mitosis in low and high passage human embryonic stem cells (hESC)
- in assessment of degranulation
|
| Definition | ChEBI: A sesquiterpene lactone that is 3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2-one bearing two methyl substituents at positions 5 and 8a as well as a methylidene substituent at position 3. |
| General Description | This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG |
| Biochem/physiol Actions | Alantolactone is a sesquiterpene lactone disrupts the Cripto-1/ActRII complexes, resulting in an induction of activin/SMAD3 signaling. Alantolactone inhibits proliferation in cancer cells with no affect on normal cells. |
| Contact allergens | The allergen eudesmanolide sesquiterpene lactone wasisolated from elecampane (Inula helenium L.). Withdehydrocostuslactone and costunolide, it is a componentof the (sesquiterpene) lactone mix used to detectsensitization to Compositae-Asteraceae. |
| Solubility in organics | Soluble in alcohol and essential oils |
| storage | Store at -20°C |
Alantolactone Preparation Products And Raw materials